Discover Top Accommodations in Longboat Key, FL

The Beach on Longboat Key
Apartment
3465 Gulf of Mexico Drive #223B, Longboat Key, FL, FL 34228, USA

Providing a casino, The Beach on Longboat Key offers accommodations in Longboat Key. This beachfront property offers access to a balcony, free private parking, and free Wifi. The pool features a fence and pool views. Offering a terrace and sea views, the apartment includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. This apartment also features a patio that doubles up as an outdoor dining area. The apartment offers bed linen, towels, and ironing service. There is an on-site snack bar, and during warmer months you can make use of the barbecue facilities. The area is popular for hiking, and car rental is available at the apartment. Snorkeling, cycling, and fishing are possible within the area, and The Beach on Longboat Key offers a private beach area. Longboat Key Beach is a few steps from the accommodation, while John and Mable Ringling Museum of Art is 11 miles from the property. Sarasota Bradenton International Airport is 13 miles away.

Guest Reviews:

- "Great place to stay for a couple, closeness to the ocean." - "Very Good!" - "It was just about perfect. A very nice place and the view can't be beat!" - "Great for closeness to the beach but would probably find another comparable condo for future rental." - "Overpriced for amenities and accommodations"

Zota Beach Resort
Resort
4711 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

Beachfront resort with a fitness center
Guests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center.
Zota Beach Resort offers 187 air-conditioned accommodations with safes and coffee/tea makers. Rooms open to balconies. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include showers, bathrobes, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access (speed: 25+ Mbps). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.


An outdoor pool and a hot tub are on site. Other recreational amenities include a private beach and a fitness center.

Guest Reviews:

- "Service, amenities and location was perfect. " - "Staff were very proactive and caring, especially with children. The beach connected to the property was especially peaceful and beautiful " - "Love the staff everywhere in the hotel Very friendly,courteous and professional I am in the entertainment biz and expect the best, they are the BEST!!! going back next week and the week after I will spread the word of mouth!!!" - "Very nice staff and great environment. Highly recommend. Good mix of business travelers and families. "

Beach and sunset view from your balcony
Apartment
4235 Gulf of Mexico Drive, Longboat Key, FL, FL 34228, USA

With Longboat Key Beach reachable in a 3-minute walk, Beach and sunset view from your balcony provides accommodations, a restaurant, a private beach area, an outdoor swimming pool, and a garden. This beachfront property offers access to a patio, mini-golf, free private parking, and free Wifi. Sarasota International Convention Center is 14 miles from the apartment and Sarasota Jungle Gardens is 12 miles away. Providing a balcony and sea views, the spacious apartment includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. For those times when you'd rather not eat out, you can cook on the barbecue. You can play tennis at the apartment. A bicycle rental service is available at Beach and sunset view from your balcony, while fishing can be enjoyed nearby. John and Mable Ringling Museum of Art is 13 miles from the accommodation, while The John and Mable Ringling Museum of Art is 13 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Guest Reviews:

- "can’t wait to go back what beautiful place front desk employees was perfect thank you see you again soon"

Sea Club I Beach Resort
Apartment
4141 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA

While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and an oven, as well as a stovetop and free WiFi. Other amenities include laundry facilities, towels, kitchenware and utensils, and a toaster.

Guest Reviews:

- "Very nice in every way" - "Such a great place to stay. Pool, beach and beautiful sunsets!" - "My wife and I had a great time. Great location and beautiful beach! " - "Other than parking issues due to renovations on parking lot, we had a perfect visit!" - "Great stay in this lovely small hotel. Not my first visit and will not be my last. " - "This is a true old Florida gem. We were only there for 2 nights but would readily stay for a week or more. Everything was lovely. The front desk staff, location, pool and beach. Absolutely wonderful."

Longboat Bay Club
Apartment
3200 Gulf of Mexico Drive, Longboat Key, FL, FL 34228

Longboat Bay Club enjoys a location in Longboat Key, a few steps from Longboat Key Beach and 11 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. During your stay at this apartment, you can use an outdoor swimming pool, as well as a selection of a hot tub and an elevator. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including a dishwasher, oven, microwave, and a toaster. A fridge and stovetop are also available, as well as a coffee machine. At the apartment complex, every unit comes with bed linen and towels. For guests with children, the apartment features outdoor play equipment. If you'd like to discover the area, cycling is possible in the surrounding area. Mote Marine Laboratory is 4.6 miles from Longboat Bay Club, while Sarasota Jungle Gardens is 10 miles from the property. Sarasota Bradenton International Airport is 13 miles away.

Guest Reviews:

- "GREAT LOCATION. NICE ACCOMODATION." - "Stayed for Memorial weekend and it was very enjoyable stay... nothing negative to add." - "Property is in a great location on a very quiet island."

Major Upgrades 1 of a kind home right on the beach
Villa
Longboat Key, Florida, USA

Welcome to the Zilli family Villa beach house on Longboat Key. After using this 2,000 sf home for their own family vacations, the house was completely redecorated and stocked to offer all the comforts of home to our VRBO guests. A cool, beachy palette welcomes you to sit back and relax. The Zilli Villa is part of the Zilli Collection each with the Zilli touch of amazing view, decor, ( not typical wicker furniture, silly beach artifacts,40 year old flooring, 1 size fits all look.) We call it upscale coastal. The properties are more of a resort, 5 star hotel feel.

This Villa is a two bedroom/two bathroom light-filled, ocean front home located just 13 steps to the sand and 60 yards to the water. The interior has been professionally decorated in a cool palette of ocean colors.
Highlights of this home:
· Complete privacy in this standalone home
· Two bedrooms: one has one king and bedroom two has 2 queen-sized beds
· Free high-speed wireless internet
· Three TVs with cable
· Gas fireplace
· Full sized stainless steel appliances in well stocked kitchen and pantry
· On-site full size washer/dryer
· Stereo system and DVD player
· Two sofa sleeper couches and one futon – property can sleep up to eight
· 40 feet of windows with hurricane shutters facing the Gulf
· Clean, well maintained lawn
· Master bedroom faces Gulf with small patio
· Both bathrooms have combination tub/showers
· Both bedrooms have flat screen TVs and Casablanca fans
· Free access to pool (with free use of beach towels) next door
· Ample storage
· Dining room seats up to 10
· Entire home is on one level, making it safe for little ones or elderly guests
. Multiple woman's touches, make up chair area, make up mirror
· Our beachside patio overlooks the Gulf of Mexico

You’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. The nearby pool has a covered grilling area with picnic table overlooking the beach. There's plenty of room for bikes, a bike trailer and/or several vehicles. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush.

This resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.

We also own 4 elegant upscale condos next door:
3510391 - Zilli Tower 503 is a 5th floor Penthouse
4649102 - Zilli Ocean Front 101 is a direct walk out
7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.

Guest Reviews:

- "My husband, daughter, and I had a wonderful stay at Jim's property on Longboat Key. Jim is a class act and answered all my questions promptly and thoroughly. He also knows the area so well, and he had great suggestions for restaurants and other things to do. The home is literally steps from the beach, and the beach and its sunsets are remarkable. If you are looking for peace, quiet, and beauty then this is definitely the spot for you!" - "I wish I could summarize our stay with a few simple words, I cannot. The host, Jim Zili, with simply the best host we have ever had through VRBO or any other rental service. He was in communication with us the whole time in case we needed anything. If we called or texted, he immediately picked up or called back. He’s such a kind man with your best interest at heart as a guest. The house is stunning. The views are amazing, the people around you are friendly, we could not have asked for more. I implore you to rent this property. You will not regret it. You will want to go back year after year. I know we will!!!"

Gulf and beach view apartment 403
Apartment
4235 Gulf of Mexico Drive 401, Longboat Key, FL, FL 34228

With Longboat Key Beach reachable in a 1-minute walk, Gulf and beach view apartment 403 features accommodations, a restaurant, a private beach area, an outdoor swimming pool, and a garden. This beachfront property offers access to mini-golf, free private parking, and free Wifi. The property offers barbecue facilities and outdoor furniture. Featuring a balcony and sea views, the spacious apartment includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a walk-in shower. Towels and bed linen are offered in the apartment. For added privacy, the accommodation has a private entrance and soundproofing. You can play tennis at the apartment, and bike rental is available. Guests at Gulf and beach view apartment 403 can enjoy fishing nearby, or make the most of the sun terrace. John and Mable Ringling Museum of Art is 13 miles from the accommodation, while The John and Mable Ringling Museum of Art is 13 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Guest Reviews:

- "this place it’s amazing very quite place , it’s a place for relaxing without noise , only the sounds of the waves !" - "Very relaxing and all guests and staff were extremely friendly"

Oceanfront Oasis – Longboat Key 226 by RVA
Apartment
Longboat Key, Florida, USA

RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views, which means you are only steps from the white-sand beaches and placid turquoise waters and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances and granite countertops, and private patio or balcony (2bdrms only). Whether you are traveling as a family, honeymooners, on business or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.

Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one- and two-bedroom units. Enjoy all the amenities of home in these fully furnished condominiums including LCD, flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, dining area, and modern, yet beachy, décor.

Resort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Private Patio or Balcony (2 bdrms only), Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various Views

Unit #226 Features: Studio unit including full-size kitchen, private patio, and Gulf-front views

View: Gulf View

Bedding: 1 King, Sleeper Sofa

Guest Reviews:

- "We loved the room and property. I know we live in Florida and the ants are everywhere. But there were ants in the bathroom and you couldnt leave anything out in the kitchen. Because the ants would be all over it. Other than that we loved the place!" - "Close to beach…very clean" - "We had a relaxing and beautiful stay. Great views (double rainbow, beach, sunset), comfortable bed, nice kitchenette, quiet and clean. We couldn't ask for more and we would love to come back!"

LaPlaya 202E Catch the gentle Gulf breezes on your private balcony beneath the swaying palms
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228

LaPlaya 202E Catch the gentle Gulf breezes on your private balcony beneath the swaying palms is located in Longboat Key, just a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a balcony, free private parking, and free Wifi. The John and Mable Ringling Museum of Art is 13 miles from the apartment and Sarasota International Convention Center is 15 miles away. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with bathrobes. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. Guests can enjoy the indoor pool at LaPlaya 202E Catch the gentle Gulf breezes on your private balcony beneath the swaying palms. Sarasota Jungle Gardens is 12 miles from the accommodation. Sarasota Bradenton International Airport is 14 miles away.

Guest Reviews:

- "We had a fantastic time. The rooms were perfect." - "Wonderful & Peaceful" - "Absolutely wonderful! Exactly what we were hoping for!"

Renovated Beach Paradise. Ground Floor unit 64
Apartment
Longboat Key, Florida, USA

Completely renovated. Everything is new. Amazing location.
Condo management will help you with your accommodation. The unit offers everything you may want and need!!!
Escape to our Tropical Paradise with beautiful beach, heated pool and awesome sunsets. Beach side condo located on the first floor, just a short walk from your door to the beach and pool. No crossing the streets.

Very spacious condo with a King Bed in a Bedroom and a Queen Sleeper Sofa in the living room. First floor unit with patio right on the beach.
Fully equipped kitchen, complimentary Wi-Fi, beach towels. Starter supply of paper towels, toilet paper.
Resort Features: On-Site Office, coin-operated washer/dryer, heated pool, private beach, beach chairs, complimentary parking, BBQ area, Mini Golf, Shuffleboard court.

All your shopping needs are within minutes of your condominium. Play tennis just down the street at the community park.
Rent a bike at Ace, just 4 blocks away, or from Backyard Bikes and have your bike delivered to you.
It`s only 1,5 miles to Lazy Lobster restaurant and bar, 2 miles to the shopping plaza with Publix and CVS.
6 miles to St. Armands Circle with many restaurants and shops.

Guest Reviews:

- "The property was just as wonderful as advertised. Everything was great! We had a small problem with water pressure in the bathroom. Fixed almost immediately with a new shower head." - "We were very satisfied and can’t wait to visit again. Very impressed with the size and cleanliness of the room." - "We had a wonderful and relaxing 7 days.. This place was exactly as described. The host is wonderful and always answered my messages right away. The front desk women are so nice and helpful. It’s so convenient with beach chairs, towels, umbrella provided so you can easily enjoy the AMAZING private beach. We loved it and would love to stay again next year but we missed our dogs and want to bring them next time. Unfortunately it’s no pets but I highly recommend this place 💯"

LaPlaya 101E-Relax on your private lanai under the palms!
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 101E-Relax on your private lanai under the palms! is located in Longboat Key, just a few steps from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a patio and free Wifi. The apartment is also equipped with a garden, an outdoor swimming pool, and a terrace where guests can chill out. Composed of 2 bedrooms, this spacious air-conditioned apartment features 1 bathroom with a bath, a shower, and a hair dryer. Towels and bed linen are featured in the apartment. The accommodation is non-smoking. For those nights when you'd rather not eat out, you can cook in your kitchen. The apartment has a picnic area where you can spend the day outdoors. The John and Mable Ringling Museum of Art is 13 miles from the apartment, while Sarasota International Convention Center is 15 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Pool • Sports/Activities • Smoking • Ocean View • Oceanfront • Other • Air Conditioner • Parking • Private Beach • View • Accessibility • Barbecue/Outdoor Cooking

Right on the beach.Renovated ground Floor unit 63.
Apartment
Longboat Key, Florida, USA

Completely renovated. Everything is new. Amazing location. Charming studio right on the beach.
Condo management will help you with your accommodation. The unit offers everything you may want and need!!!
We also offer 1 bedroom unit 64 (Airbnb 50151740) and 2 bedroom unit 63 and 64 (Airbnb 50153728)
Beach side unit located on the first floor, just a short walk from your door to the beach and pool. No crossing the streets.

Very Spacious studio with a Queen Bed, twin sofa bed, fully equipped kitchen, complimentary Wi-Fi, beach towels, starter supply of paper towels, toilet paper. First floor unit with patio right on the beach.
Resort Features: On-Site Office, coin-operated washer/dryer, heated pool, private beach, beach chairs, complimentary parking, BBQ area, Mini Golf, Shuffleboard court.

Play tennis or rent a kayak just down the street at the community park. (5 minutes walk)
Rent a bike at Ace, just 4 blocks away, or from Backyard Bikes and have your bike delivered to you.
It`s only 1,5 miles to Lazy Lobster restaurant and bar, 2 miles to the shopping plaza with Publix and CVS.
6 miles to St. Armands Circle with many restaurants and shops.

Guest Reviews:

- "This is the second year renting this property and we love it. It is definitely going to be a part of the annual vacations planned in the future. The property is cozy and provides everything you need. The beach is steps away and private. We love this place!" - "Perfect first family trip for me, my husband, and our four year old. The space had everything we needed and location was perfect. Towel service, beach chairs/umbrella and sand & pool toys were all added bonuses."

Las Hermanas 1
Apartment
2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA

Las Hermanas 1 offers accommodations in Longboat Key, 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art. The air-conditioned accommodation is a few steps from Longboat Key Beach. The apartment offers parking on-site, a spa center, and a concierge service. With free Wifi, this apartment provides a cable TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. For guests with children, the apartment features a children's playground. Guests at Las Hermanas 1 can enjoy skiing and cycling nearby, or make the most of the garden. Sarasota International Convention Center is 13 miles from the accommodation, while Mote Marine Laboratory is 4.1 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Security/Safety • Spa • Child Friendly • Fireplace/Heating • Guest Services • Air Conditioner • Sports/Activities • Ocean View • Skiing • Internet • Barbecue/Outdoor Cooking • Oceanfront

Beach & Pool Access: Gulf Coast Villa w/Balcony
Villa
Longboat Key, Florida, USA

Heated Pool Access | Steps to Beach | Long-Term Renters Welcome

Add a little serenity to your next trip in the Sunshine State when you book this 1-bedroom, 1-bath oceanfront vacation rental! Situated in the Turtle Crawl Inn Resort, this bright, airy escape puts Longboat Key’s attractions at your fingertips. Enjoy a home-cooked dinner with a sunset view on the balcony after strolling along the white-sand beaches, exploring Sarasota hot spots, or unwinding by the gulf-front pool.

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom: 2 queen beds
- Living Room: 1 queen sleeper sofa

RESORT PERKS
- Heated outdoor swimming pool w/ sundeck
- Private beach access
- Putting green, shuffleboard
- Gazebo w/ gas grill & dining tables
- Outdoor shower
- Coin laundry machines

VILLA AMENITIES
- 2 Smart TVs
- Dining table, dishes & flatware
- Open floor plan w/ coastal decor
- Screened-in balcony w/ 2 cafe tables
- Beach chairs/towels/umbrella

KITCHEN
- Electric stove, oven, microwave
- Drip coffee maker, toaster, hot water pot
- Cooking basics
- Trash bags/paper towels

GENERAL
- Free WiFi
- Central air conditioning
- Complimentary toiletries
- Hair dryer, iron/board
- Linens, towels

ACCESSIBILITY
- Single-story unit
- Stairs required for access

PARKING
- Community parking lot (1 vehicle with parking pass)

-- THE LOCATION --

- Located in Turtle Crawl Inn Resort with on-site beach access
- 6 miles to Mote Marine Laboratory & Aquarium
- 7 miles to Sarasota Pier
- 10-13 miles to Sarasota attractions: Marie Selby Botanical Gardens, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art
- 18 miles to Manatee Village Historical Park
- 13 miles to Sarasota-Bradenton International Airport & 53 miles to St. Pete–Clearwater International Airport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This single-story unit requires exterior stairs for access

Guest Reviews:

- "Beautiful property! Very quaint." - "We loved this place. The location was great- quiet, private beach with chairs and umbrellas for use. The condo was clean and had everything we needed- even paper towel, trash bags, and dish soap. Beds and couch weren’t the comfiest but besides that our stay was perfect!! Would love to return." - "Nice peaceful, we enjoyed it. Had no issues." - "Cozy Condo and close to beach! Friendly Staff. Mattresses are really old and sunk when you get in bed."

LaPlaya 103A Time to relax Enjoy the peaceful, private beach just a shells throw from your door
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 103A Time to relax Enjoy the peaceful, private beach just a shells throw from your door offers accommodations in Longboat Key, a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. Featuring a patio and sea views, the spacious apartment includes 2 bedrooms, a living room, cable flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at the apartment. The John and Mable Ringling Museum of Art is 13 miles from LaPlaya 103A Time to relax Enjoy the peaceful, private beach just a shells throw from your door, while Sarasota International Convention Center is 15 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Private Beach • Parking • View • Barbecue/Outdoor Cooking • Other • Security/Safety • Air Conditioner • Pool • Ocean View • Oceanfront • Accessibility • Fireplace/Heating

Charming Beach Front Studio Steps to the Sand and Gulf
Apartment
Longboat Key, Florida, USA

Charming hidden gem directly on Longboat Key Beach for a secluded getaway.
Amazing views of the Gulf of Mexico, and just steps away from the beach.
Fully equipped studio, comfy bed and linens, stocked kitchen.

Escape to paradise at Las Hermanas #4, a charming beachfront vacation rental on Longboat Key. Nestled among three other units, this adorable studio is a hidden gem facing the pristine Gulf of Mexico. Boasting cozy coastal charm, this retreat is the perfect getaway for those seeking tranquility and breathtaking views.
As you step into Las Hermanas #4, you're greeted by a spacious studio adorned with delightful coastal decor. The queen-size bed, dressed in luxurious sheets, invites you to unwind after a day of sun and sand. A dresser provides ample storage space for your belongings, while a flat-screen TV ensures entertainment during your downtime.
Situated by a window with panoramic beach views, a charming hightop table and chairs create the ideal spot for sipping morning coffee or enjoying a romantic dinner. The sofa offers additional seating arrangements, making this a perfect spot to relax with a book and enjoy views of the gulf.
Venture through a second door, and you'll find yourself on a large paved patio that beckons you to enjoy the outdoors. Equipped with grills for barbecues, a stone mosaic table, and benches, this space is perfect for al fresco dining. Follow the path to discover your private beach oasis, complete with sun loungers where you can soak up the sun and listen to the soothing sound of the waves.
The property surrounding Las Hermanas #4 is a testament to the beauty of native landscaping. Lush greenery and vibrant flora create a serene environment, enhancing the overall experience of your coastal retreat. Take a leisurely stroll through the well-maintained grounds, immersing yourself in the natural beauty that surrounds you.
Inside, an updated galley kitchen awaits, featuring granite counters, pristine white cabinets, and modern appliances. Fully stocked with cooking essentials, the kitchen allows you to prepare delicious meals and snacks at your convenience. Whether you're a culinary enthusiast or simply prefer the convenience of home-cooked meals, this well-appointed kitchen has you covered.
Off the bedroom area, you'll find a well-designed bathroom with a large walk-in shower, sink, and an abundance of plush towels. Freshen up after a day of sun and sand in this clean and comfortable space, ensuring you feel pampered throughout your stay.
Las Hermanas #4 is more than just a vacation rental; it's a coastal haven where every detail has been carefully considered to provide guests with an unforgettable experience. From the cozy interior and beachfront patio to the private sun-soaked beach, this retreat offers the perfect blend of comfort and natural beauty. Immerse yourself in the tranquility of Longboat Key and create lasting memories at this idyllic seaside escape.
Las Hermanas Oasis
Situated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed "The Sisters" in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.
This beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.
A large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. A laundry room with wash and dryer plus additional beach gear can be found around the left side of the building behind the garage. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.
Longboat Key Life
Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.
Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.
Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Guest Reviews:

- "Close to beach" - "Thank you for a beautiful and well stocked place. We had a wonderful time. The kitchen has plenty of room to cook in, thank you for stocking it with a good coffee maker and coffee. Every morning we would toast our English muffins, cook up our bacon and fry up our eggs. Sitting outside in the patio was wonderful. It’s the little things like the dish drainer in the kitchen , a nice fan above the bed and a trash can in the bathroom, also a full mirror behind the closet door that makes our stay magical. We so appreciate the beach chairs and the umbrella, though we still brought our own beach umbrella because ours had good UVA protection. The sweet path down to the beach was wonderful. We are definitely coming back! "

LaPlaya 201C Breathtaking Gulf panorama from this corner end unit with a private stairway to the beach
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 201C Breathtaking Gulf panorama from this corner end unit with a private stairway to the beach is located in Longboat Key, just a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a patio and free Wifi. Guests can chill out in the outdoor swimming pool. Offering a balcony and sea views, the spacious apartment includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are offered in the apartment. The property has an outdoor dining area. Guests can also relax on the sun terrace. The John and Mable Ringling Museum of Art is 13 miles from the apartment, while Sarasota International Convention Center is 15 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Barbecue/Outdoor Cooking • Security/Safety • Private Beach • Parking • Oceanfront • Air Conditioner • Ocean View • Balcony/Terrace • Other • View • Pool • Accessibility

Welcome To Paradise!
House
Longboat Key, Florida, USA

Enjoy staying at this one of kind beach bungalow for your special occasions or just a family fun retreat. Built-in 1930, historical Florida charm, this adorable quaint home with lots of character has much to offer starting with the pristine water of the Sarasota bay just steps from the front door. Enjoy a morning coffee while looking out over the bay. Easy access to the quaint community beach and boat launch are great for a quick dip or going on a kayak adventure. It is a public boat ramp, so it can be busy at times, however, there is limited parking and people typically drop their boat in the water and go, we have found it fun to watch the people. We are also across the street from Mar Vista restaurant, extremely convenient for dinner, but has restaurant traffic. The noise ordinances on Longboat Key prohibits live music etc, so it stays fairly quiet. We continue to upgrade the property, but it does have its quirks due to age, for example, the switch in the bedroom closet turns on your living room lights. We personally love the little quirks of the past.

A shopping plaza, Avenue of the Flowers, is just down the road, offering a wine and liquor store, breakfast restaurant, bar, and pizza restaurant. High-quality Municipal Tennis Courts are nearby and a four-foot-wide sidewalk extends for most of Longboat Key with seven to eight miles for jogging, rollerblading, walking, and biking, and walking your dog. One can also walk Longboat beach for the same distance, and shelling is a favorite activity.

There are also bike lanes on both sides of Gulf of Mexico Drive for extreme bike riders. Longboat Key is a very upscale barrier island that is connected by bridges to Anna Maria Key to the North and St. Armand's Key and Sarasota to the South. Sarasota Airport is an easy 15-20 minute drive and Tampa International Airport is an hour's drive North.
Less than 2 miles from the famous and lovely St. Armand's Circle. Walk or take the Trolley or park in the many spaces provided.

We only rent our unit monthly, so please book an entire month or multiple months consecutively. BE SURE TO ONLY TRY TO RENT THROUGH THIS WEBSITE, AS WE HAVE BEEN INFORMED SOMEONE IS FRAUDULENTLY TRYING TO USE OUR VRBO NUMBER. If you email through vrbo, there will not be a problem as it will come directly to me, Dana Gerling, who you also can find as a local attorney in the community.

Guest Reviews:

- "Except for a few initial issues, we really enjoyed our stay. All issues were resolved promtley by the owner!" - "Great location in Longboat Key! Convenient to everything. House is comfortable and stocked with all that you will need. Hosts is very responsive. Would stay again." - "This property is a gem! The pictures don’t do it justice. From the moment we walked in, we were amazed by the 180 degree views of the bay. The thoughtfully placed recliners in front of the huge windows looking out to the water we’re enjoyed every day! The house is clean and had all of the necessities we needed! The kitchen is well stocked and we loved the built in dining table. Dana was a pleasure to communicate with and very responsive. We could not have been happier with this house and will be back one day for sure!"

LaPlaya 104E Perfectly located near the path to the beach just steps from the pool
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 104E Perfectly located near the path to the beach just steps from the pool offers accommodations in Longboat Key, a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This apartment offers air-conditioned accommodations with a balcony and free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. Guests can also relax on the sun terrace. The John and Mable Ringling Museum of Art is 13 miles from LaPlaya 104E Perfectly located near the path to the beach just steps from the pool, while Sarasota International Convention Center is 15 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Air Conditioner • Pool • Barbecue/Outdoor Cooking • View • Security/Safety • Accessibility • Sports/Activities • Balcony/Terrace • Other • Parking • Ocean View • Oceanfront

Breathtaking Gulf Views Prestigious Long Boat Key
House
Longboat Key, Florida, USA

Listen, this place has it all!! From direct Gulf views and gorgeous sunsets to BBQ, gym, sauna, heated pool, hot tub, 24 hr gated entrance, Club house,covered 2 space parking, brand new kitchen with top of the line appliance, brand new beautiful bathrooms to LED TVs in every room. Long Boat Key has world class beaches and minutes away from world famous St. Armands Circle and Ringling Museum. Powder white beaches. Walk to the beach. All the amenities you could possibly want.

24 hr front gate security so when you check in we have a pass for your car as well as the key for the elevator and unit.

No pets no smokig

Guest Reviews:

- "Second time here, would definitely return" - "My husband and I had the best time . I can’t say enough about the condo, the pool and beach. The lania is a great place to relax. Longboat Key is a wonderful place. Your host is a guy that you can call him anytime." - "#411 at Sea Scape went beyond advertisement & expectations. Offered more than most homes. Just bring your beach wear. The well maintained grounds are on a private, gated Community. Pool is heated and is 8'6" at it's deepest. It has a lap lane. Observed it being cleaned daily. As to the Condo, name the appliance and it's there. Sound systems, HBO, Roku, HULU, etc.. " Alexa " also provided. Publix Store just 4 blocks away. We will be returning!"

LaPlaya 201E Nestled in the palms just steps from the pool
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228

LaPlaya 201E Nestled in the palms just steps from the pool is located in Longboat Key, just a few steps from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at LaPlaya 201E Nestled in the palms just steps from the pool. The John and Mable Ringling Museum of Art is 13 miles from the accommodation, while Sarasota International Convention Center is 15 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Private Beach • View • Other • Fireplace/Heating • Oceanfront • Pool • Parking • Air Conditioner • Ocean View • Accessibility • Security/Safety • Barbecue/Outdoor Cooking

Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA
House
Longboat Key, Florida, USA

Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the peaceful residential side of Longboat Key. Situated within walking distance of the Longboat Key Center for the Arts, where creativity flourishes, you'll relish in the serene ambiance this vacation retreat offers.

Recently updated with clean, contemporary furnishings and amenities, and just a brief stroll from the renowned Longboat Key beach, this spacious home is perfect for families, groups, couples, or anyone seeking ample space to unwind in paradise.

Featuring wireless Internet access, a fully-equipped kitchen, private balconies off each bedroom, a loft media room, a cozy den for additional guests, and a convenient private washer/dryer, Longboat Village Getaway provides everything you need for a memorable vacation experience.

Escape to your own slice of paradise - book your stay at Longboat Village Getaway today and embrace the bliss of Longboat Key's tranquil surroundings.

Accommodations: 2-Bedroom, 2-Bathroom

Location: 7080 Longboat Drive North, Longboat Key

Amenities: Private Balconies off each Bedroom, Wireless Internet, Full-size Kitchen, Loft Media Room, Pets Allowed (with restrictions), Washer/Dryer Availability, Private Location

Bedding: 1 King in Master, 1 Queen in Downstairs Guest Bedroom + Sleeper Sofa in Den

View: Garden View

Minimum Night Requirements: Restrictions Apply

Pet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

Guest Reviews:

- "Ideal situation for our needs. Longboat Key wonderful as always. Very nice neighborhood. No disappointments." - "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Good location w/nearby beach access. Several restaurants within walking distance. Comfortable furnishings. Weak cell signal in this area."

LaPlaya 106A Beach front Just steps to the white sand and turquoise Gulf of Mexico
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

Offering a terrace, LaPlaya 106A Beach front Just steps to the white sand and turquoise Gulf of Mexico provides accommodations in Longboat Key. Featuring free Wifi, the property also has a private beach area, an outdoor swimming pool, and a garden. The John and Mable Ringling Museum of Art is 13 miles from the apartment and Sarasota International Convention Center is 15 miles away. Providing a patio with sea views, this apartment also offers a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The property has an outdoor dining area. Guests can make the most of the warm weather with the property's barbecue facilities. The apartment has a picnic area where you can spend the day outdoors. Longboat Key Beach is a 8-minute walk from the apartment, while John and Mable Ringling Museum of Art is 13 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Smoking • View • Private Beach • Air Conditioner • Ocean View • Pool • Other • Sports/Activities • Parking • Oceanfront • Security/Safety • Barbecue/Outdoor Cooking

LaPlaya 103A-Time to relax! Enjoy the peaceful, private beach just a shell's throw from your door.
Apartment
Longboat Key, Florida, USA

Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. LaPlaya Condominiums provides a private beach, sheltered pool with sundeck, and beachfront grills so you won’t miss a minute of the sunset. The unit has a fully equipped kitchen, washer and dryer, and all linens and beach towels are provided. Welcome to our island-style living!

Our condo features a breakfast bar island, plus a spectacular Gulf view from the open kitchen/dining/living area leading to the screened beachfront lanai. Tile floor in the living room/ kitchen/ bathrooms and hallways; carpet in the bedrooms.
King-size bed in the master bedroom and two twin beds in the guest bedroom.
The split floor plan insures that the quiet bedrooms are separated from family activity areas in this "all-on-one-level" condo.

Guest Reviews:

- "This condo was exactly what we were looking for. Great location on the beach." - "The condo was updated, clean and you cannot beat the view and proximity to the water. Everything worked well, nothing was run down or in need of repair. The grounds were clean and maintained. We would definitely stay here again." - "Very comfortable condo right on the beach. Beds were comfy although sheets were as rough as canvas! TV was poor quality also... terrible picture. Kitchen was fully stocked and I enjoyed cooking meals. I would stay here again."

LaPlaya 104A Gulf front Walk right from your lanai onto the private beach
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 104A Gulf front Walk right from your lanai onto the private beach offers accommodations in Longboat Key, a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a patio and free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms. Towels and bed linen are available in the apartment. The apartment conveniently has a year-round outdoor pool. The John and Mable Ringling Museum of Art is 13 miles from LaPlaya 104A Gulf front Walk right from your lanai onto the private beach, while Sarasota International Convention Center is 15 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Private Beach • Parking • Security/Safety • View • Barbecue/Outdoor Cooking • Accessibility • Oceanfront • Balcony/Terrace • Ocean View • Pool • Air Conditioner • Other

Adorable Gulf Front Studio, Private Beach, Originally Part of Starfish Motel
Apartment
Longboat Key, Florida, USA

Adorable hidden oasis in the heart of Longboat Key.
Beachfront studio with spectacular views of the beach and Gulf of Mexico.
Private beach with sun loungers, outdoor furniture, large patio to soak in the sun and sunsets.
Welcome to Las Hermanas #1, an adorable cozy studio nestled directly on the pristine shores of Longboat Key. This idyllic retreat offers a perfect blend of comfort and coastal charm, providing an unparalleled beachfront experience with breathtaking views of the Gulf of Mexico.
As you step into this delightful studio, you'll be greeted by an abundance of natural light that floods the space, creating a bright and cheery atmosphere. The coastal furnishings throughout the studio evoke a sense of relaxation and tranquility, setting the perfect tone for your beachfront escape.
The centerpiece of the studio is a plush king-sized bed adorned with soft, inviting linens, ensuring a restful night's sleep after a day of sun-soaked adventures. The white furniture and large dresser add a touch of sophistication, creating a serene ambiance in the room. For your entertainment, a flat-screen TV is conveniently placed, providing a cozy spot to unwind and enjoy your favorite shows.
The galley kitchen, adorned with granite countertops and white appliances, is not only aesthetically pleasing but also fully equipped to meet your culinary needs. Whether you prefer a leisurely breakfast or a romantic dinner for two, the kitchen offers all the amenities you need to prepare delightful meals. A charming bistro table with two chairs creates a perfect setting for intimate dining with a view of the Gulf.
Should you have additional guests joining your beach retreat, the studio offers a pullout queen sleeper sofa, providing extra sleeping space without compromising on comfort. This versatile feature ensures that Las Hermanas #1 is an ideal accommodation for couples or a small group of friends looking to create lasting beachfront memories.
One of the highlights of this beachfront haven is the door that opens directly onto the beachfront paved patio. Step outside to find yourself surrounded by the soothing sounds of the waves and the soft, sandy shores beneath your feet. The private beach, complete with sun loungers, beckons you to relax and soak up the sun with the Gulf of Mexico as your stunning backdrop.
For those who enjoy al fresco dining, a beautiful stone mosaic outdoor dining set awaits you on the patio. Whether you're savoring a home-cooked meal or grilling up your favorite barbecue delights on the charcoal grill, this outdoor space provides the perfect setting for enjoying the sea breeze and breathtaking sunsets.
Las Hermanas #1 is not just a studio; it's a seaside sanctuary where the serenity of the Gulf meets the comforts of home. Whether you're lounging on the beach, enjoying a meal on the patio, or simply basking in the coastal charm of the studio, this retreat promises an enchanting getaway filled with relaxation, romance, and the unmistakable allure of Longboat Key's beachfront paradise.
Las Hermanas Oasis Situated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed "The Sisters" in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.
This beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.
A large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.
Longboat Key Life
Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.
Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.
Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Guest Reviews:

- "Perfect for a couples get away with a great view." - "Excellent place! Would highly recommend! Host was very responsive and house was immaculate!! We were very grateful to stay here :)"

LaPlaya 204D Beach-lovers paradise 200 feet of private beach along the turquoise Gulf of Mexico
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 204D Beach-lovers paradise 200 feet of private beach along the turquoise Gulf of Mexico is located in Longboat Key, just a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a balcony and free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. The apartment features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. Guests can also relax on the sun terrace. The John and Mable Ringling Museum of Art is 13 miles from LaPlaya 204D Beach-lovers paradise 200 feet of private beach along the turquoise Gulf of Mexico, while Sarasota International Convention Center is 15 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Sports/Activities • Oceanfront • Other • Barbecue/Outdoor Cooking • Parking • Ocean View • Private Beach • Security/Safety • Balcony/Terrace • View • Air Conditioner • Pool

LaPlaya 104E-Prefectly located near the path to the beach, just steps from the pool.
Apartment
Longboat Key, Florida, USA

2 Bedroom & 1 bathroom, ground-floor condo just steps to the beach or sheltered pool. Fully furnished with everything you need for a relaxing island getaway on beautiful Longboat Key.
Open floor plan, updated kitchen and bath with relaxing beach-style decor.
Sleeps 4 with comfortable King-size bed in master bedroom and twins in the guest bedroom. Washer & dryer in the unit.

Quiet, end-unit is just steps to the beach or pool from your palm-shaded lanai. This one-level condo has all the comforts of home. Granite kitchen and updated bath with granite, tumbled marbled flooring & subway tile. Master includes walk-in closet. Tiled living areas and hardwood bedrooms makes for easy & carefree vacation living! Great value for a get-away you'll always remember

Guest Reviews:

- "Property is location on the beach Great management team" - "Had a wonderful time at La Playa condos. The condo was super clean and equipped with everything that we needed. The location of this property is amazing ... the beach is fantastic. Looking forward to booking another stay ... Jo" - "Be aware this home is super super small, the air conditioning broke the last day of our stay and we had to buy fans to be able to sleep"

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting! is located in Longboat Key, just a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a balcony and free Wifi. Sarasota Jungle Gardens is 12 miles from the apartment. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are offered in the apartment. During warmer months, you can make use of the barbecue facilities and eat on the private patio. LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting! conveniently has both an outdoor pool and a private beach area. The John and Mable Ringling Museum of Art is 13 miles from the accommodation, while Sarasota International Convention Center is 15 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Barbecue/Outdoor Cooking • Sports/Activities • Other • View • Oceanfront • Ocean View • Pool • Air Conditioner • Smoking • Private Beach • Security/Safety • Parking

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the swaying palms.
Apartment
Longboat Key, Florida, USA

2 Bedroom & 1 bathroom, 2nd floor condo just steps to the beach or sheltered pool. Fully furnished with everything you need for a relaxing island getaway on beautiful Longboat Key.
Open floor plan, updated kitchen and bath with relaxing beach-style decor.
Sleeps 4 with comfortable King-size bed in master bedroom and twins in the guest bedroom.

Nestled in the palms, this l condo features elegant decorator touches enhancing this serene tropical hideaway. The private balcony offers a partial view of the Gulf and its sunsets, which can also be glimpsed from the combined living and dining area. Granite in the kitchen and tiled throughout! A private entrance from the pool completes your island getaway retreat.
Washer & dryer in the unit, tile floor throughout the unit.

Guest Reviews:

- "Great small condo complex right on the beach with beach chairs were available in our condo" - "Very comfortable condo. The beach is beautiful and not crowded. Would stay again!" - "Everyone at the facility was nice and welcoming to us. Very nice beach with lounge chairs provided."

LaPlaya 206C Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

Offering an outdoor swimming pool, LaPlaya 206C Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach provides accommodations in Longboat Key. This beachfront property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the apartment. Providing a balcony with sea views, this apartment also provides guests with a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. LaPlaya 206C Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach has both a sun terrace and garden for your convenience, along with a private beach area. Longboat Key Beach is a 8-minute walk from the accommodation, while John and Mable Ringling Museum of Art is 13 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Amenities:

Oceanfront • Balcony/Terrace • Parking • Sports/Activities • Private Beach • Ocean View • Security/Safety • Pool • Barbecue/Outdoor Cooking • Air Conditioner • Other • View

LaPlaya 105B-Relax on the balcony and watch the dolphins swim by and the pelicans dive!
Apartment
Longboat Key, Florida, USA

Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. LaPlaya Condominiums provides a private beach, sheltered pool with sundeck, and beachfront grills so you won’t miss a minute of the sunset. The unit has a fully equipped kitchen, washer and dryer, and all linens and beach towels are provided. Welcome to our island-style living!

Our condo’s open floor plan is comfortably appointed to reflect the sand and sea view from the spacious living/dining area and kitchen, with a screened beachfront lanai and convenient first-floor bathroom with shower. The second floor features the master bedroom with king bed and a balcony perfect for sunsets or dolphin watching, and twin beds in the guest bedroom.

Carefree décor brings the beach right inside with the soft blues and yellows of sea and sun. This townhouse has spacious living/dining area with fully equipped corridor kitchen on first level, and two carpeted bedrooms on second level.

Guest Reviews:

- "Was great. Weather fabulous, quiet location and beach/sunsets were sensational." - "beautiful location . Great stay." - "The property itself is nice. Took me a few to find the light switch for the bathroom. (outside in the hall in the middle of the wall) The bedrooms were okay. It was a little cold the first night and I got some extra bedding from the closet for my child and found that the blankets were old and ripped. The Master bedroom was nice with great views. The couch definitely needs to be replaced. It smelled like dirty feet and the cushions are finished. A little be of money put into this unit could bring the status to 5 star."

Seven Palms Beach House
House
770 Russell St., Longboat Key, FL, 34228, USA

Seven Palms Beach House is located in Longboat Key, just a 13-minute walk from Beer Can Island Beach and 17 miles from The John and Mable Ringling Museum of Art. This vacation home provides air-conditioned accommodations with a balcony. Outdoor seating is also available at the vacation home. Seven Palms Beach House features 3 bedrooms, a fully equipped kitchen with an oven and a microwave, a washing machine, and 3 bathrooms with a hair dryer. A TV is provided. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 8.5 miles from the accommodation, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Amenities:

Fireplace/Heating • Security/Safety • Sports/Activities • Child Friendly

New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location
Villa
Longboat Key, Florida, USA

Located in the heart of Longboat Key Gulf Key provides it’ guest with one of the best locations on the key. With two (2) amble bedrooms and baths, the emergence of beachy relaxation and a slight nod to an old world you and yours will awake refreshed and cozy down after sunset.

With a full kitchen and automatic icemaker (Cheers!), your day can prepare as desired! With a back patio to gather in the sunlight or bask in the dusk, there is space for you, to find solitude or engage with those your travel with!

The main living area prominently features a Ekorness Stressless Leach Couch and Love seat to catch up on your favorite book or grab a throw and five into a show or movie on the LG Oled 4k TV (w/Media Center).

Within two blocks of Gulf Key, you will find many national and regional stores (including but not limited to) Publix Super Market, CVS Drug Store, Bank of America, Chase Bank, Sun Trust, US Post Office, Public Library, Longboat Key Tennis Center, Longboat Nail Salon and Dry Cleaning.

World famous St. Armand s Circle which offers fine dining, shopping and entertainment is a 10-minute drive away.

The greater Sarasota area is home to Van Wezel Performing, Ringling Museum, McCurdy's Comedy Theatre and Humor Institute, Asolo Repertory Theater, Sarasota Opera, Mote Marine Laboratory & Aquarium and countless Farmer's Markets!

"We look forward to welcoming you to your home away from home and experience why we live in the area year round!"

Guest Reviews:

- "We stayed in this lovely condo for the month of March, 2022. We found the condo just perfect for our needs. When we arrived we were greeted by Teresa, one of the owners, who showed us around, highlighting where things were, how things worked, making suggestions for restaurants and answering our questions about the area. She concluded the tour by presenting us with a “Welcome” gift basket of fresh fruit and invited us to call or text if we needed anything. The unit is pleasant and comfortable, tastefully furnished in a contemporary style and decorated with interesting artwork and accessories. The dining area overlooks the patio, which has with lounge chairs, a table, a grill and large, beautiful potted plants. The bougainvillea, hibiscus and birds of paradise were in bloom. The condo is centrally located to about anything we wanted, whether on Longboat Key, St. Armand’s Circle, Sarasota, or Anna Maria Island. The beach, very short walk away, is beautiful and to our pleasant surprise, was never crowded. The sunsets were a must see. We met a few of the neighbors, some renters like us, and some full-time residents. All were very friendly. We are hoping to return the next time we visit Longboat Key!"

Sea Club I
Apartment
4141 Gulf of Mexico Drive, Longboat Key, FL, FL 34228, USA

Sea Club I in Longboat Key provides accommodations with a private beach area, water sports facilities, and pool with a view. This beachfront property offers access to free Wifi and free private parking. The apartment has private entrance. Offering a terrace or balcony with views of the sea and pool, the units feature air conditioning, a seating area, cable flat-screen TV, and kitchen. There's also a dressing room in some of the units. At the apartment complex, each unit includes bed linen and towels. For those times when you'd rather not eat out, you can cook on the barbecue. Outdoor play equipment is also available at the apartment, while guests can also relax in the garden. Longboat Key Beach is a few steps from Sea Club I, while The John and Mable Ringling Museum of Art is 12 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Guest Reviews:

- "We absolutely enjoyed our stay. The apartment is a little out dated, but it met our needs." - "We had a great time and enjoyed our stay on the beach. We will come again in the future." - "Peaceful" - "Coming back!!!!" - "It was very homey." - "Even with the bed issue, we will vw staying here again" - "Love the location and the resort but a little disappointed in the room for the money." - "We enjoyed our get away and would stay at this property again!"

LBK Home! Steps from the beach! Sleeps 4!
House
Longboat Key, Florida, USA

Our home is a 2 bedroom, 2 bath newly remodeled home located right off of Gulf of Mexico Drive. A small public beach access is located (2 min walk or less) right across the street. Everything you need for your winter stay is here in beautiful Longboat Key. We are also within walking distance of the LBK Publix. Our home has two bedrooms, both with TVs, fans and queen size beds, a beautiful open living room/dining room (that also has a Murphy bed) and is located in the perfect part of LBK; minutes away from St Armand’s circle. There is no pool, but we do have a back yard (not fenced in) and a small patio.

Pets that are completely housebroken and under 50lbs are allowed - but please note they are to be on a leash at all times if outside and dogs are not allowed on the beach per city laws.

Guest Reviews:

- "5 stars all around" - "We loved this house for our 2 month stay on LBK. A perfect location across the street from the beach and Neptune Ave is a great walkable street with friendly neighbors. Short walk to the Publix shopping center, library, and community park. The house was well equipped with everything we could possibly need. The house is perfectly laid out for a small house. The bed was very comfortable. Tamme and her in-laws were great hosts."

Beach and Pool Access Gulf Coast Villa with Balcony
Villa
Longboat Key, FL, USA

Beach and Pool Access Gulf Coast Villa with Balcony offers accommodations in Longboat Key, a 3-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a balcony and free Wifi. Sarasota Jungle Gardens is 12 miles from the villa. Featuring a terrace and sea views, the villa includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a shower. Towels and bed linen are offered in the villa. The property has an outdoor dining area. Guests at the villa can rejuvenate themselves at the spa and wellness center and outdoor swimming pool. The John and Mable Ringling Museum of Art is 13 miles from Beach and Pool Access Gulf Coast Villa with Balcony, while Sarasota International Convention Center is 14 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Guest Services • Parking • Laundry • View • Security/Safety • Balcony/Terrace • Oceanfront • Pool • Ocean View • Sports/Activities • Spa • Private Beach

LaPlaya 101E-Relax on your private lanai under the palms!
Apartment
Longboat Key, Florida, USA

2 Bedroom & 1 bathroom, groundfloor condo just steps to the beach or sheltered pool. Fully furnished with everything you need for a relaxing island getaway on beautiful Longboat Key.
Open floor plan, updated kitchen and bath with relaxing beach-style decor.
Sleeps 4 with comfortable King-size bed in master bedroom and twins in the guest bedroom.

Connect to the beach from this quiet all-on-one-level end unit or take a few steps to the pool from the lanai. Tile floor throughout the unit, granite countertops in the kitchen. Full size washer & dryer in the unit. Simply appointed with everything you'll need to make your beach vacation a happy one from beginning to end. Quaint & serene. You even have a partial view of the dunes and the Gulf!

Guest Reviews:

- "A very relaxing place, good service, excellent communication with the property manager .i 'll be back"

Gulf Tides of Longboat Key
Apartment
Longboat Key, FL, USA

Set in Longboat Key, 70 metres from Longboat Key Beach and 17 km from The John and Mable Ringling Museum of Art, Gulf Tides of Longboat Key offers accommodation with free WiFi, air conditioning, a private beach area and an outdoor swimming pool. Each unit features a balcony, a kitchen with a dishwasher, a dining area and a seating area with a flat-screen TV, while the private bathroom includes a shower. The apartment offers a picnic area. Mote Marine Laboratory is 6.9 km from Gulf Tides of Longboat Key, while Sarasota Jungle Gardens is 16 km from the property. The nearest airport is Sarasota Bradenton International Airport, 20 km from the accommodation.

Guest Reviews:

- "Nice place. Well maintained and clean." - "Awesome location with a great beach!" - "Enjoyed Longboat Key w" - "Fair experience. conveniently located at the beach, not cost effective due to small space"

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.
Apartment
Longboat Key, Florida, USA

Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. LaPlaya Condominiums provides a private beach, sheltered pool with sundeck, and beachfront grills so you won’t miss a minute of the sunset. The unit has a fully equipped kitchen, washer and dryer, and all linens and beach towels are provided. Welcome to our island-style living!

Recently updated (2021) condo features a breakfast bar , a spectacular Gulf view from the open kitchen/dining/living area leading to the screened beachfront lanai. The split floor plan insures that the quiet bedrooms are separated from family activity areas in this “all-on-one-level” condo.

Stainless steel kitchen, with plenty of cupboards and spacious granite breakfast bar. Designer bedding in the king master and queen guest bedrooms.

Guest Reviews:

- "The condo was pristine- the view was amazing- the beds were hands down the best mattresses I've slept on during a vacation stay The living room furniture was comfy The kitchen had everything you could think of and then some The screened in Lanai was fantastic- we could sit out there all night and not one bug bite We go to longboat twice a year and I will rent 104a again and again You cannot beat this location and unit- love love love it!" - "The condo was updated and absolutely beautiful. The beach was amazing and the shell hunting was great. Nice quiet area to relax."

Amazing Panoramic Beach View and The Most Beautiful Sunset
Apartment
4235 Gulf Of Mexico Drive, Longboat Key, FL, FL 34228, USA

Amazing Panoramic Beach View and The Most Beautiful Sunset offers accommodations in Longboat Key, a 3-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a patio, free private parking, and free Wifi. The apartment offers an outdoor swimming pool and an elevator. Offering a balcony and sea views, the spacious apartment includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are featured in the apartment. This apartment is non-smoking and soundproof. Guests can make the most of the warm weather with the property's barbecue facilities. For guests with children, the apartment provides outdoor play equipment. A car rental service and a private beach area are provided at Amazing Panoramic Beach View and The Most Beautiful Sunset. The John and Mable Ringling Museum of Art is 13 miles from the accommodation, while Sarasota International Convention Center is 14 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Guest Reviews:

- "Wonderful stay!"

Magnificent sunlit beach retreat with pool, grill, balcony, W/D - close to water
House
Longboat Key, Florida, USA

Freesia at Seaside Gardens

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

With convenient access to local attractions and white sand beaches, this elegant oasis is the perfect hideout for a couple’s getaway or family trip to the coast.

Transport yourself to a tropical paradise as you wander down to the shared pool area to read your favorite book beneath the shady palms. You’ll also discover an outdoor grill to cook up your catch of the day. Or use the deluxe kitchen - boasting stainless steel appliances, a wine fridge, island seating, and expansive, vaulted ceilings. The gorgeous interior is abundant with plush lounge areas, spacious bathrooms, artfully curated decor, and plenty of sunlight so all guests feel extra comfortable and luxurious. After an exciting day of beach excursions, stream your favorite movies from bed, or unwind on the balcony, watching the sun set on another day in paradise.

Nearby, you’ll find popular destinations for viewing live musical performances and ballet such as the Van Wezel Performing Arts Hall (eight miles away), as well as Tara Golf & Country Club (20 miles away) if you prefer to practice your swing in the magnificent, panoramic views of the Gulf.

Things to Know
Check-in time: 4:00 PM
Check-out time: 10:00 AM
All guests shall abide by Vacasa's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM
No smoking is permitted anywhere on the premises.

Parking notes: There is free parking available for 2 vehicles.
This rental is located on floor 2.

Security camera details: This home has an active camera, facing the front door, and is able to record video and audio.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "Walkable, bikeable, comfortable. Loved the kitchen! Relaxed, friendly but quiet. Close to beach, groceries, everything! The only downside was the late afternoon traffic off the Island - plan ahead when heading out to dinner! "

LaPlaya 102E-Tropical garden view near the pool!
Apartment
4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA

LaPlaya 102E-Tropical garden view near the pool! is located in Longboat Key, just a 8-minute walk from Longboat Key Beach and 13 miles from John and Mable Ringling Museum of Art. This beachfront property offers access to a patio. The John and Mable Ringling Museum of Art is 13 miles away and Sarasota International Convention Center is 15 miles from the apartment. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at LaPlaya 102E-Tropical garden view near the pool!. Sarasota Jungle Gardens is 12 miles from the accommodation. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Private Beach • Security/Safety • Pool • Parking • Oceanfront • Fireplace/Heating • Barbecue/Outdoor Cooking • Other • Accessibility • Air Conditioner • View • Ocean View

Experience a resort feel vacation on the beach in Longboat Key
Apartment
Longboat Key, Florida, USA

Two bedrooms, two baths, (approximately 1500 square feet) with a study, two balconies, an assigned covered parking , located on the desirable Gulf side of Longboat Key, steps away from the beach with private, deeded access to the Gulf of Mexico. The unit is in an amenity-rich, carefully manicured community, with 750 feet of splendid Gulf frontage, two heated swimming pools (one adult and one family), a spa, a sauna, shuffleboard, clubhouse, with game room, library & kitchen, fitness center, and eight Har-Tru tennis courts (with an on-site tennis pro available for lessons). There is an elevator and also a grocery cart and a luggage cart close to the elevator to use. The unit has its own covered reserved parking and there is plenty of guest parking available. Beach chairs and umbrellas are provided by the complex and are already set up for you on the beach. Just grab a towel and walk to the beach!

Guest Reviews:

- "Club Longboat is an easy, relaxing stay. The unit had updated baths and laminate “hardwood” flooring which is so much cleaner than carpeting. Kitchen needs updating. Easy access to a small fitness area and beautiful beach. Super close to Harry’s restaurant, deli and corner store which are all wonderful and chill. The two terraces were always full sun so we unfortunately couldn’t use them. Needed tables with umbrellas. Staff friendly and helpful. We’ve stayed at Club Longboat many times and will again!"

Las Hermanas 4
Apartment
2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA

Las Hermanas 4 offers a spa center and free private parking, and is within a few steps of Longboat Key Beach and 11 miles of John and Mable Ringling Museum of Art. The air-conditioned accommodation is 11 miles from The John and Mable Ringling Museum of Art. Sarasota International Convention Center is 13 miles from the apartment and Mote Marine Laboratory is 4.1 miles away. With free Wifi, this apartment provides a cable TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. For guests with children, the apartment features a children's playground. Guests at Las Hermanas 4 can enjoy skiing and cycling nearby, or make the most of the garden. Sarasota Bradenton International Airport is 12 miles away.

Amenities:

Air Conditioner • Guest Services • Spa • Child Friendly • Ocean View • Internet • Fireplace/Heating • Sports/Activities • Skiing • Barbecue/Outdoor Cooking • Security/Safety • Oceanfront

Tropical Escape–Private Pool Home Near the Sand Hy Tee on Longboat Key by RVA
House
Longboat Key, Florida, USA

Welcome to Hy Tee, a charming coastal retreat nestled on Longboat Key, Florida. This beautiful vacation home promises a seamless blend of relaxation and convenience, situated just a short walk from the pristine beaches of the Gulf of Mexico. Whether you're here for a tranquil getaway or a base to explore the local treasures, Hy Tee offers everything you need for an unforgettable stay.

As you enter the home, you’ll be greeted by a well-appointed kitchen, complete with modern appliances and ample space for preparing your favorite meals. The kitchen flows naturally into a cozy, open living area, perfect for unwinding after a day in the sun. For those who prefer outdoor cooking, a gas grill is available on the pool deck, making it easy to savor a delicious barbecue while soaking up the Florida sunshine.

One of Hy Tee’s highlights is its private, heated pool, where you can enjoy a refreshing swim at any time of year. The pool deck is spacious and designed with comfort in mind, providing plenty of space to relax, sunbathe, or read a book in the fresh coastal air. To make your beach days even better, the home comes with bicycles for guest use, allowing you to explore the island at your leisure.

With wireless internet and a washer/dryer on-site, HyTee ensures you’ll have all the comforts of home. When you’re ready to explore beyond the property, you’ll find yourself conveniently close to St. Armand’s Circle, a vibrant hub filled with boutiques, dining, and entertainment options.

Ideal for a serene beach getaway or an active exploration of Longboat Key and its surroundings, Hy Tee is the perfect retreat for every type of traveler.

Accommodations: Two-bedroom, two-bathroom

Amenities: Pool Deck, Bikes For Guest Use, Private Heated Pool, Gas Grill, Kitchen, Wireless Internet, Beach Access within Walking Distance, Close Proximity to St. Armand's Circle, Washer/Dryer

Location: 1200 Bogey Lane, Longboat Key

Bedding: 2 Kings, 1 Queen Sleeper Sofa

View: Neighborhood View

Minimum Night Requirements: 1 Month

Other: Additional electric and/or pool heat charges may apply; please call our local offices for details.

Guest Reviews:

- "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely comfortable home in a great location. Nicely decorated and very clean. It lacked nothing. We thoroughly enjoyed our time and look forward to our return. Best of all, we appreciated the fact that it was pet friendly. RVA was prompt and efficient to our requests. The only negative would be the traffic noise while we were on the lanai. Overall, a great experience."

Las Hermanas 3
Apartment
2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA

Las Hermanas 3 features a spa center and free private parking, and is within a few steps of Longboat Key Beach and 11 miles of The John and Mable Ringling Museum of Art. The air-conditioned accommodation is 4 miles from Mote Marine Laboratory. With free Wifi, this 1-bedroom apartment offers a cable TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. For guests with children, the apartment provides a children's playground. Guests at Las Hermanas 3 can enjoy skiing and cycling nearby, or make the most of the garden. Sarasota Jungle Gardens is 10 miles from the accommodation, while Van Wezel Performing Arts Hall is 11 miles from the property. Sarasota Bradenton International Airport is 12 miles away.

Amenities:

Sports/Activities • Fireplace/Heating • Child Friendly • Skiing • Oceanfront • Barbecue/Outdoor Cooking • Spa • Internet • Guest Services • Ocean View • Air Conditioner • Security/Safety

Longboat Key Vacation Rental - Steps From Beach & Restaurants
House
Longboat Key, Florida, USA

Welcome to your island retreat! Now priced even more attractively and boasting coastal charm, this lushly landscaped residence stands as the most affordable single-family listing on Longboat Key, Florida. This delightful and turnkey furnished single-story garden home is of block construction and located in the heart of the highly sought-after historic Longbeach Village, on the north end of Longboat Key. Just moments from the bay and the extraordinary white sand beaches of the Gulf of Mexico, this property is a beach lover's paradise. The bayside neighborhood is golf cart friendly and enjoys convenient access to a variety of outdoor activities, from kayaking and paddle boarding to boating and fishing. Enjoy coffee at the bayfront with stunning sunrises, or head over to the nearby beach to witness breathtaking sunsets over the Gulf of Mexico. Upon entering the home, you are greeted by a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas. Large windows and sliding glass doors flood the living space with an abundance of natural light. The living area features a cozy wood-burning fireplace, making it an inviting spot for relaxation and gatherings. The open kitchen boasts ample storage and serving spaces. The split floor plan offers two spacious bedrooms designed for comfort and tranquility. The exterior spaces include a generous and inviting lanai, large private outdoor shower, and copious storage areas for bicycles and other island lifestyle accessories. If you have considered building new, use the home to enjoy as your private getaway, or seasonal or monthly rental right away. In Longbeach Village you will find a relaxed and friendly atmosphere uniquely placed just steps to the bay and multiple restaurants and waterside dining. The convenient Whitney Plaza offers additional restaurants, coffee shops, a salon, pub, fitness centers, and a delightful boutique. Sarasota and St. Armands Circle is just a short drive away to the south with its renowned arts and entertainment venues. While Anna Maria Island and Bridge Street is a short drive to the north. Experience this rare and affordable opportunity to experience the treasured island lifestyle that Longbeach Village and Longboat Key have to offer.

Guest Reviews:

- "This property is comfortable and well-appointed with lovely, airy decor and quality furnishings. Easy walking or biking to shops and beach access.The host is gracious and an excellent communicator - quick to answer questions and offer help if needed. We travel to Longboat frequently and will definitely rent this home again. Five stars! "

Bright and Sunny Oceanfront Villa With Pool + Lanai | Hosts 6
Villa
Longboat Key, Florida, USA

Welcome to your private slice of paradise on the coveted Longboat Key.

Nestled beachfront, this two-bedroom villa offers barefoot luxury, breezy interiors, and a peaceful atmosphere that instantly slows the pace.

Whether you’re here for a family getaway, a quiet reset, or just to listen to the waves with coffee in hand, this sun-drenched retreat delivers serenity in every square inch.

This single-level villa is beautifully designed with a soft, coastal palette—think ocean blues, natural textures, and timeless whitewashed wood tones. Inside, the open-concept living and dining area is filled with light and laid-back elegance. Rattan details and beach-inspired accents give the home warmth and character without ever feeling overdone.

The kitchen is fully equipped for casual meals, post-beach snacks, and all the little moments in between. Whether you’re prepping pancakes or mixing margaritas, you’ll have everything you need.

There are two serene bedrooms—one with a king bed and the other with two doubles to accommodate up to six guests. The two bathrooms are clean, simple and stocked with all the essentials (yes, including fluffy white towels).

The private lanai opens directly to the pool, just steps from the sand. Enjoy your morning coffee in a quiet breeze, take an afternoon dip, or linger outside for sunset cocktails—every day here begins and ends with the ocean as your backdrop.

Amenities:

Security/Safety • Air Conditioner • Bedding/Linens • Laundry • Wellness Facilities • Other • Fireplace/Heating • Child Friendly • Internet

Longboat Key - 2 bed/2 bath with Sarasota Bay views and just mins to the beach
House
Longboat Key, Florida, USA

Townhome 2 bedrooms, 2 bathrooms with shower and bathtub, 2 bikes, fully equipped kitchen and laundry room with washer /dryer. Lanai with sitting area. Located on the beautiful grounds inside the Bay Isles gates. Quiet neighbourhood with Pool, Gym, Tennis and Pickleball. Access to a private beach with parking - 2 minute drive or 10 minute bike ride.
The living room/open concept kitchen/dining room has high ceilings, is bright and spacious. View of Sarasota Bay from the living room.

Amenities:

Wellness Facilities • Bedding/Linens • Pool • Balcony/Terrace • Hot Tub • Air Conditioner • View • Laundry • Sports/Activities • Internet • Parking • Kitchen

Sutton Place with Private Beach, Pavilion with Grills/Showers, 2 Pools
House
Longboat Key, Florida, USA

Escape to paradise with this beautifully furnished 2-bedroom, 2-bathroom townhome on Longboat Key, Florida. With a beachy vibe, fantastic amenities, and a prime location, this coastal retreat offers the perfect setting for a memorable vacation.

Situated in a quiet community, this townhome provides access to a gated Gulf Beach pavilion just across the street. Here, you can enjoy the convenience of picnic tables, restrooms with hot showers, a car wash area, and lockers for your beach chairs. Spend your days basking in the sun and feeling the sand between your toes on the stunning Gulf Coast beaches.

Back at the townhome, you'll discover two swimming pools, one of which overlooks Sarasota Bay. Take a refreshing dip in the sparkling waters, soak up the sun on a comfortable lounge chair, or simply relax and admire the breathtaking views. The pools offer a serene oasis where you can unwind and escape from the worries of everyday life.

Step inside the townhome, and you'll find a cozy living room adorned with coastal accents. It features a comfy sofa, a large flat-screen TV, a love seat, and a small den with a glass-top dinette and a desk. This space is perfect for lounging, watching your favorite shows, or catching up on work while enjoying the beachy atmosphere.

The dining room offers a wooden table with seating for four, providing a delightful spot to savor delicious meals. Additionally, three barstools at the kitchen counter offer additional seating options. The fully stocked kitchen boasts granite counters, white appliances, and all the necessary amenities to prepare and enjoy home-cooked meals. From casual breakfasts to gourmet dinners, this kitchen has everything you need.

The primary bedroom is a tranquil haven, complete with a king bed, a SMART TV for entertainment, and an ensuite bathroom. The ensuite is equipped with a large walk-in shower, ensuring a luxurious and refreshing experience. The primary bedroom also features a light and bright sitting area, furnished with comfortable chairs where you can relax and unwind.

The guest bedroom offers another inviting space, featuring a king bed, a SMART TV, and tastefully designed white dressers and end tables. It provides a comfortable retreat for your guests or family members. The guest bathroom includes a shower and tub combination, catering to everyone's needs.

Additional amenities within the community include two heated swimming pools, with one conveniently located across from your unit. A clubhouse with a kitchen is available for community social activities or private gatherings. Three BBQ areas are scattered throughout the complex, providing a perfect spot for outdoor grilling and picnics. For those looking to explore the waters, kayak storage and launch facilities are also available.

Experience the best of Longboat Key living in this meticulously furnished 2-bedroom townhome. With its beachy vibe, array of amenities, and proximity to the Gulf Coast beaches, this vacation rental promises an unforgettable retreat in paradise. Come and make memories that will last a lifetime in this coastal gem.

Sutton Place Community

Centrally located on Longboat Key, Sutton Place offers guest a quiet and relaxing stay. Built in 1972, the community is home to 80 condominiums and townhomes Amenities include: two heated swimming pools with one located to the front of the complex, club house with kitchen for community social activities or your private party. Three BBQ areas are located throughout complex, kayak storage and launch are available. There is a gated Gulf Beach pavilion with picnic tables, restrooms/hot showers, car wash area and lockers for your beach chairs is located across the street.

Longboat Key Life

Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.

Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.

Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Amenities:

Child Friendly • View • Kitchen • Parking • Guest Services • Internet • Wellness Facilities • Laundry • Air Conditioner • Other • Security/Safety • Oceanfront

Close to Beach & Dining - Seven Palms Beach House
House
Longboat Key

Seven Palms Beach House by AMI Locals
Longboat Key Oceanview Retreat

Welcome to Seven Palms Beach House, a stunning three-bedroom, three-bath coastal sanctuary in the heart of Longboat Key! A short 10-minute walk to pristine beaches, surrounded by top-rated restaurants, this home provides the ultimate Florida getaway. Explore local attractions such as St. Armands Circle and downtown Sarasota at your leisure, all while embracing the relaxed Longboat Key lifestyle.

The space
Highlights
• Ten-minute walk to North Shore Beach
• 3 Bedroom / 3 Bath
• 1 King, 1 Queen, 1 Full bed with Twin trundle
• Private suite above the garage
• Outdoor shower
• Weber Grill
• In-unit washer and dryer
• 3 Car parking
• Two-minute Walk to the local dining options

Step inside this breezy coastal escape and enjoy a chic and comfortable open-concept living space. The cozy seating area invites relaxation and family bonding, while the fully equipped kitchen provides everything you need with cookware essentials, modern appliances, and a stylish kitchen bar for two. Gather around the seven-seat dining table for meals or enjoy casual snacks with a view of the water from the balcony.

Within the main home, find two beautifully decorated bedrooms designed for restful nights. The primary bedroom features a queen bed, plush linens, and an ensuite with a double vanity and walk-in shower. The second bedroom offers a full bed with a twin trundle, ideal for kids or additional guests, and shares a hall bath with a shower/tub combo. The private suite above the garage is perfect for guests or in-laws, with a king bed, full bath with walk-in shower, a coffee maker, toaster oven, and a covered balcony with water views, great for early mornings or sunset drinks.

Room Details
• Primary Bedroom: Queen bed, ensuite bathroom
• Second Bedroom: Full bed with twin trundle
• Private Suite Above Garage: King bed, full bathroom

Enjoy your tropical outdoor oasis with a lush garden, Adirondack chairs, and an outdoor shower, perfect for rinsing off after beach trips. Fire up the Weber grill for delicious barbecues and dine al fresco at your outdoor table amid the coastal breezes. With the beach just steps away and restaurants nearby, every day can be filled with relaxation and adventure in Longboat Key.

Book your stay at Seven Palms Beach House today and experience the ultimate Longboat Key lifestyle. Whether basking by the water, exploring local shops and dining, or relaxing in your private outdoor space, this home offers everything you need for an unforgettable vacation in paradise. Reserve now and start creating lifelong coastal memories!

Other things to note
This home requires a 30 night minimum stay.

This property does not allow pets of any kind.

3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Locals, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Locals Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Hangers • TV • Bed linens • Hot water • Air conditioning • Dryer • Hair dryer • Essentials • Heating • Washer

Seaplace!
Apartment
Longboat Key

Welcome to Seaplace! Here you will relax and enjoy all Sarasota has to offer. This remodeled condo has a gulf view from the lanai and master suite as well as a new kitchen, new floors, new master shower, and all new furniture. The building is steps away from the pool and beach where chaises and umbrellas await you. Amenities include: free WIFI, cable, and utilities, 24-hour gated entry, one parking spot, two pools, fitness center, gas grills, one mile walking path and half-mile of private beach.

The space
The master suite has a king bed and is a large space with room to sit. The en-suite has a large walk-in closet with plenty of room and an adjacent bathroom with a walk-in shower. The view of the gulf from this room is simply beautiful.

Guest access
The guest room offers two twin beds and adjoining bathroom access.

Other things to note
There is a 2 month minimum for rentals in Seaplace. Yearly rental rates reduced. Condo is located on the second floor.

If you are interested in booking, please know that all renters in Seaplace need to complete a rental application directly to Seaplace Condo Assoc. and pay an additional $120 fee. The rental application will be sent to you after booking.

Amenities:

Ocean view • Hot water • Free dryer – In unit • Hangers • Bathtub • Hair dryer • Free washer – In unit • Cleaning products • Bed linens • Essentials

Sweet Guest House
Bed & Breakfast
Longboat Key

Land in paradise at this stylish pied-à-terre just 450' from the boat ramp next to Mar Vista! Perfect for couples or digital nomads seeking a cozy retreat with Old Florida charm. This gem features a comfy queen bed, large windows flooding the space with natural light, & access to a refreshing pool and relaxing hot tub. Unwind on a private, fully draped balcony.

Nestled steps from Sarasota Bay & three short blocks from the pristine Whitney Beach, this is the ultimate Longboat Key experience!

The space
Oversized parking in back includes space for 1 car outside of gate (off shell alley road) & 1 watercraft on side of house (inside gate).

Beds are new queen & new sofa queen.

This house is perched on top of the garage located at 701 Broadway. We are a stone's throw from Mar Vista & there is a completely locked & gated yard featuring a hot tub, waterfall & pool.

You are one flight up to a private, furnished balcony completely covered in Sunbrella Curtains. We did this because people who work remote enjoy hearing the breeze in a shaded area. This also affords you plenty of privacy while you are at home to leave the curtains open on your floor to ceiling windows.

Guest access
Guests may utilize hot tub & swimming pool.

Other things to note
Boat parking as well as parking for an SUV outside in shell alley.

Amenities:

Cleaning products • Hot water • Courtyard view • Garden view • Body soap • Shower gel • Shampoo • Hair dryer • Conditioner • Bidet

Beach Front Studio Steps to the Sand and Gulf
Apartment
Longboat Key

Charming hidden gem directly on Longboat Key Beach for a secluded getaway. Amazing views of the Gulf of Mexico, and just steps away from the beach. Fully equipped studio, comfy bed and linens, stocked kitchen.

The space
Escape to paradise at Las Hermanas #4, a charming beachfront vacation rental on Longboat Key. Nestled among three other units, this adorable studio is a hidden gem facing the pristine Gulf of Mexico. Boasting cozy coastal charm, this retreat is the perfect getaway for those seeking tranquility and breathtaking views.

As you step into Las Hermanas #4, you're greeted by a spacious studio adorned with delightful coastal decor. The queen-size bed, dressed in luxurious sheets, invites you to unwind after a day of sun and sand. A dresser provides ample storage space for your belongings, while a flat-screen TV ensures entertainment during your downtime.
Situated by a window with panoramic beach views, a charming hightop table and chairs create the ideal spot for sipping morning coffee or enjoying a romantic dinner. The sofa offers additional seating arrangements, making this a perfect spot to relax with a book and enjoy views of the gulf.

Venture through a second door, and you'll find yourself on a large paved patio that beckons you to enjoy the outdoors. Equipped with grills for barbecues, a stone mosaic table, and benches, this space is perfect for al fresco dining. Follow the path to discover your private beach oasis, complete with sun loungers where you can soak up the sun and listen to the soothing sound of the waves.

The property surrounding Las Hermanas #4 is a testament to the beauty of native landscaping. Lush greenery and vibrant flora create a serene environment, enhancing the overall experience of your coastal retreat. Take a leisurely stroll through the well-maintained grounds, immersing yourself in the natural beauty that surrounds you.

Inside, an updated galley kitchen awaits, featuring granite counters, pristine white cabinets, and modern appliances. Fully stocked with cooking essentials, the kitchen allows you to prepare delicious meals and snacks at your convenience. Whether you're a culinary enthusiast or simply prefer the convenience of home-cooked meals, this well-appointed kitchen has you covered.

Off the bedroom area, you'll find a well-designed bathroom with a large walk-in shower, sink, and an abundance of plush towels. Freshen up after a day of sun and sand in this clean and comfortable space, ensuring you feel pampered throughout your stay.

Las Hermanas #4 is more than just a vacation rental; it's a coastal haven where every detail has been carefully considered to provide guests with an unforgettable experience. From the cozy interior and beachfront patio to the private sun-soaked beach, this retreat offers the perfect blend of comfort and natural beauty. Immerse yourself in the tranquility of Longboat Key and create lasting memories at this idyllic seaside escape.

Las Hermanas Oasis
Situated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed "The Sisters" in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.

This beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.

A large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.

Longboat Key Life
Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.

Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.

Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Other things to note
No smoking allowed on the premises.
No pets are allowed on the premises.

Sutton Place, Private Beach with Pavilion, Pools
House
Longboat Key

Beautifully updated 2bedrm townhome with an amazing private beach with showers, restrooms and picnic area. Centrally located to all the best shops, restaurants and fun on Longboat Key.

The space
Escape to paradise with this beautifully furnished 2-bedroom, 2-bathroom townhome on Longboat Key, Florida. With a beachy vibe, fantastic amenities, and a prime location, this coastal retreat offers the perfect setting for a memorable vacation.

Situated in a quiet community, this townhome provides access to a gated Gulf Beach pavilion just across the street. Here, you can enjoy the convenience of picnic tables, restrooms with hot showers, a car wash area, and lockers for your beach chairs. Spend your days basking in the sun and feeling the sand between your toes on the stunning Gulf Coast beaches.

Back at the townhome, you'll discover two swimming pools, one of which overlooks Sarasota Bay. Take a refreshing dip in the sparkling waters, soak up the sun on a comfortable lounge chair, or simply relax and admire the breathtaking views. The pools offer a serene oasis where you can unwind and escape from the worries of everyday life.

Step inside the townhome, and you'll find a cozy living room adorned with coastal accents. It features a comfy sofa, a large flat-screen TV, a love seat, and a small den with a glass-top dinette and a desk. This space is perfect for lounging, watching your favorite shows, or catching up on work while enjoying the beachy atmosphere.

The dining room offers a wooden table with seating for four, providing a delightful spot to savor delicious meals. Additionally, three barstools at the kitchen counter offer additional seating options. The fully stocked kitchen boasts granite counters, white appliances, and all the necessary amenities to prepare and enjoy home-cooked meals. From casual breakfasts to gourmet dinners, this kitchen has everything you need.

The primary bedroom is a tranquil haven, complete with a king bed, a SMART TV for entertainment, and an ensuite bathroom. The ensuite is equipped with a large walk-in shower, ensuring a luxurious and refreshing experience. The primary bedroom also features a light and bright sitting area, furnished with comfortable chairs where you can relax and unwind.

The guest bedroom offers another inviting space, featuring a king bed, a SMART TV, and tastefully designed white dressers and end tables. It provides a comfortable retreat for your guests or family members. The guest bathroom includes a shower and tub combination, catering to everyone's needs.

Additional amenities within the community include two heated swimming pools, with one conveniently located across from your unit. A clubhouse with a kitchen is available for community social activities or private gatherings. Three BBQ areas are scattered throughout the complex, providing a perfect spot for outdoor grilling and picnics. For those looking to explore the waters, kayak storage and launch facilities are also available.

Experience the best of Longboat Key living in this meticulously furnished 2-bedroom townhome. With its beachy vibe, array of amenities, and proximity to the Gulf Coast beaches, this vacation rental promises an unforgettable retreat in paradise. Come and make memories that will last a lifetime in this coastal gem.

Sutton Place Community
Centrally located on Longboat Key, Sutton Place offers guest a quiet and relaxing stay. Built in 1972, the community is home to 80 condominiums and townhomes Amenities include: two heated swimming pools with one located to the front of the complex, club house with kitchen for community social activities or your private party. Three BBQ areas are located throughout complex, kayak storage and launch are available. There is a gated Gulf Beach pavilion with picnic tables, restrooms/hot showers, car wash area and lockers for your beach chairs is located across the street.

Longboat Key Life
Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.

Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.

Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Other things to note
There is a separate key needed to access the two pools (and pool restroom) on the property and a FOB to allow car access to the private beach and pavilion. All will be on the counter in the townhouse.
There is plenty of parking!

Amenities:

Washer • Hair dryer • Body soap • Hot water • Shampoo • Essentials • Conditioner • Dryer • Bathtub • Shower gel

LBK Home - Beach, Bay, Restaurants Walkable
Villa
Whitney Beach

COMPLETELY REMODELED! EVERYTHING IS NEW! Fully stocked kitchen, 3 living areas, 2 work spaces.

Immerse yourself in the charm of Florida’s natural beauty. Tucked away in the village on the premier north end of LBK, where wild peacocks roam, this spacious single-level house with garden and fruit trees is within walking distance of the Sarasota Bay, white sand beaches, boating & fishing docks, and neighborhood restaurants. Short drive to Anna Maria & St. Armands.

RRCR# RRR-00378.2023

The space
Master bedroom has a king bed and guest bedroom has a queen bed. Both master and guest bedrooms have NEW Layla memory foam mattresses. Kids room has twin trundle beds with a large work desk and chair. Kitchen also has a built-in desk and chair. Barn door in hallway allows the house to be divided for privacy or additional quiet. Provides private access for guest bedroom and bathroom.

Guest access
Walk/bike to the bay with public fishing docks, beautiful white sand beaches or neighborhood restaurants including Shore, Mar Vista, Whitney’s, and the Longbeach Cafe´.

Other things to note
This property includes many extras including washer/dryer, adult bicycles, one child balance bike for ages 2-5 years, and two child bikes for ages 5 - 9. Children’s toys for home and beach, cooler, beach chairs & umbrellas, and more. Covered parking under portico, ample driveway parking, and private garden with fruit trees.

Gulf Front Studio, Private Beach, Large Patio
Apartment
Longboat Key

Adorable hidden oasis in the heart of Longboat Key. Beachfront studio with spectacular views of the beach and Gulf of Mexico. Private beach with sun loungers, outdoor furniture, large patio to soak in the sun and sunsets.

The space
Welcome to Las Hermanas #1, an adorable cozy studio nestled directly on the pristine shores of Longboat Key. This idyllic retreat offers a perfect blend of comfort and coastal charm, providing an unparalleled beachfront experience with breathtaking views of the Gulf of Mexico.

As you step into this delightful studio, you'll be greeted by an abundance of natural light that floods the space, creating a bright and cheery atmosphere. The coastal furnishings throughout the studio evoke a sense of relaxation and tranquility, setting the perfect tone for your beachfront escape.

The centerpiece of the studio is a plush king-sized bed adorned with soft, inviting linens, ensuring a restful night's sleep after a day of sun-soaked adventures. The white furniture and large dresser add a touch of sophistication, creating a serene ambiance in the room. For your entertainment, a flat-screen TV is conveniently placed, providing a cozy spot to unwind and enjoy your favorite shows.

The galley kitchen, adorned with granite countertops and white appliances, is not only aesthetically pleasing but also fully equipped to meet your culinary needs. Whether you prefer a leisurely breakfast or a romantic dinner for two, the kitchen offers all the amenities you need to prepare delightful meals. A charming bistro table with two chairs creates a perfect setting for intimate dining with a view of the Gulf.

Should you have additional guests joining your beach retreat, the studio offers a pullout queen sleeper sofa, providing extra sleeping space without compromising on comfort. This versatile feature ensures that Las Hermanas #1 is an ideal accommodation for couples or a small group of friends looking to create lasting beachfront memories.

One of the highlights of this beachfront haven is the door that opens directly onto the beachfront paved patio. Step outside to find yourself surrounded by the soothing sounds of the waves and the soft, sandy shores beneath your feet. The private beach, complete with sun loungers, beckons you to relax and soak up the sun with the Gulf of Mexico as your stunning backdrop.

For those who enjoy al fresco dining, a beautiful stone mosaic outdoor dining set awaits you on the patio. Whether you're savoring a home-cooked meal or grilling up your favorite barbecue delights on the charcoal grill, this outdoor space provides the perfect setting for enjoying the sea breeze and breathtaking sunsets.

Las Hermanas #1 is not just a studio; it's a seaside sanctuary where the serenity of the Gulf meets the comforts of home. Whether you're lounging on the beach, enjoying a meal on the patio, or simply basking in the coastal charm of the studio, this retreat promises an enchanting getaway filled with relaxation, romance, and the unmistakable allure of Longboat Key's beachfront paradise.

Las Hermanas Oasis
Situated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed "The Sisters" in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.

This beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.
A large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.

Longboat Key Life
Once a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.

Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.

Just south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.

Other things to note
No smoking allowed on the premises.
No pets are allowed on the premises.

Amenities:

Outdoor shower • Hot water • Body soap • Hair dryer • Ocean view • Shower gel • Beach view • Washer • Conditioner • Shampoo

Piece of Paradise
House
Longboat Key

Although listing says 4 guests, we allow up to 7 guests.
Relax with the whole family at this peaceful place to stay.

Tranquil Oasis with Pool and Beach Access
House
Longboat Key

Special Offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our home is in great condition with no hurricane damage, offering you a comfortable and worry-free stay!

Waterfront Paradise with Pool, Dock, and Breathtaking Views

Welcome to the exceptional retreat nestled in the coveted Country Club Shores on Longboat Key. This splendid 3-bedroom home, along with a bonus room, offers the perfect blend of tranquility and luxury.

The space
Inside, you'll find a meticulously maintained home with numerous features to enhance your stay. The property was completely renovated in 2022, and has all new furniture, inside and outside. The well-appointed kitchen is perfect for culinary enthusiasts, with all new appliances, a pot filler, granite countertops, and a convenient pass-through window to the screened lanai for entertaining. It also boasts formal and informal dining areas for your convenience.

Sunlight floods the living spaces thanks to walls of expansive windows and sliders, all with impact-resistant glass for your peace of mind. The three spacious bedroom suites all have their own ensuite bathrooms and are thoughtfully arranged in a split plan, each offering ample walk-in closet space. The master suite even includes a large bonus room, which can be your private art studio, cozy reading nook, or a private space to work remotely.

Outside, the magic continues with a 1000 square foot screened-in patio that encompasses a glistening pool (resurfaced and rescreened in 2022) and inviting lounging and dining areas. It's the perfect setting to bask in the Florida sun or enjoy alfresco meals. Venture further, and you'll discover a private dock, ideal for boating enthusiasts. The seawall cap is new (2005), ensuring your waterfront experience is pristine. Plus, the property provides convenient private beach access, a less than 5-minute walk between Beachplace and the Privateer.

Country Club Shores is a charming waterfront community with custom-built homes and streets bearing nautical and golf names. Here, you'll truly live the boater's dream, with deep sailboat waters at your doorstep. This community is centrally located, offering proximity to the world-class amenities of the renowned Longboat Key Club's Islandside and Harbourside facilities.

In addition to the waterfront paradise, you're just minutes away from St. Armand's Circle, downtown Sarasota, and the famous Longboat Key beaches. Your dream vacation awaits at Relax Property Management's enchanting property – book your stay today and experience the ultimate Longboat Key getaway!

Other things to note
Tranquil Waterfront Retreat with Pool, Dock, and Stunning Views

Welcome to the 3-bedroom home in Country Club Shores. This serene property boasts lush gardens, water views, and a comfortable atmosphere.

The house is well-maintained, with a newer roof (2014), beautiful flooring, and unique hand-painted murals. The kitchen is perfect for meals, and there's a bonus room that could be an art studio.

Step outside to the screened patio and pool area, perfect for relaxing and outdoor dining. There's also a private dock for boating enthusiasts.

Country Club Shores is a charming waterfront community, ideal for boaters. It's near Longboat Key Club, St. Armand's Circle, downtown Sarasota, and the beaches. Book your stay today for a fantastic Longboat Key experience!

After your booking is confirmed, we will send you a rental agreement as an e-document for review and signature. This helps ensure a smooth and enjoyable stay.

Amenities:

Essentials • Hangers • Dryer • Air conditioning • TV • Iron • Washer • Hair dryer • Hot water • Bed linens

Longboat Key Sarasota Bay Condo
Apartment
Longboat Key

Relax with the whole family at this peaceful place to stay.
Private beach on the Gulf of Mexico.
4 pools, tennis courts, full gym, woodworking/art shop, library, fishing docks.

Amenities:

First aid kit • Carbon monoxide alarm • Washer • Smoke alarm • Fire extinguisher • Exercise equipment • Air conditioning • TV • Dedicated workspace • Wifi

Seaside Sanctuary and Golf Oasis
House
Longboat Key

Discover the best of Sarasota from our cozy rental. Just down the road is beautiful St. Armands Circle offering a mix of lovely boutiques, trendy shops, and art galleries.

Our prime location means it's just a short walk to pristine shores, perfect for sunbathing, swimming, or simply enjoying the breathtaking sunsets.

When hunger strikes, you're spoiled for choice. St. Armands Circle is home to a variety of world class dining options or prepare a home-cooked meal in the fully equipped kitchen.

The space
High lights:
• The beach: Less than a 5-minute walk from your back door
• Lido Key Beach: Only a 5-minute drive away with beautiful beaches
• Siesta Key Beach: America’s #1 beach is only 20 minutes away
• St. Armands Circle: Just 5-minutes away showcasing unique boutiques and gourmet dining
• Downtown Sarasota: Just a 10-minutes from vibrant restaurants, shops, and cultural attractions.
• Selby Gardens: Serene bayfront oasis showcasing diverse tropical plants..

This cozy 3-bedroom, 2-bath home comfortably accommodates up to 6 guests, making it perfect for family gatherings or fun with friends!

Extras Included: Your stay comes with complimentary beach umbrellas, chairs, and towels—no need to worry about extra rental fees! Plus, we provide a starter supply of toiletries and cleaning/laundry essentials.

Come experience the laid-back paradise of this charming retreat—your unforgettable getaway awaits!

Tree-Lined 3BR Dog Friendly | Dock | Balcony
House
Longboat Key

The space
Treetops

Experience the stunning beauty of Florida's Gulf Coast at this wonderfully positioned home among the palms of Longboat Key. The interior of this home is a thoughtful, light-filled showcase of international decor and furnishings, which the owner - a seasoned world traveler - has collected in her travels across Asia. You'll enjoy a screened-in porch, a sleek, air-conditioned living space, and an enviable location just one block from a secluded beach.

What's nearby:
Whether you're a beach-goer, an angler, or a snowbird flying south for the winter, you'll find plenty to keep you occupied on Longboat Key. You'll be only one block from a tranquil beach on the Gulf of Mexico. Schedule a morning match at the Longboat Key Public Tennis Center, which maintains 10 clay courts that are available for reservation. You could also rent a boat at Cannons Marina and spend an afternoon birding near Longboat Pass (half a mile north), still making it home in time to catch a spectacular sunset over the Gulf.

Things to know:
Free WiFi
Full kitchen
This property has a 30-night stay requirement. However, select properties have the flexibility for shorter stays.

The property is managed by Vacasa Florida LLC.
1 dog(s), weighing 40lbs or less, are welcome in this home. No other animals are allowed without specific Vacasa approval.

Parking notes: There is free parking available for 4 vehicles.




Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximun occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices -not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!


Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Amenities:

Bathtub • Hot water • Bed linens • Hangers • Essentials • Hair dryer • Iron • Shampoo • Dryer – In unit • Washer – In unit

Seaplace- Waterfront- beautiful large modern 2/2
Apartment
Longboat Key

Modern large 2bdr/2Bth beach condo. Half mile of beachfront; exercise room; two swimming pools, one kiddie pool & two spas; three Har-Tru tennis courts;and a one-mile walking trail. Lounge chairs and umbrellas are provided at pools and on a half mile-long white sand private beach! Washer/dryer are in the apartment. King size bed (master). Two twin beds - second bedroom. Inflatable air mattress is available as well.Screened lanai with chairs and tables. Parking spot.
2 months min during winter

The space
Pool house, hot tub and clubhouse are right outside the building.

Guest access
Renters will enjoy all amenities this wonderful community has to offer. Long-term renters are welcome.

Other things to note
The apartment is furnished with modern furniture throughout. Modern kitchen with stainless steel appliances . New bathrooms. Tile throughout the apartment.

Amenities:

Body soap • Dryer • Shower gel • Conditioner • Cleaning products • Hot water • Bathtub • Washer • Hair dryer • Shampoo

Longboat Village Haven
House
Whitney Beach

Take it easy at this tranquil getaway. Enjoy this peaceful 2 BR, 2 bath retreat, perfectly located on the northern tip of Longboat Key in the historic Village of Longbeach, FL

The space
Welcome to your 2 BR, 2 Bath home. The elevated living space includes a master BR with en-suite bathroom and private balcony; Guest BR with adjacent full bath; Open concept Living-DR-Kitchen with adjacent outdoor deck for dining or relaxing; A laundry room and lots of closet space. The ground floor offers a covered lanai surrounded by tropical foliage with seating and a bbq grill, a circular driveway and a large garage.

Guest access
Entire home and property

Other things to note
Minimum 1 month stay required by local ordinance.

We will need to collect an additional 5% Manatee County Tourist Tax that we will add after we accept any inquiries.

Amenities:

Free dryer – In unit • Bed linens • Free washer – In unit • Ethernet connection • Clothing storage: closet and dresser • Extra pillows and blankets • Bathtub • Hangers • Hot water • Essentials

Sunset Paradise
Apartment
Longboat Key

If beach, tennis, sunsets are on your agenda, welcome. Newly renovated 2 bedroom, 2 bath condo. Open kitchen, spacious living room. Bonus room, which can serve as an office or extra sleeping quarters. Two oceanfront balconies.
Club Longboat is a beach, tennis and much more. Two pools, jacuzzi, gym, library, clubhouse and barbecue area and more. Most important front view of the exclusive, Longboat Key. Beach essentials include beach chairs and umbrellas set up on the beach for your comfort

Amenities:

Washer • Free dryer – In unit • Essentials • Room-darkening shades • Extra pillows and blankets • Outdoor shower • Bed linens • Cleaning products • Hangers • Hair dryer

Beachfront on luxurious LBK
Apartment
Longboat Key

This prime location situates you directly on the sugar-white sands and emerald waters of the Gulf of Mexico. You can find excellent restaurants and convenience stores within a half mile - it's the perfect bike-able location! A grocery store and a major shopping center can be found three and a half miles away. Complete renovated and stocked with anything you and your family may need!

Amenities:

TV • Crib • Iron • Pool view • Hair dryer • Sea view • Ocean view • Outdoor shower • Beach view • Washer

Waterfront Retreat w/Gulf Access
Apartment
Longboat Key

Relax in this comfortable waterfront 1st floor condo w/beach access and close to everything in LBK, St. Armands and Anna Maria! On site-4 pools, billiards tables, ping pong table, shuffleboard, art shop, woodworking, library, fishing docks and tennis/pickleball is just steps from your front door! This spacious 1 bdrm, 1 1/4 bath, sleeps 4, has a king size bed, a sleeper sofa, and two chairs that convert into two twin beds all with a beautiful view of Sarasota Bay! *Discount for 2+ month rental*

Guest access
This is a gated community. Guests will have access to all the amenities the community has to offer.

Other things to note
2 month minimum rental. $150 application fee. Must be approved by the association. Need to provide current driver's license.

Amenities:

Bathtub • Bed linens • Hair dryer • Bay view • Cleaning products • River view • Essentials • Hot water • Extra pillows and blankets • Hangers

Cozy Cottage! Champagne on Beer Budget! Steps2Sand
House
Longboat Key

Tucked away in a quiet fisherman's village, this elegant one-bedroom cottage offers a perfect blend of island charm and luxury. With soaring vaulted ceilings, a sleek, modern kitchen, and premium features like high-speed internet, in-unit laundry, a reverse osmosis water system, and UV air filtration for ultimate comfort. Ideal for couples looking for a tranquil seaside escape, it also includes boat parking and easy access to a nearby launch. Plus, Whitney Beach is just a short stroll away.

The space
Screened in porch on front with seating for two.

Walking distance to beach. Close to boating, golf, pickleball, tennis, and shopping.

There is a pool/tennis club 5 minutes away that allows residents to join for a small fee.

Guest access
Parking in front of the house. Space for two cars side by side & a 3rd spot in an L shape.
Access to nearby resort pool for day rate.

Other things to note
Our Airbnb listing clearly states that the property lacks child-safety features, such as outlet plugs, to ensure guest safety, as permitted under Florida Statute 509.092, which allows reasonable restrictions based on property suitability.

Amenities:

Hot water • Garden view • Shampoo • Outdoor shower • Bathtub • Conditioner • Body soap • Cleaning products • Shower gel • Hair dryer

A relaxing retreat on the gulf of mexico
Apartment
Longboat Key

Experience the ultimate beachfront boutique paradise steps away from the Gulf of Mexico. This beautiful condo is minutes away from the cultural haven of Sarasota and Tiki huts in Bradenton/Anna Maria Island. The condo is on the beach side of the island and has its own private beach and grilling area. Longboat key is a safe, quiet beach community with many restaurants, shopping and activities nearby. The resort also offers a large heated pool, shuffleboard. tennis and basketball courts.

The space
Our unit offers beach decor and all the amenities you will need for a relaxing stay.We love being on the first floor for easy access to the pool and beach.All first floor units offer a washer/dryer for your needs.

Amenities:

Shampoo • Hair dryer • Dryer • Conditioner • Pool view • Shower gel • Bathtub • Washer • Essentials • Hot water

Longboat Key Lodging on the Map

Compare the Best Lodging in Longboat Key – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
The Beach on Longboat Key 3465 Gulf of Mexico Drive #223B, Longboat Key, FL, FL 34228, USA 389 4.0 8.0 39 Click here
Zota Beach Resort 4711 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 265 4.0 9.0 1003 Click here
Beach and sunset view from your balcony 4235 Gulf of Mexico Drive, Longboat Key, FL, FL 34228, USA 342 4.0 9.1 18 Click here
Sea Club I Beach Resort 4141 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA 202 3.0 9.2 331 Click here
Longboat Bay Club 3200 Gulf of Mexico Drive, Longboat Key, FL, FL 34228 924 4.0 8.4 16 Click here
Major Upgrades 1 of a kind home right on the beach Longboat Key, Florida, USA 680 10.0 120 Click here
Gulf and beach view apartment 403 4235 Gulf of Mexico Drive 401, Longboat Key, FL, FL 34228 400 4.0 8.5 10 Click here
Oceanfront Oasis – Longboat Key 226 by RVA Longboat Key, Florida, USA 318 9.2 119 Click here
LaPlaya 202E Catch the gentle Gulf breezes on your private balcony beneath the swaying palms 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228 283 4.0 10.0 7 Click here
Renovated Beach Paradise. Ground Floor unit 64 Longboat Key, Florida, USA 293 9.8 60 Click here
LaPlaya 101E-Relax on your private lanai under the palms! 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 310 4.0 8.5 2 Click here
Right on the beach.Renovated ground Floor unit 63. Longboat Key, Florida, USA 332 9.4 55 Click here
Las Hermanas 1 2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA 312 4.0 9.5 2 Click here
Beach & Pool Access: Gulf Coast Villa w/Balcony Longboat Key, Florida, USA 249 9.0 33 Click here
LaPlaya 103A Time to relax Enjoy the peaceful, private beach just a shells throw from your door 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 461 4.0 9.0 2 Click here
Charming Beach Front Studio Steps to the Sand and Gulf Longboat Key, Florida, USA 374 9.8 19 Click here
LaPlaya 201C Breathtaking Gulf panorama from this corner end unit with a private stairway to the beach 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 957 4.0 8.5 2 Click here
Welcome To Paradise! Longboat Key, Florida, USA 319 9.8 11 Click here
LaPlaya 104E Perfectly located near the path to the beach just steps from the pool 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 283 4.0 7.0 1 Click here
Breathtaking Gulf Views Prestigious Long Boat Key Longboat Key, Florida, USA 273 10.0 6 Click here
LaPlaya 201E Nestled in the palms just steps from the pool 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228 283 4.0 8.0 1 Click here
Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA Longboat Key, Florida, USA 458 8.8 6 Click here
LaPlaya 106A Beach front Just steps to the white sand and turquoise Gulf of Mexico 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 387 4.0 9.0 1 Click here
LaPlaya 103A-Time to relax! Enjoy the peaceful, private beach just a shell's throw from your door. Longboat Key, Florida, USA 570 9.4 6 Click here
LaPlaya 104A Gulf front Walk right from your lanai onto the private beach 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 411 4.0 10.0 1 Click here
Adorable Gulf Front Studio, Private Beach, Originally Part of Starfish Motel Longboat Key, Florida, USA 387 10.0 5 Click here
LaPlaya 204D Beach-lovers paradise 200 feet of private beach along the turquoise Gulf of Mexico 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 957 4.0 10.0 1 Click here
LaPlaya 104E-Prefectly located near the path to the beach, just steps from the pool. Longboat Key, Florida, USA 416 8.8 3 Click here
LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting! 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 510 4.0 1 Click here
LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the swaying palms. Longboat Key, Florida, USA 420 9.4 3 Click here
LaPlaya 206C Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 517 4.0 1 Click here
LaPlaya 105B-Relax on the balcony and watch the dolphins swim by and the pelicans dive! Longboat Key, Florida, USA 605 10.0 3 Click here
Seven Palms Beach House 770 Russell St., Longboat Key, FL, 34228, USA 663 4.0 1 Click here
New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location Longboat Key, Florida, USA 273 10.0 2 Click here
Sea Club I 4141 Gulf of Mexico Drive, Longboat Key, FL, FL 34228, USA 193 3.0 8.5 142 Click here
LBK Home! Steps from the beach! Sleeps 4! Longboat Key, Florida, USA 288 10.0 2 Click here
Beach and Pool Access Gulf Coast Villa with Balcony Longboat Key, FL, USA 233 3.0 9.0 5 Click here
LaPlaya 101E-Relax on your private lanai under the palms! Longboat Key, Florida, USA 420 9.0 2 Click here
Gulf Tides of Longboat Key Longboat Key, FL, USA 920 3.0 7.8 4 Click here
LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach. Longboat Key, Florida, USA 565 10.0 2 Click here
Amazing Panoramic Beach View and The Most Beautiful Sunset 4235 Gulf Of Mexico Drive, Longboat Key, FL, FL 34228, USA 450 3.0 7.7 3 Click here
Magnificent sunlit beach retreat with pool, grill, balcony, W/D - close to water Longboat Key, Florida, USA 242 10.0 1 Click here
LaPlaya 102E-Tropical garden view near the pool! 4425 Gulf of Mexico Dr, Longboat Key, FL, 34228, USA 310 3.0 7.0 1 Click here
Experience a resort feel vacation on the beach in Longboat Key Longboat Key, Florida, USA 332 10.0 1 Click here
Las Hermanas 4 2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA 287 9.0 2 Click here
Tropical Escape–Private Pool Home Near the Sand Hy Tee on Longboat Key by RVA Longboat Key, Florida, USA 413 10.0 1 Click here
Las Hermanas 3 2813 Gulf of Mexico Drive, Longboat Key, FL, 34228, USA 421 9.5 2 Click here
Longboat Key Vacation Rental - Steps From Beach & Restaurants Longboat Key, Florida, USA 516 10.0 1 Click here
Bright and Sunny Oceanfront Villa With Pool + Lanai | Hosts 6 Longboat Key, Florida, USA 747 10.0 1 Click here
Longboat Key - 2 bed/2 bath with Sarasota Bay views and just mins to the beach Longboat Key, Florida, USA 226 1 Click here
Sutton Place with Private Beach, Pavilion with Grills/Showers, 2 Pools Longboat Key, Florida, USA 241 1 Click here
Close to Beach & Dining - Seven Palms Beach House Longboat Key 110 1 Click here
Seaplace! Longboat Key 120 1 Click here
Sweet Guest House Longboat Key 123 10.0 1 Click here
Beach Front Studio Steps to the Sand and Gulf Longboat Key 125 9.28 1 Click here
Sutton Place, Private Beach with Pavilion, Pools Longboat Key 130 8.0 1 Click here
LBK Home - Beach, Bay, Restaurants Walkable Whitney Beach 149 9.58 1 Click here
Gulf Front Studio, Private Beach, Large Patio Longboat Key 150 9.16 1 Click here
Piece of Paradise Longboat Key 158 10.0 1 Click here
Tranquil Oasis with Pool and Beach Access Longboat Key 170 10.0 1 Click here
Longboat Key Sarasota Bay Condo Longboat Key 176 1 Click here
Seaside Sanctuary and Golf Oasis Longboat Key 179 1 Click here
Tree-Lined 3BR Dog Friendly | Dock | Balcony Longboat Key 184 7.0 1 Click here
Seaplace- Waterfront- beautiful large modern 2/2 Longboat Key 200 10.0 1 Click here
Longboat Village Haven Whitney Beach 200 10.0 1 Click here
Sunset Paradise Longboat Key 210 1 Click here
Beachfront on luxurious LBK Longboat Key 211 1 Click here
Waterfront Retreat w/Gulf Access Longboat Key 217 10.0 1 Click here
Cozy Cottage! Champagne on Beer Budget! Steps2Sand Longboat Key 222 9.8 1 Click here
A relaxing retreat on the gulf of mexico Longboat Key 225 9.56 1 Click here

Note: The prices for each Lodging in Longboat Key do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodging options in Longboat Key that include a pool include:

  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Zota Beach Resort.- Review Count: 1003, Rating: 9.0
  • Beach and sunset view from your balcony.- Review Count: 18, Rating: 9.1

Lodging options in Longboat Key offering shuttle or transport services include:

  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Amazing Panoramic Beach View and The Most Beautiful Sunset.- Review Count: 3, Rating: 7.7

Lodging options in Longboat Key with spa or wellness amenities include:

  • Major Upgrades 1 of a kind home right on the beach.- Review Count: 120, Rating: 10.0
  • Las Hermanas 1.- Review Count: 2, Rating: 9.5
  • Beach and Pool Access Gulf Coast Villa with Balcony.- Review Count: 5, Rating: 9.0

Family-friendly lodging options in Longboat Key include:

  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Zota Beach Resort.- Review Count: 1003, Rating: 9.0
  • Beach and sunset view from your balcony.- Review Count: 18, Rating: 9.1

Pet-friendly lodging options in Longboat Key include:

  • Welcome To Paradise!.- Review Count: 11, Rating: 9.8
  • Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA.- Review Count: 6, Rating: 8.8
  • Tropical Escape–Private Pool Home Near the Sand Hy Tee on Longboat Key by RVA.- Review Count: 1, Rating: 10.0

Lodging options in Longboat Key that provide breakfast include:

  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Zota Beach Resort.- Review Count: 1003, Rating: 9.0
  • Cozy Cottage! Champagne on Beer Budget! Steps2Sand.- Review Count: 0, Rating: 9.8

Lodging options in Longboat Key that offer on-site parking include:

  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Beach and sunset view from your balcony.- Review Count: 18, Rating: 9.1
  • Sea Club I Beach Resort.- Review Count: 331, Rating: 9.2

Some of the best Lodging in Longboat Key are:

  • Zota Beach Resort.- Review Count: 1003, Rating: 9.0
  • The Beach on Longboat Key.- Review Count: 39, Rating: 8.0
  • Beach and sunset view from your balcony.- Review Count: 18, Rating: 9.1

Some of the popular Lodging in Longboat Key are:

  • Zota Beach Resort.- Review Count: 1003, Rating: 9.0
  • Sea Club I Beach Resort.- Review Count: 331, Rating: 9.2
  • Sea Club I.- Review Count: 142, Rating: 8.5