Best Vacation Rentals in Longboat Key

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.

- "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"

Luxury hotel on the beach, with outdoor pool
Catch some rays on The St. Regis Longboat Key Resort's private white sand beach or spend the day relaxing at the full-service spa. Then enjoy a meal at one of the hotel's 3 restaurants.
The St. Regis Longboat Key Resort offers 168 accommodations with safes and bathrobes. Rooms open to balconies. 56-inch flat-screen televisions come with premium cable channels and Netflix. Guests can make use of the in-room coffee/tea makers and minibars. Bathrooms include complimentary toiletries and hair dryers. Housekeeping is offered daily and in-room massages can be requested.
A private beach and a health club are featured at the hotel. An outdoor pool and a hot tub are on site. Other recreational amenities include a lazy river, a sauna, and a fitness center.

- "Great location to St. Armands Cir. Right on the Water. Great family vacation." - "I really want to go back. Right on the beach.no crowds,perfect beach. Hotel provides chairs & towels at no charge. We rented a Kayak from our hotel. That turned into the perfect Dolphin tour. Dolphins swam under our Kayak. three little Dophins played around use. We were very quite. Warm water with little fish playing around us. Found some good size shells. Hotel room cleaned every day, even dishes were put in the dishwasher for me.August is a great time to go. Can't wait to go back!"

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.

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

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.

- "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. "

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.

- "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."

You'll find snorkeling, fishing, and more on site at this beach condo. Longboat Key Beaches is an easy 7-minute walk away, so you can leave your car at the property, which offers uncovered onsite parking, or jump in your vehicle to make short work of the 3-minute drive to Cannons Marina.

Spend some time at the beach (enjoy the beach umbrellas!), relax by the outdoor pool with the sun loungers, or sip a drink in the garden of this condo, which also features a picnic area. When you come inside, connect to the free WiFi or get cozy in front of the flat-screen TV (premium channels available). There's also a DVD player for your enjoyment.

This 2-bedroom rental features a living room, a dining area, premium bedding, and a BBQ grill. Bathroom amenities include a hair dryer, free toiletries, and towels. The kitchen is equipped with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as a coffee maker, a microwave, and cookware. And there's access to laundry facilities, so you can even pack a bit lighter.

- "Beautiful old Florida beachfront community. Tennis courts shuffleboard courts basketball court and grilling area were beautiful. I can't mention the grilling area enough, everything you needed was right there and they would even clean the utensils for you in the grills. The only drawback is the The unit was a little bit dated in terms of the bathrooms and kitchen areas, but otherwise very clean spacious and nice. I would definitely go again. "

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.

- "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"

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.

- "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."

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.

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

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and an oven, as well as a stovetop and a dishwasher. Other amenities include towels, kitchenware and utensils, a dining area, and an ironing board.

- "Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."

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.

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

While you're here, you can enjoy all the comforts of home and more, including free WiFi and an LED TV, as well as a coffee/tea maker and a garden. Other amenities include laundry facilities, a freezer, a hair dryer, and towels.

- "Great weather and awesome location. We will be staying again!" - "Everything was clean. Office workers were friendly and had no problem with my brother’s family coming to visit for the day. " - "Beautiful location. Condo was attractive and clean. Very relaxing and enjoyable property. I was especially pleased with enforcement of “ quiet time”. Great place for people of all ages" - "Perfect beach location. " - "Good price, next to the beach, easy parking... will come back!"

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.

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

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It 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, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite.

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. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away.

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.

Please view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!
247170 - Zilli Villa is a two bedroom, two bath house located right on the beach
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.

- "Fantastic view and beach access. Would stay here again." - "condo was beautiful. the view from the balcony was perfect we loved the condo JIM was very helpful. most definitly be back next year" - "Excellent location; well appointed unit; very attentive host." - "Would highly recommend this property! Beautiful location, condo unit, beach! No need to leave if you don’t want to. Everything you need is right there! Communication was first class, you need anything just ask! If we return would definitely stay here again or at another of Jim’s properties! Thank you for a memorable week with family!!"

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.

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

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It 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, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite.

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. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away.

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.

Please view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!
247170 - Zilli Villa is a two bedroom, two bath house located right on the beach
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.

- "It was awesome. We were allowed to check in a few hours early… the place was nice and clean.. And just steps away from the beach which was awesome! The beach was so beautiful and not crowded at all. I would definitely stay here again!" - "Longboat Key is a great place to enjoy the beach. This unit offers a private beach with chairs provided. There are several great restaurants on the island, and a grocery store. The condo was clean and provided everything we needed. The best part is the view and proximity to the beach. Just steps to the ocean. Jim is very detail oriented and when you arrive at The Turtle Crawl Inn, you will know exactly what to do for check in and he provides you with lots information about amenities and things to do on the island."

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.

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

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It 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, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite.

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. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away.

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.

Please view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!
247170 - Zilli Villa is a two bedroom, two bath house located right on the beach
3510391 - Zilli Tower 503 is a 5th floor Penthouse
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.

- "We thoroughly enjoyed our stay. We will be coming back. The apartment is clean and modern with two smart TVs. Not crowded, right on the beach, ocean sunset view, white sand, close to restaurants, parking available, free puting green, shuffleboard(we played as we dried off from the ocean)This was the perfect vacation!" - "In a smaller quaint condo complex. Just as described! Perfect location and literally steps to a amazing beach. Everything in condo is high end. Exceptional communication with owner. Gracious to even help with dining options! Highly recommend!"

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.

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

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.

- "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!!!"