A 12-minute walk from Beer Can Island Beach in Longboat Key, Amazing Village Cottage! Walk to Whitney Beach! offers accommodations with access to a hot tub. This property offers a private pool and free private parking. The John and Mable Ringling Museum of Art is 17 miles from the vacation home and Anna Maria City Pier is 8.4 miles away. With free Wifi, this 2-bedroom vacation home features a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The vacation home offers bed linen, towels, and laundry service. Guests can relax in the garden at the property. Sarasota International Convention Center is 16 miles from the vacation home, while John and Mable Ringling Museum of Art is 16 miles from the property. Sarasota Bradenton International Airport is 14 miles away.
Oceanfront • Wellness Facilities • Parking • Security/Safety • Internet • Barbecue/Outdoor Cooking • Air Conditioner • Laundry • Pool • Other • Ocean View • Guest Services
The Bikini Top Cottage sweet spot for couples. Tiny Home in a Cozy Island village. The bungalow is on an alley way that leads directly to the kayak, boat launch, and restaurants. Walk down to view the sunrise coffee in hand with the Sailboat moorings and end your day at The Mar Vista restaurant. Make sure you walk out on the dock and look in the water around the sunken lights.
Across from The Village is the white sandy beach. Meander down the boardwalk and the beach opens up for miles of tranquil shoreline. The tip of the island feels more like you've discovered your own private island. With old trees laying in the water and no structures in site you can float out on the turquoise sandbar. Good spot to catch fish. Watch manatees and dolphins swim and dream of what this place was like before condos.
The cottages have an old time charm. Built in the 30's as apart of The Whitney Estate. After a hurricane washed away the main home the cottages where relocated for safer ground. Sturdy little 440 sq. ft. Homes. Handmade stone veneer clad the outside of the structure. Inside you will find a comfortable living space. One Queen size bed in the bedroom and Queen size fold out coach in main living room. Internet cable of course. Nice porch with shaded pergola and tropical landscaping. Cool evenings are perfect for starting a fire in the outdoor fireplace sitting back and relaxing in the comfortable patio furniture.
Once you're here you don't need to go very far to fill the day with a genuine Florida adventure. All you really need to do is allow the nature to come to you.
If you're into kayaking or paddle boarding this is a perfect launch pad. With in seconds on the water you will be surrounded by an array of activity. This is the destination boats come. Tropical clear sandbars are located at the mouth of the longboat pass. Boaters love this spot to spend the day floating in the currents along the shore. In the Sarasota flats there are a string of islands called the sister keys. Sandbars sea grass and secret Channels hold tons of life. Summer time is known for tarpon fishing also known as the silver king as they migrate up the coast.
Please inquire for customized dates
- "We stayed at Josh’s place for 10 days. This part of LBK is very quiet and peaceful. The bay is at the end of the lane and we loved strolling down to enjoy the view. The place itself was perfect for the two of us. The best part is the large private patio with fireplace which we used frequently in the January chill. We loved going down the street for a cocktail at Whitney’s and the Marvista is also nearby with great food. We highly recommend Josh’s place—it is just like the pics, was spotless, and communications with Josh were great. We’d love to stay again"
Exceptional
32 reviews
Two Charming Cottages for Two Couples – Perfect for a Longboat Key Getaway!
Escape to Longboat Key with your favorite travel companions and share unforgettable moments in two delightful one-bedroom, one-bath guest cottages on a beautifully landscaped corner lot. Designed for two couples or small families vacationing together, these cottages offer the perfect blend of shared experiences and private retreats. Savor cotton candy sunsets, stroll three blocks to the beach, and soak up the old-Florida charm of Longbeach Village.
The Blue Poinsettia Cottage dances with the vibrant reds of its namesake flower,
Sleep in Comfort: Unwind in a plush king bed, ideal for a restful night.
Spacious & Modern: Relax in a large living room with a queen sofa bed, perfect for lounging after a day at the beach.
Updated Amenities: Cook meals in a remodeled kitchen and stay entertained with two large smart TVs.
Outdoor Bliss: Sip coffee on the front screened-in porch or host dinner on the furnished back patio, surrounded by lush tropical landscaping.
The Yellow Cottage is Cozy & Elegant: Tucked away on a shell road, hidden within Longbeach Village. Enjoy a stylish main living area with a down sofa, large TV, dining area or home office.
Bright & Airy: High vaulted ceilings create a spacious, welcoming vibe. Cheerful windows in the bedroom that features a full size bed!
Charming Details: Decorated to capture the nostalgic charm of old Florida, with thoughtful touches throughout.
Other • Ocean View • View • Internet • Bedding/Linens • Oceanfront • Kitchen • Balcony/Terrace • Security/Safety • Fireplace/Heating • Wellness Facilities • Laundry
Welcome to Whitney Beach Cottage, your island escape. This Splendid 1936 original Longboat Key cottage is located 1 block from the the bay front and a short walk to the Gulf of Mexico and Whitney Beach.
The 440 square foot cottage has recently been fully renovated with new everything... But keeps its old time charm.
The space
The cottage is a completely private, tropical oasis. There’s a fabulous outdoor space for dining alfresco or reading and relaxing in the hammock. The Longboat Key Village is a unique quiet residential neighborhood on the North end of Longboat Key. You won’t find hi-rise condos here. You may even see wild peacocks roaming around. Our Cottage is great for families, couples, solo adventurers and business travelers alike.
Guest access
Park right in front of cottage off Poinsetta street and walk in through the gate to the cottage sliding door entrance. There's plenty of room for 2 cars.
Free dryer – In unit • Hot water • Hangers • Free washer – In unit • Hair dryer • Essentials • Iron • Extra pillows and blankets • Body soap • Bed linens
Charming Island Cottage – Perfect Romantic Getaway!
Escape to this cozy, light-filled cottage, completely rebuilt in 2025 with a brand-new kitchen featuring stainless steel appliances. Enjoy a comfy full bed in a loft-like setting, commercial-speed WiFi, 2 TVs, and in-unit laundry. The perfect serene hideaway for lovebirds seeking a peaceful retreat! Light & bright with windows scattered throughout make this an ideal work setting.
The space
Lock box on door.
Guest access
Shell alley in back for 2 vehicles or a vehicle + boat.
Laundry machine in bathroom.
Other things to note
Not ideal for people traveling with pets. We do have a nice desk as well as a dining table for 2 people to work from home. Canon printer with paper as well.
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.
Located in Longbeach Village (The Village) - North End of Longboat Key. Walk to the Sarasota Bay docks - 2 minutes and Gulf - 9 minutes. We also provide bikes. Kitchen has all cooking amenities and necessary appliances, including coffee maker and microwave. Large Deck has outdoor grill (propane) with dining table and seating area with bench and chairs. Private Outdoor shower. Washer and Dryer. Sheets, towels, beach towels, beach chairs and umbrella provided. Garage with remote entry.
The space
Central Heat and Air. Landscaping. Wifi. Streaming with all channels Flat Screen TV.
Other things to note
Walk to Restaurants (Shore, Mar - Vista and Whitney's).
Bathtub • Hair dryer • Shampoo • Dryer • Washer • Iron • Essentials • TV • Hot water • Hangers
| Property Name | Address | Price ($) | Star | Rating | Review Count | Book |
|---|---|---|---|---|---|---|
| Amazing Village Cottage! Walk to Whitney Beach! | 701 Broadway Street, Longboat Key, FL, FL 34228, USA | 488 | 4.0 | 1 | Click here | |
| Bikini Top Cottage in the historic village of Longboat Key | Longboat Key, Florida, USA | 178 | 10.0 | 32 | Click here | |
| 2 Cottage Combo - Steps to the Sand & 478 Feet From Public Boat Ramp! | Longboat Key, Florida, USA | 411 | 1 | Click here | ||
| Whitney Beach Cottage your tropical escape. | Longboat Key | 110 | 10.0 | 1 | Click here | |
| *Bermuda-esque Island Cottage! Steps to Sand!* | Longboat Key | 188 | 10.0 | 1 | Click here | |
| Sunnyside Up | Longboat Key | 250 | 9.66 | 1 | Click here |
Note: The prices for each Cottages 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.
Cottages in Longboat Key that include a pool or hot tub include:
Family-friendly cottages in Longboat Key include:
Pet-friendly cottages in Longboat Key include:
Cottages in Longboat Key offering on-site parking include:
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