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Great beach house on Longboat Key. Over 55 community two person occupancy limit with allowances for guests, no pets, parking for one vehicle.Next availability. July, August, September 2025, January 2026Tropical paradise awaits you on Longboat Key. The folks at Twin Shores call this The Green...
Featured review
I rented this adorable beach tiny house for 2 years during the season. Dec 2022-Apr 2023 & Nov 2023-Apr 2024. I cannot say enough about the house, location, community and the landlord. 2 Bed, 2 BA (1...
Distance to beach: 0.3 miles to Gulf Of Mexico
Key Amenities
About this property
Bring your boat or just enjoy the view of the canal in this coastal townhome! It’s on the North end of LBK on a deep water canal with quick access to Sarasota Bay and the Gulf of Mexico. The location is ideal near Harry’s Restaurant and Store and just steps from the Deeded Beach Front, Durante...
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2 Bedrooms, 2 bathroom, gulf front, private beach, white sand, elevators. The condo is located directly on the beach waters of the Gulf of Mexico. The unit features a fully equipped kitchen, a dining room, a living room with sleeper sofa and 3 chairs, primary bedroom with king size bed with office...
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Seaplace is a gulf-front community that sits on 42 acres. Enjoy a half mile of beachfront and 1-mile walking trail in addition to two heated pools and three Har-Tru tennis courts.This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from...
Distance to beach: 150 yards to Gulf Of Mexico
Key Amenities
About this property
Ground Floor Condo- 1 Bedroom- Sleeps 2Beautiful end unit in the charming community of St. Judes on Longboat Key. This condo is comfortably furnished, and includes wireless internet and a Roku TV. Park right next to the door. FANTASTIC pool & fitness club available for a fee just one block away....
Featured review
My friend and I loved Nancy's place! Sparkling clean, comfortable furniture, cute decor, and incredibly well stocked - a great value. Her place also has an appealing side patio and is centrally located....
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Key Amenities
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Cedars East (0.6 mile walk) offers monthly memberships for tennis/pool/fitness center. The living area, kitchen and half bathroom are downstaris. Upstairs is the master bedroom with king bed and guest bedroom with 2 twins. Beach chairs, umbrella, wagon, treager grill all included. 60 day minimum during...
Featured review
We just spent 2 months at Tim’s condo and can’t speak highly enough about it! The location is perfect, mid island, walk to beach, on the canal which is just beautiful!! It’s great to have 2 floors...
Distance to beach: 0.3 miles to Whitney Beach
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About this property
Charming one-bedroom guest house featuring floor-to-ceiling windows, high vaulted ceilings, & an open kitchen. Furnished balcony enclosed with heavy curtains, perfect for peaceful mornings & nights. Kick back, relax, in this calm, stylish space, capturing the essence of Old Florida. Experience...
Featured review
This place is amazing. The location could not be more perfect. The beach and three amazing restaurants are all within five minutes walking distance. The grounds are impeccably kept and the owner is very...
Distance to beach: 500 yards to Whitney Beach
Key Amenities
About this property
Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush...
Featured review
The cottage is in a great location on Longboat Key. It is small but having the outside patio was nice extra space to use. Quick walk and view of the bay, and not a long walk to the beach.
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Distance to beach: 500 yards to Gulf of Mexico
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About this property
Little Palm on the bay in Longboat Key, Florida, a place to go when you want to relax and enjoy! Sunbathing, fishing, and boating right at your backdoor with the beach and pool only a short walk away! BOATERS, you can bring your boat or rent a boat to be available right out your back door. Don’t...
Featured review
We had a wonderful month stay at Little Palm and truly enjoyed our time there. The location was a huge win for us. It was easy to walk to restaurants and the park, and just a quick bike ride to the beach,...
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Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning JUNE 1, 2026.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil and...
Featured review
The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return
Key Amenities
About this property
Located in a QUIET and relaxing AREA of the ISLAND, our guests love the location, where you can WALK TO the BEACH entrance, some of the island’s best RESTAURANTS, COCKTAIL SPOTS, a MINI MARKET, and even a nearby BIKE SHOP. Our condo has been recently REMODELDED and features BRAND-NEW APPLIANCES,...
Featured review
This is not so much a review as it is an update for people concerned about the aftermath of Hurricane Milton. The city of Longboat Key has done an impressive job at cleaning up the hurricane’s mess....
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Beautiful renovated condo unit with 3 sleeping rooms, at-home office set-up. New marble flooring t/o, new bathrooms, new interior doors, renovated kitchen with new Quartz counters, built in wine refrigerator, two lighted cabinets, fully stocked with all new stainless appliances, range/oven with built-in...
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Welcome to Sapphire Palms on the Canal, a beautifully renovated waterfront villa on Longboat Key designed in crisp whites and calming sapphire blues.Natural light fills the open living space, where sliding glass doors frame peaceful canal views and swaying palms. The interior blends clean coastal...
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NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...
Featured review
Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome....
Key Amenities
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For those who do not know Beachplace, it is more of a resort than it is a gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis, pickle ball and more. This beautiful 5th floor corner unit has amazing...
Featured review
Arrived on the 1st of May what amazing place the Beachplace is right on the Gulf of Mexico the beach and the water was amazing. So many restaurants to visit and a Publix just down the road . Can’t recommend...
Key Amenities
About this property
Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly...
Featured review
Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating
Distance to beach: 5 feet to Just outside your door & window
Key Amenities
About this property
Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful! Located in very well-maintained and updated Longboat Harbor Towers.The barrier isle Longboat Key is a quiet, non-touristy location voted one of North America's top islands by Conde Nast...
Featured review
We enjoyed our stay & owners were very helpful for helping us when needed! Beautiful view of the Gulf! Unit was sparkling clean & well equipped & comfortable. We are returning next year as well. The property...
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