Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
Experience true beachfront living in this gorgeous 2-bedroom, 2-bath Gulf-front condo at Sundial A308, where stunning views and refined coastal style come together for the perfect island getaway. Completely renovated and thoughtfully furnished to perfection, this condo offers a fresh, modern feel with every detail designed for comfort and relaxatio
Sundial A308
Condominium
$300.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (5)
Enjoy Captiva Island at its finest in Bayside Villa #5236, a comfortable 1 bedroom, 2 bathroom with stunning Bay Front views and conveniently nestled within the gates of a renowned island resort. This cozy & comfortable condo gets rave reviews from guests lucky enough to vacation in this unit while staying at the renowned island resort on beautif
Bayside Villa 5236
Condominium
$257.00 - $465.00 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (9)
Welcome to "Tahitian Waters"—your serene Sanibel escape. This charming 2-bedroom, 2-bathroom pet-friendly pool home is tucked away on peaceful Tahiti Drive and offers quick, easy access to the private deeded beach just down the road. Bright, airy, and thoughtfully updated, the home captures the feel of a classic beach cottage with all the comforts
Tahitian Waters
House Pet Friendly
$219.00 - $535.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Kings Crown Update: The community pool is now open! Pickleball courts are expected to be completed by Decemberv 2026. Some elevator repairs are currently ongoing from May - August 2026 to replace door frames and will involve some possible noise disruptions. Updates will be provided when available. Welcome to your Sanibel Island escape in Kings C
Kings Crown 207
Condominium
$325.00 - $795.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Enjoy this comfortable and convenient 3 bedroom, 2 bath pool home in the heart of Sanibel close to beaches, shopping & bike paths! "The Sand Castle" is sure to brighten your eyes with it\'s updated, island style and brand new decor throughout! The home boasts a large open floor plan with an immaculate outdoor area enclosed by a screened lanai and a
The Sand Castle
House
$240.00 - $611.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Welcome to our island paradise at Loggerhead Cay #174! This gulf-side 4th floor condo boasts stunning Gulf of Mexico views with comfortable coastal updates and furnishings throughout. Featuring 2 bedrooms, 2 bathrooms with a sleeper sofa capable of sleeping up to 6 people and offers brand new plank tile flooring, updated kitchen & bathrooms, and a
Loggerhead Cay 174
Condominium Pet Friendly
$225.00 - $600.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (14)
Welcome to stunning Sanibel Surfside #226, a 2 bedroom, 2 bath beach side condo offering all the luxuries of home plus the Gulf in your backyard! This quaint island complex is nestled in the heart of Sanibel Island and features a relaxing vacation environment with the convenience of being so close to many island restaurants, shopping and the island
Sanibel Surfside 226
Condominium
$195.00 - $540.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (10)
Welcome to "Sea Oats Oasis", a beautiful 4-bedroom, 4-bathroom pool home nestled in the quiet and sought-after Sea Oats community off West Gulf Drive. This raised island retreat offers the perfect blend of comfort, style, and location, making it an ideal destination for your next Sanibel getaway. From the moment you arrive, you\'ll be welcomed by
Sea Oats Oasis
House Pet Friendly
$285.00 - $648.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (1)
Welcome to Sanibel Surfside "Stunner" #111, a beautifully renovated Gulf-front retreat where breathtaking views, coastal elegance, and modern comfort come together for the perfect island getaway. This spacious 2-bedroom, 2-bathroom end-unit condo offers 1,425 square feet of thoughtfully designed living space, stunning views of the Gulf, and all the
Sanibel Surfside 111
Condominium
$290.00 - $650.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (43)
Don\'t miss "Lighthouse Lookout" this beautiful 3 bedroom, 2.5 bathroom near-beach piling home on the desirable east end of Sanibel. Featuring cathedral ceilings and a large second story loft area, updated kitchen and baths, and lots of great outdoor space, this wonderful island home has a great open floor plan and is perfect for a vacation home or
Lighthouse Lookout
House Pet Friendly
$230.00 - $525.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (6)
Loggerhead Cay #252 is a beautiful and comfortably decorated 2 bedroom gulf-side condo is located only minutes away from the causeway for easy on and off island access. The open floor plan leads to a screened lanai that offers a view of the landscaped courtyard, the pool and the paved walkway to an unbelievably gorgeous beach on the Gulf – only a c
Loggerhead Cay 252
Condominium Pet Friendly
$180.00 - $460.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (27)
Escape to "Mollymawk Cottage", a beautifully remodeled elevated 3-bedroom, 2-bath island retreat designed for relaxation and comfortable coastal living. Tucked alongside conservation land, this peaceful home offers a quiet setting while being just a short bike ride from Sanibel\'s world-famous beaches, local shops, restaurants, and miles of scenic
Mollymawk Cottage
House Pet Friendly
$200.00 - $550.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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