Sanibel Island & Captiva Island Vacation Rentals
107 properties available
Welcome to Bentley Beach House, an exceptional 4-bedroom home in the Gulf Pines neighborhood on Sanibel. For the most discerning traveler looking for a high-end residence with modern features and design elements. Recently renovated with stunning modern upgrades, it features high-end furniture, appliances, exquisite decor throughout, and well-planne
Bentley Beach House
House
$225.00 - $633.00 / per night
4
bedrooms
5
baths
8
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
$375.00 - $850.00 / per night
3
bedrooms
2
baths
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
$200.00 - $611.00 / per night
3
bedrooms
2
baths
8
guests
5
(3)
Mariner Pointe #522 is a stunning 2nd floor walk-up, 2 bedroom, 2 bathroom unit with beautiful bayside views from the screen & glass enclosed living room. This island oasis features a split floor plan with separate bedrooms, comfortable & spacious living room/dining room area, and nicely appointed & updated kitchen & bathrooms. Bask in the true bea
Mariner Pointe 522
Condominium
$140.00 - $348.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(4)
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
$200.00 - $520.00 / per night
2
bedrooms
2
baths
5
guests
4.7
(27)
** Please note: The swimming pool will be unavailable on September 14-16, 2026. Elevators throughout the complex will be serviced in September/October which will cause temporary closures for multiple days. Current scheduled dates for Building E: Monday, October 5th, 2026 to October 8th, 2026 however dates are subject to change due to circumstances
Pointe Santo E22
Condominium
$275.00 - $675.00 / per night
2
bedrooms
2
baths
6
guests
4.5
(64)
Ready to experience the charm of Sanibel Island? Your Island Escape in Shell Harbor awaits!
Welcome to "Beach Daze", this beautiful updated Shell Harbor home offers everything you need for a relaxing, beachside getaway. With just a short walk to Sanibel\'s pristine east-end beaches, this spacious 3 bedroom, 2 bath semi-elevated home blends modern
Beach Daze
House
$225.00 - $592.00 / per night
3
bedrooms
2
baths
7
guests
** Please note: The swimming pool will be unavailable on September 14-16, 2026. Elevators throughout the complex will be serviced in September/October which will cause temporary closures for multiple days. Building-A elevator is expected to down September 17-19. Exact dates of the work and closures for each building is unknown and use of elevators
Pointe Santo A33
Condominium
$300.00 - $675.00 / per night
2
bedrooms
2
baths
6
guests
Sanibel Surfside "Sunset" #231 is the most unique and spectacular vacation condominium! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views! This condo boasts 3 bedrooms & 3.5 bathrooms and all the bedrooms offer their own master bedroom suite each with their own large private bathroom f
Sanibel Surfside 231
Condominium
$400.00 - $1,100.00 / per night
3
bedrooms
3
baths
6
guests
4.7
(93)
Paradise awaits at Loggerhead Cay #274! This spacious beach front 2 bedroom, 2 bathroom condo on the 4th floor is sure to please the whole family! This eclectic and fun property boasts brand new furniture in the living room and bedroom and offers the convenience of the Gulf of Mexico in your back yard! Loggerhead Cay is a wonderful east end communi
Loggerhead Cay 274
Condominium
$200.00 - $540.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(22)
Sanibel Surfside "Splendor" #216 is a comfortable and clean 2 bedroom, 2 bathroom condo and is fully equipped with all the luxuries of home. The recent remodel showcases updates to both bathrooms as well as a complete kitchen facelift with wood cabinets, granite countertops, and all new appliances throughout! Brand new King & Twin mattresses replac
Sanibel Surfside 216
Condominium
$185.00 - $560.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(39)
Welcome to Sundial C208 at the Sundial Beach Resort—your ideal island escape! This clean, comfortable, and quiet one-bedroom condo has been completely remodeled and thoughtfully updated with modern finishes and stylish décor. Enjoy the convenience of new appliances and the rare bonus of an in-unit washer and dryer. Recent upgrades include elegant t
Sundial C208
Condominium
$185.00 - $500.00 / per night
1
bedrooms
1
baths
4
guests
4.7
(59)
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