Sanibel Island & Captiva Island Vacation Rentals
109 properties available
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)
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
$275.00 - $465.00 / per night
1
bedrooms
2
baths
4
guests
4.5
(9)
Enjoy this comfortable and convenient 3 bedroom, 3 bath pool home in the heart of Sanibel close to beaches, shopping & bike paths! "Junonia Dreaming" is sure to please with it\'s natural island style and brand new decor throughout! The home boasts a large open floor plan with vaulted ceilings, sun beaming skylights, and an immaculate outdoor pool a
Junonia Dreaming
House
$200.00 - $611.00 / per night
3
bedrooms
3
baths
7
guests
4.7
(4)
** 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. Exact dates of the work and closures for each building is unknown and use of elevators during this time frame cannot be guaranteed.
Pointe Sant
Pointe Santo E22
Condominium
$275.00 - $675.00 / per night
2
bedrooms
2
baths
6
guests
4.5
(64)
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 "Little Beach House Sanibel" — your relaxed island retreat just a short 5 minute stroll from the sandy shores.
This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and convenience for your next Sanibel getaway. The spacious open-concept layout features an upgraded kitchen with bright white cabinetry, stainless
Little Beach House Sanibel
House
$200.00 - $500.00 / per night
3
bedrooms
2
baths
6
guests
Welcome to Sanibel Surfside #234, a beautifully updated and thoughtfully appointed 2-bedroom, 2-bath vacation retreat just steps from the sugar-white sands and turquoise waters of the Gulf. Nestled within the highly sought-after Sanibel Surfside community, this inviting condo combines coastal elegance with modern comfort, creating the perfect setti
Sanibel Surfside 234
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
5
(2)
Welcome to your new home away from home in this near beach island oasis situated at the corner of Sunrise and Sunset, this light filled end unit is nonstop SUN-sational! Spanish Cay E6 is a spectacular 2 bedroom, 2 bathroom corner-end unit on the top floor overlooking the Sanibel River! Just imagine spending each morning on your screened lanai taki
Spanish Cay E6
Condominium
$170.00 - $446.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(16)
Kings Crown Update: The community pool is now open! Pickleball courts are expected to be completed by December 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 Kings Crown 309! This spectacular 2-be
Kings Crown 309
Condominium
$300.00 - $675.00 / per night
2
bedrooms
2
baths
5
guests
4.5
(2)
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)
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
$200.00 - $500.00 / per night
1
bedrooms
1
baths
4
guests
4.7
(59)
Welcome to "Bubbles Up", your serene lakeside escape in the coveted Lake Murex community on Sanibel Island. This beautifully appointed 3-bedroom, 3-bathroom pool home offers the perfect blend of comfort, style, and location—ideal for a relaxing coastal getaway.
Step inside to discover a bright, open living space designed with comfort in mind. The
Bubbles Up
House
$200.00 - $592.00 / per night
3
bedrooms
3
baths
6
guests
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