Sanibel Island & Captiva Island Vacation Rentals
109 properties available
** 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)
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)
Tarpon Beach Update: Please note there are still come complex amenities that may NOT be available for use during your upcoming stay. Current pending/scheduled reconstruction items include full pool refurbishment, tennis courts, driveway pavers, and landscaping that are to be completed sometime in mid-2026. These timelines cannot be guaranteed, so p
Tarpon Beach 206
Condominium
$225.00 - $650.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(13)
Welcome to paradise at Sanibel Surfside 224! This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai to watch the waves meet the beach. This quiet complex o
Sanibel Surfside 224
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(19)
Welcome to Mariner Pointe #1042 where every day is just another day in paradise! This stunning 2 bedroom, 2 bath, bay-front beauty is the perfect island getaway. This condo is located on the 2nd floor and upon entry to the unit you\'ll be greeted with spectacular water views as far as the eye can see. The master suite boasts those same great views,
Mariner Pointe 1042
Condominium
$185.00 - $365.00 / per night
2
bedrooms
2
baths
4
guests
4.7
(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 118! A fantastic 3 bedroom
Kings Crown 118
Condominium
$400.00 - $975.00 / per night
3
bedrooms
2
baths
6
guests
4.6
(8)
Welcome to "Coastal Haven Estate", a quintessential vacation rental located in the heart of Sanibel Island. This stunning custom home, nestled within the prestigious Beachview Country Club Estates, offers the best of island living with its prime location in a near-beach community.
With a spacious split floor plan, this home features 3 bedrooms + d
Coastal Haven Estate
House
$225.00 - $648.00 / per night
3
bedrooms
3
baths
6
guests
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
Don\'t miss out on this lovely two-story island oasis with an ideal location conveniently & centrally located off West Gulf Drive within walking distance to the beach!!
You\'ll instantly feel at home in this charming 3-bedroom, 2-bath classic residence nestled in the serene Seagull Estates community at the end of a quiet cul-de-sac, offering extra
Gone Coastal
House
$200.00 - $555.00 / per night
3
bedrooms
2
baths
6
guests
4.6
(9)
Welcome to "Heron Rest", a true classic beach cottage that\'s been newly built in 2024 for a fresh, clean & comfortable escape - perfect for your next Sanibel rental! This beachside beauty boasts a fully-equipped kitchen with induction cooktop stove, new appliances, and is stocked with all the essential kitchenware items needed to make your favorit
Heron Rest
House
$100.00 - $592.00 / per night
3
bedrooms
2
baths
6
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. Current scheduled dates for Building C: Monday, September 21st, 2026 to September 24th, 2026 however dates are subject to change due to circumst
Pointe Santo C42
Condominium
$225.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(30)
Welcome to Loggerhead Cay 242, an island treasure boasting 2 bedrooms, 2 bathrooms and tranquil views of the Gulf! This charming condo is nicely appointed and features comfortable coastal furnishings and the ease and convenience of a well stocked kitchen, in-suite washer and dryer and quick access to the beach and nearby bike paths. The condo offer
Loggerhead Cay 242
Condominium
$200.00 - $540.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(6)
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