Sanibel Island & Captiva Island Vacation Rentals
109 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
Welcome to "Mermaid Cottage" a stunning, new-construction home in the heart of Sanibel. This tropical paradise is nestles on a quiet dead end street, conveniently located near the City\'s center close to restaurants, shopping, bike rentals and more!
Mermaid Cottage was recently, custom built in 2024 and has all the luxuries and conveniences you co
Mermaid Cottage
House
$175.00 - $500.00 / per night
3
bedrooms
2
baths
8
guests
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
$180.00 - $535.00 / per night
2
bedrooms
2
baths
6
guests
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)
"Whimsea" has been beautifully updated and meticulously maintained. This charming Gulf access home is less than a mile from Blind Pass beach. The extensive gardens create a magnificent, private setting. The open floor plan creates a comfortable living area that leads to the spacious screened lanai. The dock and adjacent deck serve as a fabulous wat
Whimsea
House
$200.00 - $535.00 / per night
3
bedrooms
2
baths
6
guests
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
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
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)
Truly island living at its finest! This stunning 3 bedroom, 3 bathroom pool home grants you a luxury vacation experience in a warm and inviting climate only Sanibel has to offer.
Pyrula\'s Palace is located mid-island in the highly sought after Beachview neighborhood overlooking the 9th fairway of the Sanibel Island Golf Club. This well-manicure
Pyrula's Palace
House
$361.00 - $750.00 / per night
3
bedrooms
3
baths
8
guests
5
(5)
Nestled just steps from the sandy shores, "Peace, Love & Shells" is the perfect island retreat for your Sanibel getaway. This adorable beach cottage boasts 2 cozy bedrooms and 2 charming bathrooms, providing a welcoming space for relaxation. Whether you\'re enjoying the sun on the nearby beach or unwinding in this quaint, comfortable home, every co
Peace, Love & Shells
House
$160.00 - $518.00 / per night
2
bedrooms
2
baths
4
guests
5
(2)
** 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.
Welcome to
Pointe Santo B23
Condominium
$225.00 - $570.00 / per night
2
bedrooms
2
baths
5
guests
4.9
(36)
Vacation Vibes! "Paradise Point" is a beautiful 3 bedroom + den/office, 3 bathroom pool home located on a corner lot with nearby lake views! This stunning and tastefully decorated beach home boasts updated, coastal touches throughout in a tropical setting for your perfect island getaway. This beautiful home welcomes you upon entry with a grand, op
Paradise Point
House
$200.00 - $611.00 / per night
3
bedrooms
3
baths
8
guests
4.6
(6)
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