Sanibel Island & Captiva Island Vacation Rentals
107 properties available
Welcome to Loggerhead Cay 483, where island life is just a matter of steps from the beach! This stunning 2 bedroom, 2 bath top floor corner end unit has been completely updated and decorated to match it\'s relaxing beach side setting. (New photos added in March 2025) Upon entering the home you\'ll be greeted with gorgeous vaulted ceilings that open
Loggerhead Cay 483
Condominium
$200.00 - $540.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(26)
You don\'t want to miss this 3 bedroom, 2 bathroom home with an oversized pool & patio at the end of a quite cul-de-sac just off West Gulf Drive in lovely East Rocks neighborhood!
"Charming Chert" is the perfect island home to call your own! Located in the desirable East Rocks community, toward the end of West Gulf Drive, you\'ll find this seclude
Charming Chert
House
$200.00 - $592.00 / per night
3
bedrooms
2
baths
6
guests
4.7
(9)
Welcome to Sanibel Surfside #215, a coastal-chic 2 bedroom condo designed for unforgettable beach vacations. Whether you\'re planning a romantic escape or a family beach trip, this beautifully furnished retreat offers the ideal setting to unwind and enjoy island life. Inside, you\'ll find tasteful décor with a fresh, coastal flair and all the comfo
Sanibel Surfside 215
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(23)
Tucked away in the desirable Gulf Shores neighborhood of Sanibel, "Sugarfish" is a beautifully remodeled 3-bedroom, 3-bathroom ground-level home offering the perfect mix of comfort, style, and location. Overlooking a peaceful canal and just a short walk from private beach access via a quiet neighborhood path, this home makes island living easy and
Sugarfish
House
$160.00 - $535.00 / per night
3
bedrooms
3
baths
6
guests
Welcome to your perfect Sanibel Island escape at Sundial A408! This top-floor, 2-bedroom, 2-bathroom condo is located directly on the Gulf of Mexico in the renowned Sundial Resort complex. Perched on the 4th (and top) floor, the unit offers truly spectacular, unobstructed views of the beach and water—perfect for watching the sunrise with your morni
Sundial A408
Condominium
$400.00 - $700.00 / per night
2
bedrooms
2
baths
8
guests
5
(9)
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)
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)
Sensational views are waiting for you at Pine Cove 403C! Relax and free yourself of stress while overlooking the beautiful waters of the Gulf! Luxury is waiting for you with newly remodeled, updated unit, upgraded appliances, flat screen TVs and views from almost everywhere in the condo! Nestled on West Gulf Drive, you are conveniently located near
Pine Cove 403C
Condominium
$300.00 - $700.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(28)
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
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)
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
$225.00 - $625.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(14)
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)
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