Sanibel Island & Captiva Island Vacation Rentals
107 properties available
ESCAPE TO SANIBEL! Pointe Santo C42 is a stunning top floor, penthouse condo that boasts 2 bedrooms, 2 bathrooms, a screened lanai and a private rooftop deck great for daytime sun bathing and evening sunsets! This condo features direct gulf water views from almost every room and sleeping arrangements for up to 6 people. Marvel at this pristine isl
Pointe Santo C42
Condominium
$225.00 - $550.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(29)
Spanish Cay D5 is one of Sanibel\'s best kept island secrets that offers incredible views of the Sanibel River and the Sanibel Golf Club from the screened lanai. This bright and beautiful 2 bedroom, 2 bath condo is situated on the 3rd (top level) floor with expansive views and a quiet, secluded setting. The condo features an open floor plan with a
Spanish Cay D5
Condominium
$170.00 - $446.00 / per night
2
bedrooms
2
baths
4
guests
4.7
(22)
Welcome to Pointe Santo B23, the perfect retreat for your island vacation. Ideally located and thoughtfully appointed, this fully equipped condo offers comfort, style, and beautiful water views, making it an excellent choice for both families and couples. Step inside to find a bright, spacious interior featuring an open floor plan that combines the
Pointe Santo B23
Condominium
$225.00 - $550.00 / per night
2
bedrooms
2
baths
5
guests
4.9
(35)
Sand Pointe Update: Please note there are still come complex amenities that may be unavailable for use during your upcoming stay. Current pending/scheduled items include the pool, storage lockers, and landscaping that are to be completed sometime in mid-2026. These timelines cannot be guaranteed, so please reach out to us to confirm current updates
Sand Pointe 137
Condominium
$300.00 - $675.00 / per night
2
bedrooms
2
baths
6
guests
Bayside Villa Update: Roof repairs are schedules to start mid-April 2026 to Buildings 4000 & 5000 and will be completed in sections lasting anywhere from 5-8 weeks. Timeline and completion date cannot be guaranteed. Please exercise caution as you enter and exit the buildings as the work progresses.
Enjoy Captiva Island at its finest in Bayside Vil
Bayside Villa 5236
Condominium
$275.00 - $493.00 / per night
1
bedrooms
2
baths
4
guests
4.5
(9)
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)
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
$170.00 - $535.00 / per night
2
bedrooms
2
baths
6
guests
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
Nestled within the lush, tropical grounds of Captiva Resort Villa 3126 offers the perfect blend of island charm and modern comfort. This beautifully updated one-bedroom, one-bathroom condo sits just steps from the beach, providing a serene retreat surrounded by swaying palms and warm Gulf breezes. An airy open-concept living space welcomes you insi
Captiva Resort Villa 3126
Condominium
$215.00 - $447.00 / per night
1
bedrooms
1
baths
4
guests
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)
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
$185.00 - $611.00 / per night
3
bedrooms
2
baths
8
guests
5
(3)
This near-beach 3 bedroom, 2 bathroom pool home offers tremendous privacy and comfort on a large, tropical lot in a quiet neighborhood with a short stroll to the beach.
"Turtle Tracks" is the perfect Sanibel Island beach style home that is sure to please you and your family! This raised home is located off the highly desirable West Gulf Drive wit
Turtle Tracks
House
$185.00 - $592.00 / per night
3
bedrooms
2
baths
6
guests
5
(12)
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