Sanibel Island & Captive Island Vacation Rentals
108 properties available
Welcome to the gorgeous Pelican\'s Roost #107! This stunning elevated, first floor accommodation has two bedrooms & 2 bathrooms and is corner end, direct gulf front unit! The master bedroom has an attached full bath, where you will wake up to a bright view of the gulf coast each morning. Furnishings are tropical and comfortable, keeping with a care
Pelicans Roost 107
Condominium
$325.00 - $675.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(18)
Welcome to the "Crown Jewel", a stunning 3 bedroom bayside, ground level home featuring clean, coastal decor and newly completed renovations all while boasting the perfect Sanibel location! The home is situated on a deep, direct access canal, moments away from the open waters of the San Carlos Bay and is located in one of Sanibel\'s premier neighbo
Crown Jewel
House
$185.00 - $555.00 / per night
3
bedrooms
2
baths
6
guests
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
$250.00 - $527.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(27)
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
$220.00 - $537.00 / per night
1
bedrooms
1
baths
4
guests
4.7
(59)
Looking for a place to truly relax on Sanibel with all the perks of home? Look no further, Mariner Pointe #732 is the perfect condo for your next Sanibel vacation! Treat yourself with this stunning 2 bedroom, 2 bathroom condo that features elegant upgrades and renovations throughout newly completed in 2019 that make it the perfect place unwind! The
Mariner Pointe 732
Condominium
$215.00 - $365.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(9)
Get ready to unwind in style at Pine Cove 204. Plan your trip to stay in this newly re-furnished condo with stunning gulf front views. This condo offers a spacious floor plan with 3 bedrooms and 2 bathrooms and a touch of coastal, beach styled decor throughout. Pair that with the endless shelling that awaits you just steps away and this condo is a
Pine Cove 204
Condominium
$450.00 - $917.00 / per night
3
bedrooms
2
baths
6
guests
5
(29)
Come & enjoy "Palm Whisper" a spacious 4 bedroom, 3 bathroom, pet-friendly, pool home just a 10 minute walk to Blind Pass Beach!
Relish in the lush landscape from the privacy of your enclosed 2-story caged lanai either on the upstairs deck patio or lounging poolside*. This home boasts new furnishings throughout, new stainless steel appliances and
Palm Whisper
House
$185.00 - $555.00 / per night
3
bedrooms
3
baths
6
guests
4.7
(8)
Update following Hurricane Ian: This condo is ready for rentals! Please note: OUTSIDE construction to surrounding South Seas resort may be on-going. On-site construction & work delays MAY be possible and are out of our control. The elevator near the unit is operational as well are the community pool and spa.
Nestled within the lush, tropical gr
South Seas Captiva Resort Villa 3126
Condominium
$250.00 - $447.00 / per night
1
bedrooms
1
baths
4
guests
Ready to experience the charm of Sanibel Island? Your Island Escape in Shell Harbor awaits!
Welcome to "Beach Daze", this beautiful updated Shell Harbor home offers everything you need for a relaxing, beachside getaway. With just a short walk to Sanibel\'s pristine east-end beaches, this spacious 3 bedroom, 2 bath semi-elevated home blends modern
Beach Daze
House
$200.00 - $592.00 / per night
3
bedrooms
2
baths
7
guests
This beachside beauty boasts all the conveniences of home for your next island vacation! Loggerhead Cay Unit #331 is a pet-friendly 2 bedroom, 2 bath ground level, condo and is located just steps to the beach! The master bedroom offers a King bed, nice en-suite bathroom, and direct access out to the screened lanai. The guest room features 2 Twin be
Loggerhead Cay 331
Condominium
$215.00 - $537.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(15)
Welcome to "Dockside Dream at Ding Darling", an exceptional vacation rental home nestled in a private, oversized setting with direct boating access along the tranquil waters bordering Ding Darling Wildlife Refuge. This architectural beauty offers a perfect blend of elegance and comfort, making it an ideal getaway for families or groups looking for
Dockside Dream at Ding Darling
House
$200.00 - $666.00 / per night
4
bedrooms
3
baths
10
guests
5
(2)
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
$235.00 - $572.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(24)
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