Sanibel Island & Captive Island Vacation Rentals


Properties Available 108 properties available
Kings Crown Update: The community pool is now open! Other amenities such as the pickleball courts, complex landscaping, etc may not be ready or completed until late 2026. Updates will be provided when available. Welcome to Kings Crown 309! This spectacular 2-bedroom, 2-bathroom Gulf-side vacation rental condo on Sanibel Island offers the perfect
Kings Crown 309
Condominium
$350.00 - $745.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.5 (2)
"Island Getaway" is an A-frame near-beach cottage located on the desirable east end of Sanibel and is certainly one of a kind. Huge soaring cathedral ceilings and a full wall of windows brings the tropical beauty of Sanibel right into your living room. Cute, cozy, and comfortable say it all. Upstairs is accessible via a spiral staircase to the pr
Island Getaway
House Pet Friendly
$190.00 - $444.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.5 (14)
Once Upon A Tide offers 4 bedroom & 3 bathrooms and is located in the Beachview Country Club Estates neighborhood. The home comes equipped with a Sonos system, a wireless home sound system, great for streaming all your favorite music apps. The living room TV is hooked up to the local cable company, the master bedroom TV has Roku, and the guest room
Once Upon A Tide
House
$316.00 - $583.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
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
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Kings Crown Update: The community pool is now open! Other amenities such as the pickleball courts, complex landscaping, etc may not be ready or completed until late 2026. Updates will be provided when available. Welcome to Kings Crown 118! A fantastic 3 bedroom Gulf-front corner unit, steps from the best shelling in the world! This is a beautif
Kings Crown 118
Condominium
$400.00 - $975.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
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
$350.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (26)
"The Seahorse Garden" is a stunning and secluded 4 bedroom home nestled on a cul-de-sac off of West Gulf Drive offering quick, walkable access to the nearby deeded beach path. The house sits on a large lot in a quiet neighborhood and the home itself features bright natural light, modern updates and furnishings with a desirable split floor plan layo
The Seahorse Garden
House Pet Friendly
$250.00 - $648.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 (2)
Enjoy an EXCLUSIVE GIFT CARD REBATE with every booking at SHOREWOOD C1!! For reservations booked for stay dates between Christmas and Easter peak-season, a $200 VISA gift card will be provided to you at check-in. All other off-season stay dates will receive a $100 VISA gift card. Book today to cash in on these savings! Your Sanibel vacation just g
Shorewood C1
Condominium
$400.00 - $859.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Mariner Pointe #842—your coastal island retreat! This beautifully updated 2-bedroom, 2-bath condo offers relaxed bayside living with bright coastal décor and an open, inviting layout. Enjoy a spacious living area and an enclosed lanai that frames gorgeous bayside water views. The modern kitchen features white cabinetry and a generous bre
Mariner Pointe 842
Condominium
$215.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome home to your very own island oasis with all the luxuries of Gulfside living!! This beautifully appointed 2 bedroom, 2 bath condo is a beach-goers dream come true! Located mid-island in Sanibel Surfside in the heart of Sanibel Island near shell-strewn beaches, miles of bike paths, and nearby shopping and restaurants! Upon entering the condo
Sanibel Surfside 114
Condominium
$325.00 - $716.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (34)
"Sooner Beach Escape" is a stunning and lively ground-level pool home located in the desirable East Rocks neighborhood, just off West Gulf Drive. This home boasts 3 bedrooms and 2 bathrooms, and the best part? It\'s pet-friendly! The enclosed backyard is a tranquil haven, featuring a private pool where you can unwind under the sun or enjoy a refre
Sooner Beach Escape
House Pet Friendly
$225.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)
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
Hot HOT 74
Dockside Dream at Ding Darling
House Pet Friendly
$275.00 - $666.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)

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