Sanibel Island & Captiva Island Vacation Rentals
109 properties available
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
$225.00 - $666.00 / per night
4
bedrooms
3
baths
10
guests
5
(2)
"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 paradise at Sanibel Surfside 224! This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai to watch the waves meet the beach. This quiet complex o
Sanibel Surfside 224
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(19)
Experience the essence of luxury coastal living in this exquisite, pet-friendly Sanibel Island retreat, just an 8-minute stroll to the beach. “Slice of Paradise” is a beautifully crafted 3-bedroom+den, 3.5-bathroom home featuring an open floor plan and fine coastal finishes designed for seamless indoor-outdoor living. Bathe the home in island light
Slice of Paradise
House
$200.00 - $583.00 / per night
3
bedrooms
3
baths
8
guests
This beachside beauty boasts all the conveniences of home for your next island vacation! Loggerhead Cay Unit #331 is comfortable 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 beds
Loggerhead Cay 331
Condominium
$200.00 - $486.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(17)
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
$185.00 - $365.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(9)
Welcome to "Shimmering Shells" your new island paradise nestled in the beautiful & secluded Sanibel Bayous neighborhood!
This gorgeous west-end home boasts 3 bedrooms plus a loft space & 2 bathrooms and has been updated and outfitted with beautiful upgraded finishes & coastal decor. Come and enjoy all the beauty of our incredible Sanctuary Island
Shimmering Shells
House
$200.00 - $592.00 / per night
3
bedrooms
2
baths
8
guests
5
(2)
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
$280.00 - $700.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(36)
Welcome to "Seaside Links", your perfect island escape in the sought-after Dunes neighborhood on Sanibel. This beautifully maintained 3-bedroom, 2-bathroom home offers the ideal blend of comfort, style, and serene golf course views—perfect for your next coastal getaway.
Step inside to an inviting, light-filled living space with soaring ceilings an
Seaside Links
House
$185.00 - $525.00 / per night
3
bedrooms
2
baths
6
guests
Welcome to Sanibel Surfside #234, a beautifully updated and thoughtfully appointed 2-bedroom, 2-bath vacation retreat just steps from the sugar-white sands and turquoise waters of the Gulf. Nestled within the highly sought-after Sanibel Surfside community, this inviting condo combines coastal elegance with modern comfort, creating the perfect setti
Sanibel Surfside 234
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
5
(2)
Tarpon Beach Update: Please note there are still come complex amenities that may NOT be available for use during your upcoming stay. Current pending/scheduled reconstruction items include full pool refurbishment, tennis courts, driveway pavers, and landscaping that are to be completed sometime in mid-2026. These timelines cannot be guaranteed, so p
Tarpon Beach 206
Condominium
$225.00 - $650.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(13)
Welcome to "Beach Walk", where coastal comfort meets Island serenity. Come enjoy beautifully updated 2-bedroom, 2-bath pool home tucked within the desirable Beachview Estates. Thoughtfully designed with a split floor plan, this light-filled retreat blends relaxed coastal style with comfort and privacy.
Step inside to an airy great room featuring v
Beach Walk
House
$200.00 - $530.00 / per night
2
bedrooms
2
baths
7
guests
5
(7)
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