Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
Island Vibes! This beautiful and unique beach house in a tropical setting is your perfect getaway. Spend your valuable vacation time just a few steps away from the beach. Look no further! Beat traffic and parking fees and enjoy this waterfront property located on Sanibel Island. "Key West" is a beautiful 3 bedroom, 2 bath Olde Florida style home l
Key West
House Pet Friendly
$260.00 - $648.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Enjoy this comfortable and convenient 1 bedroom, 1 bathroom cottage in the heart of Sanibel close to the causeway, shopping, bike paths and the nearby beach access! "Little Palm Cottage" is sure to please with its island style and decor throughout! Featuring brand new upgrades and furnishings throughout and a spacious sunroom to further enjoy your
Little Palm Cottage
House Pet Friendly
$95.00 - $325.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
Sanibel Surfside "Sunset" #231 is the most unique and spectacular vacation condominium! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views! This condo boasts 3 bedrooms & 3.5 bathrooms and all the bedrooms offer their own master bedroom suite each with their own large private bathroom f
Sanibel Surfside 231
Condominium
$400.00 - $1,075.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (93)
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
$275.00 - $650.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (37)
Welcome to "Sunset Palms", a one-of-a-kind 4-bedroom, 3.5-bathroom tropical retreat tucked away in the peaceful Del Sega neighborhood on Sanibel Island, just minutes from Captiva! Surrounded by lush native landscaping and offering exceptional privacy, this beautiful island home is the perfect place to slow down, soak up the sunshine, and experience
Sunset Palms
House
$315.00 - $575.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
$180.00 - $456.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (59)
Welcome to "Sanctuary on Sandcastle", a charming 3-bedroom, 2.5 bathroom island retreat tucked away in a quiet, peaceful setting on beautiful Sanibel Island. Lovingly maintained and thoughtfully cared for, this inviting home offers the perfect blend of comfort, relaxation, and laid-back island living. Whether you\'re escaping for a month in paradis
Sanctuary on Sandcastle
House
$230.00 - $500.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
"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
$266.00 - $648.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (4)
At Sanibel Surfside 115, it\'s beach front living at its best! Now is your opportunity to wake up to waves breaking on the beach! This fantastic 2 bedroom & 2 bathroom condo has it all! Direct beach front with expansive views of the Gulf from the extended lanai. The entire condo has been completely remodeled and upgraded and has been outfitted with
Sanibel Surfside 115
Condominium
$275.00 - $650.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (9)
Mariner Pointe #1022 is the perfect bay-side retreat with an ideal location and is fully equipped with everything you\'ll need including a view! This updated 2-bedroom, 2 bath, 2nd story condo is your new home away from home and is sure to please on your next island vacation. You\'ll be greeted with stunning bay front water views and the Sanibel Ca
Mariner Pointe 1022
Condominium
$175.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (10)
"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 Pet Friendly
$238.00 - $520.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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