Sanibel Island & Captiva Island Vacation Rentals
108 properties available
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
"Fantasea" is a stunning 4 BR, 3 BA pool home situated on Middle Gulf Drive and is located directly across the street from the Gulf!
This island home boasts 4 bedrooms and 3 bathrooms including an expansive upstairs master retreat. The chef\'s kitchen featuring a gas cook top, stainless steel appliances and adjacent dining area provide a superb e
Welcome to Sanddollar C101! Totally renovated and updated throughout with custom kitchen cabinetry, stainless-steel appliances and tasteful coastal decor and furnishings. Enjoy unobstructed Gulf views from the spacious living, dining room and private lanai. Relax on the screened porch and relish in the sights and sounds of the pristine beach and th
Don\'t miss "Lighthouse Lookout" this beautiful 3 bedroom, 2.5 bathroom near-beach piling home on the desirable east end of Sanibel. Featuring cathedral ceilings and a large second story loft area, updated kitchen and baths, and lots of great outdoor space, this wonderful island home has a great open floor plan and is perfect for a vacation home or
Experience luxury living in this unique rental home "Bean & Bubs Shell Shack", where expansive golf course views greet you from your private lanai. With ample bedrooms designed for comfort and style, this home offers a perfect blend of space and elegance. The chef\'s kitchen is a true showstopper, featuring all-new high-end upgrades and modern furn
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
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
Truly island living at its finest! This stunning 3 bedroom, 3 bathroom pool home grants you a luxury vacation experience in a warm and inviting climate only Sanibel has to offer.
Pyrula\'s Palace is located mid-island in the highly sought after Beachview neighborhood overlooking the 9th fairway of the Sanibel Island Golf Club. This well-manicure
Welcome to stunning Sanibel Surfside #226, a 2 bedroom, 2 bath beach side condo offering all the luxuries of home plus the Gulf in your backyard! This quaint island complex is nestled in the heart of Sanibel Island and features a relaxing vacation environment with the convenience of being so close to many island restaurants, shopping and the island
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
Escape to "Mollymawk Cottage", a beautifully remodeled elevated 3-bedroom, 2-bath island retreat designed for relaxation and comfortable coastal living. Tucked alongside conservation land, this peaceful home offers a quiet setting while being just a short bike ride from Sanibel\'s world-famous beaches, local shops, restaurants, and miles of scenic
"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
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