Sanibel Island & Captive Island Vacation Rentals
110 properties available
Pointe Santo B25 also known as "Coastal Dream" is your perfect place to be on Sanibel Island. Imagine waking up every morning in the master bedroom with gorgeous views of the Gulf of Mexico! The views from the lanai are even better! You can access the lanai from both the bedroom and living room. The condo features an open concept layout and an imma
You don\'t want to miss this 3 bedroom, 2 bathroom home with an oversized pool & patio at the end of a quite cul-de-sac just off West Gulf Drive in lovely East Rocks neighborhood!
"Charming Chert" is the perfect island home to call your own! Located in the desirable East Rocks community, toward the end of West Gulf Drive, you\'ll find this seclude
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
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
Paradise awaits at Loggerhead Cay #274! This spacious beach front 2 bedroom, 2 bathroom condo on the 4th floor is sure to please the whole family! This eclectic and fun property boasts brand new furniture in the living room and bedroom and offers the convenience of the Gulf of Mexico in your back yard! Loggerhead Cay is a wonderful east end communi
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
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. The elevator is expected to be back in service by April 2026. These timelines cannot be gu
Welcome to paradise at Sanibel Surfside #213! Listen to the sound of the waves from this stunning & comfortable 2 bedroom, 2 bathroom condo at Sanibel Surfside 213! The impressive entrance welcomes you into an open concept floor plan where partial views of the Gulf of Mexico can be found from the kitchen, dining room, living room and lanai. This be
Pointe Santo E22 is located in one of Sanibel\'s most popular vacations rental destinations and is conveniently located on West Gulf Drive close to many local beaches, shops, and restaurants all within close walking and/or biking distance. This spacious 2 bedroom, 2 bath unit is situated on the 2nd floor and offers phenomenal gulf views and daily s
Don\'t miss out on "Castle By The Sea" for your ideal Sanibel Island getaway! This stunning 4 bedroom, 4 bathroom, Mediterranean style home with brand new furnishings throughout is perfect for the whole family!
Long lake views await you at this stunning beach home along with an abundance of living space and new furnishings of island decor. Enter i
Check out this superb rental opportunity within steps to the nearby beach access on West Gulf Drive! "Sunken Treasure" is a gorgeous ground level, 3 bedroom, 2 bathroom pool home! Completely remodeled and decorated with soothing coastal decor, it has all the amenities and conveniences of home you could hope for! The main living area offers a spacio
"Shell Haven" is a beautiful, fully renovated ground level pool home featuring 3 bedrooms/2 baths in the Gumbo Limbo neighborhood. This exquisite home boasts coastal, modern flair and an inviting, open floor plan - great for the whole family. Updated bathrooms and kitchen are sure to please bringing all the comforts of home to your new island oasis
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