Sanibel Island & Captiva Island Vacation Rentals
107 properties available
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
Loggerhead Cay 274
Condominium
$200.00 - $540.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(22)
Sanibel Surfside "Stunner" #111 is a stunning, direct Gulf-front end condo that offers breathtaking ocean views and a spacious, newly remodeled interior. This 2-bedroom, 2-bathroom end unit features 1 King bed and 2 Twin beds, comfortably accommodating up to 4 guests. With 1425 square feet of living space, there\'s plenty of room to relax and unwin
Sanibel Surfside 111
Condominium
$300.00 - $700.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(42)
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 can be found from the kitchen, dining room, living room and lanai. This beautiful co
Sanibel Surfside 213
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(6)
Escape to beautiful Sanibel Island at this newly renovated 1-bedroom, 1-bath condo at Tennisplace D32. Thoughtfully updated and comfortably appointed, this inviting island retreat features an open living space, updated kitchen, plantation shutters, and views overlooking the community pool. Enjoy access to the heated pool, tennis and pickleball cour
Tennisplace D32
Condominium
$150.00 - $265.00 / per night
1
bedrooms
1
baths
2
guests
WOW!! The expansive views from this home will keep you speechless and in awe of the true beauty that this spectacular home (and island!) have to offer. "Woodring Bayhouse" boasts 3 bedroom & 3.5 bathrooms and some of the most luxurious living accommodations on one of the most beautiful and privates streets of Sanibel. Who needs walking distance to
Woodring Bayhouse
House
$250.00 - $685.00 / per night
3
bedrooms
3
baths
6
guests
5
(9)
Escape to "Sanctuary Chateau", a luxurious 3-bedroom + den, 4.5-bathroom estate nestled in the prestigious Sanctuary community on Sanibel Island. Designed for both comfort and elegance, this expansive home offers a serene oasis where island charm meets upscale living. Step inside to find a bright, open floor plan with soaring ceilings, tasteful coa
Sanctuary Chateau
House
$225.00 - $666.00 / per night
3
bedrooms
4
baths
8
guests
5
(1)
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
$185.00 - $500.00 / per night
1
bedrooms
1
baths
4
guests
4.7
(59)
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)
Welcome to your new home away from home in this near beach island oasis situated at the corner of Sunrise and Sunset, this light filled end unit is nonstop SUN-sational! Spanish Cay E6 is a spectacular 2 bedroom, 2 bathroom corner-end unit on the top floor overlooking the Sanibel River! Just imagine spending each morning on your screened lanai taki
Spanish Cay E6
Condominium
$155.00 - $315.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(16)
Welcome to "Island Sanctuary", a stunning vacation rental property located on Sanibel\'s east end. This tastefully upgraded home features 3 bedrooms and 2 bathrooms, offering a comfortable, open floor plan and living space adorned with stylish coastal decor. Our guests can enjoy the private pool and a large screened lanai, perfect for outdoor relax
Island Sanctuary
House
$200.00 - $648.00 / per night
3
bedrooms
2
baths
6
guests
5
(5)
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
Enjoy Captiva Island at its finest in Bayside Villa #5236, a comfortable 1 bedroom, 2 bathroom with stunning Bay Front views and conveniently nestled within the gates of a renowned island resort.
This cozy & comfortable condo gets rave reviews from guests lucky enough to vacation in this unit while staying at the renowned island resort on beautif
Bayside Villa 5236
Condominium
$270.00 - $465.00 / per night
1
bedrooms
2
baths
4
guests
4.5
(9)
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