Sanibel Island & Captiva Island Vacation Rentals
106 properties available
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)
Welcome to Sanibel Surfside #215, a coastal-chic 2 bedroom condo designed for unforgettable beach vacations. Whether you\'re planning a romantic escape or a family beach trip, this beautifully furnished retreat offers the ideal setting to unwind and enjoy island life. Inside, you\'ll find tasteful décor with a fresh, coastal flair and all the comfo
Sanibel Surfside 215
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(23)
"Crow\'s Nest" is a stunning Sanibel gem that is tucked back in the desirable Sanibel Bayous neighborhood featuring the Gulf in your backyard!
This gorgeous home features 4 bedrooms and 3 bathrooms with a large, open floor plan and the most exceptional outdoor living space to enjoy daily and is truly the epitome of island living. Boasting stunning
Crow's Nest
House
$225.00 - $592.00 / per night
4
bedrooms
3
baths
10
guests
5
(5)
ESCAPE TO SANIBEL! Pointe Santo C42 is a stunning top floor, penthouse condo that boasts 2 bedrooms, 2 bathrooms, a screened lanai and a private rooftop deck great for daytime sun bathing and evening sunsets! This condo features direct gulf water views from almost every room and sleeping arrangements for up to 6 people. Marvel at this pristine isl
Pointe Santo C42
Condominium
$225.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(30)
This updated condo at Island Beach Club offers a bright, inviting setting for a relaxed Sanibel getaway. The open living and dining area is filled with natural light from expansive windows that overlook the pool and surrounding tropical landscape. A sleek glass dining table anchors the space, while the comfortable living room provides plenty of roo
Island Beach Club 220A
Condominium
$225.00 - $630.00 / per night
2
bedrooms
2
baths
6
guests
5
(1)
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 Sandpiper Beach 502! This beautifully updated 2-bedroom condo offers a serene beachfront lifestyle with stunning views of the Gulf. Located on a quiet, dead-end street, the property boasts a peaceful setting, backed by a tranquil preserve. The Sandpiper Beach complex is a thoughtfully restored community, featuring a variety of amenities
Sandpiper Beach 502
Condominium
$225.00 - $597.00 / per night
2
bedrooms
2
baths
4
guests
5
(2)
Welcome to "Mermaid Cottage" a stunning, new-construction home in the heart of Sanibel. This tropical paradise is nestles on a quiet dead end street, conveniently located near the City\'s center close to restaurants, shopping, bike rentals and more!
Mermaid Cottage was recently, custom built in 2024 and has all the luxuries and conveniences you co
Mermaid Cottage
House
$175.00 - $500.00 / per night
3
bedrooms
2
baths
8
guests
Escape to paradise at Mariner Pointe #813, a beautifully updated 2-bedroom, 2-bath waterfront condo offering stunning views of both San Carlos Bay and the island\'s picturesque canal system. Located within the sought-after Mariner Pointe community on Sanibel Island, this inviting retreat combines coastal charm, modern comforts, and resort-style ame
Mariner Pointe 813
Condominium
$180.00 - $365.00 / per night
2
bedrooms
2
baths
4
guests
5
(2)
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)
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
Bean & Bubs Shell Shack
House
$200.00 - $648.00 / per night
3
bedrooms
3
baths
10
guests
5
(2)
Welcome to "Little Beach House Sanibel" — your relaxed island retreat just a short 5 minute stroll from the sandy shores.
This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and convenience for your next Sanibel getaway. The spacious open-concept layout features an upgraded kitchen with bright white cabinetry, stainless
Little Beach House Sanibel
House
$200.00 - $500.00 / per night
3
bedrooms
2
baths
6
guests
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