Sanibel Island & Captiva Island Vacation Rentals


Properties Available 107 properties available
Come check out this completely rebuilt and freshly furnished 2 bedroom beauty, Loggerhead Cay #403, located within just a few steps to the sandy beaches and the Gulf! One step through the door you\'ll be in beachside heaven! This unique top floor, corner end unit boasts vaulted, beamed ceilings and tons of natural light! Recently rebuilt with all
Loggerhead Cay 403
Condominium
$250.00 - $551.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (33)
Kings Crown Update: The community pool is now open! Pickleball courts are expected to be completed by December 2026. Some elevator repairs are currently ongoing from May - August 2026 to replace door frames and will involve some possible noise disruptions. Updates will be provided when available. Welcome to Kings Crown 309! This spectacular 2-be
Kings Crown 309
Condominium
$300.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.5 (2)
Welcome to "The Turtle Nest", a beautifully appointed 3-bedroom, 2-bath island retreat located in the highly sought-after East Rocks neighborhood just off West Gulf Drive. Surrounded by tropical landscaping and overlooking a serene lake, this elevated home offers the perfect blend of privacy, relaxation, and easy access to Sanibel\'s world-famous b
The Turtle Nest
House
$190.00 - $518.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (6)
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 Pet Friendly
$200.00 - $500.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
Welcome to "Osprey Hideaway" – your perfect island retreat! This charming 3-bedroom, 2.5-bathroom ground-level home is located in the highly sought-after Dunes neighborhood on beautiful Sanibel Island. Thoughtfully designed with a spacious split floor plan, there\'s plenty of room for the whole family – including your furry friend! Step inside to f
Osprey Hideaway
House Pet Friendly
$180.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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 Pet Friendly
$225.00 - $630.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
This tropical beach inspired 3 bedroom, 3 bathroom remodeled gem located on West Gulf Drive is not to be missed!! "Island Dreams" recently underwent an amazing remodel including an incredible all-new chefs kitchen, master bathroom and stunning upgrades and furnishings throughout. The entire interior of the home was painted and decorated to reflect
Island Dreams
House Pet Friendly
$200.00 - $629.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (18)
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
Sanibel Surfside 234
Condominium
$200.00 - $570.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
"Pura Vida" is sure to please!! Don\'t miss this opportunity to enjoy this truly beautiful and spacious home in one of Sanibel\'s premier neighborhoods - Kinzie Island! Located off East Gulf Drive near Sanibel\'s east end, this home is fully furnished and ready to rent! This incredible home boasts 5 bedrooms and 5.5 bathrooms, a beautiful kitchen,
Pura Vida
House
$225.00 - $740.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 10 guests
At "Pelican\'s Perch", vacations are meant to be this good -- and they just got better! Pelican\'s Perch had a full makeover! This home has been completely renovated and features a spectacular custom rebuild. Step into a world where shabby chic meets coastal sophistication in our exquisite vacation rental home. This meticulously designed home offe
Pelican's Perch
House Pet Friendly
$300.00 - $666.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (28)

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