Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
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)
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
Mollymawk Cottage
House Pet Friendly
$190.00 - $575.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to your dream coastal retreat, "Paradise Palms"! Nestled in the heart of the picturesque Sanibel Island, this spacious 4-bedroom, 3-bathroom single home is just steps away from the pristine white sands and turquoise waters of the Gulf of Mexico. Property Highlights: Prime Location: Enjoy the ultimate beach lifestyle with direct and easy ac
Paradise Palms
House Pet Friendly
$225.00 - $666.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (2)
Welcome to "Buttonwood Breeze", your peaceful island escape on Sanibel! This beautifully updated 4-bedroom, 3 bathroom pool home offers the perfect blend of relaxed coastal style and modern comfort, tucked away in a quiet, residential setting ideal for unwinding and reconnecting! Surrounded by lush tropical landscaping, the home welcomes you with
Buttonwood Breeze
House Pet Friendly
$225.00 - $648.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to "Salt Life Sanctuary", a spectacular waterfront retreat offering the ultimate Sanibel Island experience. Nestled along a direct-access canal with no bridges to the Gulf, this spacious 5-bedroom, 4 bathroom home combines luxury, privacy, and effortless boating access in one exceptional island setting! Surrounded by lush tropical landscap
Salt Life Sanctuary
House
$225.00 - $715.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
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
Loggerhead Cay 483
Condominium
$200.00 - $540.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (26)
This beachside beauty boasts all the conveniences of home for your next island vacation! Loggerhead Cay Unit #331 is comfortable 2 bedroom, 2 bath ground level, condo and is located just steps to the beach! The master bedroom offers a King bed, nice en-suite bathroom, and direct access out to the screened lanai. The guest room features 2 Twin beds
Loggerhead Cay 331
Condominium
$200.00 - $486.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (17)
Kings Crown Update: The community pool is now open! Pickleball courts are expected to be completed by Decemberv 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 your Sanibel Island escape in Kings C
Kings Crown 207
Condominium
$375.00 - $850.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Island Vibes! This beautiful and unique beach house in a tropical setting is your perfect getaway. Spend your valuable vacation time just a few steps away from the beach. Look no further! Beat traffic and parking fees and enjoy this waterfront property located on Sanibel Island. "Key West" is a beautiful 3 bedroom, 2 bath Olde Florida style home l
Key West
House Pet Friendly
$200.00 - $648.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Don\'t miss out on this lovely two-story island oasis with an ideal location conveniently & centrally located off West Gulf Drive within walking distance to the beach!! You\'ll instantly feel at home in this charming 3-bedroom, 2-bath classic residence nestled in the serene Seagull Estates community at the end of a quiet cul-de-sac, offering extra
Gone Coastal
House Pet Friendly
$200.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (9)
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
Crown Jewel
House Pet Friendly
$200.00 - $535.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to paradise at Sanibel Surfside 224! This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai to watch the waves meet the beach. This quiet complex o
Sanibel Surfside 224
Condominium
$200.00 - $570.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (19)

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