Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
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 - $582.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
"Fantasea" is a stunning 4 BR, 3 BA pool home situated on Middle Gulf Drive and is located directly across the street from the Gulf! This island home boasts 4 bedrooms and 3 bathrooms including an expansive upstairs master retreat. The chef\'s kitchen featuring a gas cook top, stainless steel appliances and adjacent dining area provide a superb e
Fantasea
House
$200.00 - $580.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (7)
Welcome to your perfect island escape at "Tipsy Turtle"! This beautifully updated 3-bedroom, 2.5-bathroom beach cottage is tucked away in one of Sanibel Island\'s desirable neighborhoods, just a short stroll from the beach. Recently remodeled from top to bottom, the home blends classic Old Florida charm with fresh, coastal style. Step inside to fin
Tipsy Turtle
House Pet Friendly
$170.00 - $485.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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 Pet Friendly
$225.00 - $666.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 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
$170.00 - $446.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (16)
Welcome to Pine Cove 104, where the Gulf meets the shore right at your door! This HUGE condo boasts a spacious floor plan with 3 bedrooms and 2 bathrooms and a wonderful views of the Gulf! Boasting a newly completed remodel with fine upgrades and finishes throughout and new vibrant coastal decor to match. This family friendly rental has plenty of
Pine Cove 104
Condominium
$400.00 - $917.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (19)
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
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 - $745.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.5 (2)
Get ready to unwind in style at Pine Cove 204. Plan your trip to stay in this newly re-furnished condo with stunning gulf front views. This condo offers a spacious floor plan with 3 bedrooms and 2 bathrooms and a touch of coastal, beach styled decor throughout. Pair that with the endless shelling that awaits you just steps away and this condo is a
Pine Cove 204
Condominium
$400.00 - $917.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (29)
Mariner Pointe #522 is a stunning 2nd floor walk-up, 2 bedroom, 2 bathroom unit with beautiful bayside views from the screen & glass enclosed living room. This island oasis features a split floor plan with separate bedrooms, comfortable & spacious living room/dining room area, and nicely appointed & updated kitchen & bathrooms. Bask in the true bea
Mariner Pointe 522
Condominium
$140.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (3)
Welcome to Mariner Pointe 323! Perfectly situated with views of the bay and canal, this 2 bedroom/2.5 bathroom townhome style condo is a must see! Meticulously cared for two-story condo with bedrooms located on the second floor both with private baths and sliders leading to a spacious screened porch. First floor offers an open concept kitchen that
Mariner Pointe 323
Condominium
$185.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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 Pet Friendly
$175.00 - $525.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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