Sanibel Island & Captiva Island Vacation Rentals
107 properties available
Stunning direct gulf front views and the sounds of the crashing waves are calling to you from Sanibel Surfside #124! This beautiful 2 bedroom, 2 bathroom condo is the perfect slice of paradise! This highly sought after condo features coastal updates, spectacular views with all the perks of home! It also boasts wonderful additional amenities include
Sanibel Surfside 124
Condominium
$275.00 - $640.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(17)
Welcome to "Sea Oats Oasis", a beautiful 4-bedroom, 4-bathroom pool home nestled in the quiet and sought-after Sea Oats community off West Gulf Drive. This raised island retreat offers the perfect blend of comfort, style, and location, making it an ideal destination for your next Sanibel getaway.
From the moment you arrive, you\'ll be welcomed by
Sea Oats Oasis
House
$250.00 - $648.00 / per night
4
bedrooms
4
baths
8
guests
5
(1)
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
$225.00 - $535.00 / per night
3
bedrooms
2
baths
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
$225.00 - $666.00 / per night
4
bedrooms
3
baths
10
guests
5
(2)
Welcome to "Heron Rest", a true classic beach cottage that\'s been newly built in 2024 for a fresh, clean & comfortable escape - perfect for your next Sanibel rental! This beachside beauty boasts a fully-equipped kitchen with induction cooktop stove, new appliances, and is stocked with all the essential kitchenware items needed to make your favorit
Heron Rest
House
$100.00 - $592.00 / per night
3
bedrooms
2
baths
6
guests
Sanibel Surfside "Sunset" #231 is the most unique and spectacular vacation condominium! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views! This condo boasts 3 bedrooms & 3.5 bathrooms and all the bedrooms offer their own master bedroom suite each with their own large private bathroom f
Sanibel Surfside 231
Condominium
$400.00 - $1,075.00 / per night
3
bedrooms
3
baths
6
guests
4.7
(93)
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
$195.00 - $525.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(23)
"Sooner Beach Escape" is a stunning and lively ground-level pool home located in the desirable East Rocks neighborhood, just off West Gulf Drive. This home boasts 3 bedrooms and 2 bathrooms, and the best part? It\'s pet-friendly!
The enclosed backyard is a tranquil haven, featuring a private pool where you can unwind under the sun or enjoy a refre
Sooner Beach Escape
House
$225.00 - $525.00 / per night
3
bedrooms
2
baths
6
guests
4.8
(6)
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 118! A fantastic 3 bedroom
Kings Crown 118
Condominium
$400.00 - $975.00 / per night
3
bedrooms
2
baths
6
guests
4.6
(9)
Enjoy this comfortable and convenient 1 bedroom, 1 bathroom cottage in the heart of Sanibel close to the causeway, shopping, bike paths and the nearby beach access! "Little Palm Cottage" is sure to please with its island style and decor throughout! Featuring brand new upgrades and furnishings throughout and a spacious sunroom to further enjoy your
Little Palm Cottage
House
$95.00 - $325.00 / per night
1
bedrooms
1
baths
4
guests
5
(1)
You don\'t want to miss this 3 bedroom, 2 bathroom home with an oversized pool & patio at the end of a quite cul-de-sac just off West Gulf Drive in lovely East Rocks neighborhood!
"Charming Chert" is the perfect island home to call your own! Located in the desirable East Rocks community, toward the end of West Gulf Drive, you\'ll find this seclude
Charming Chert
House
$225.00 - $592.00 / per night
3
bedrooms
2
baths
6
guests
4.7
(9)
Welcome to Mariner Pointe #941, your waterfront escape at Mariner Pointe on beautiful Sanibel Island. This inviting 3-bedroom, 2-bathroom ground-floor condo offers the perfect blend of comfort, convenience, and breathtaking bay views. Step inside to a bright, coastal-inspired interior featuring an open living and dining area that flows seamlessly t
Mariner Pointe 941
Condominium
$214.00 - $385.00 / per night
3
bedrooms
2
baths
6
guests
5
(1)
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