Sanibel Island & Captiva Island Vacation Rentals


Properties Available 106 properties available
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
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
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
$250.00 - $629.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (18)
"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 Pet Friendly
$225.00 - $592.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (5)
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 - $1,100.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (93)
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
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (8)
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
At Sanibel Surfside 115, it\'s beach front living at its best! Now is your opportunity to wake up to waves breaking on the beach! This fantastic 2 bedroom & 2 bathroom condo has it all! Direct beach front with expansive views of the Gulf from the extended lanai. The entire condo has been completely remodeled and upgraded and has been outfitted with
Sanibel Surfside 115
Condominium
$275.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (8)
Welcome to the gorgeous Pelican\'s Roost #107! This stunning elevated, first floor accommodation has two bedrooms & 2 bathrooms and is corner end, direct gulf front unit! The master bedroom has an attached full bath, where you will wake up to a bright view of the gulf coast each morning. Furnishings are tropical and comfortable, keeping with a care
Pelicans Roost 107
Condominium
$300.00 - $690.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (20)
Mariner Pointe #1022 is the perfect bay-side retreat with an ideal location and is fully equipped with everything you\'ll need including a view! This updated 2-bedroom, 2 bath, 2nd story condo is your new home away from home and is sure to please on your next island vacation. You\'ll be greeted with stunning bay front water views and the Sanibel Ca
Mariner Pointe 1022
Condominium
$175.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (10)
Truly island living at its finest! This stunning 3 bedroom, 3 bathroom pool home grants you a luxury vacation experience in a warm and inviting climate only Sanibel has to offer. Pyrula\'s Palace is located mid-island in the highly sought after Beachview neighborhood overlooking the 9th fairway of the Sanibel Island Golf Club. This well-manicure
Pyrula's Palace
House
$361.00 - $750.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
Experience the essence of luxury coastal living in this exquisite, pet-friendly Sanibel Island retreat, just an 8-minute stroll to the beach. “Slice of Paradise” is a beautifully crafted 3-bedroom+den, 3.5-bathroom home featuring an open floor plan and fine coastal finishes designed for seamless indoor-outdoor living. Bathe the home in island light
Slice of Paradise
House Pet Friendly
$225.00 - $583.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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