Sanibel Island & Captiva Island Vacation Rentals
106 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 - $570.00 / per night
2
bedrooms
2
baths
6
guests
5
(2)
Welcome to stunning Sanibel Surfside #226, a 2 bedroom, 2 bath beach side condo offering all the luxuries of home plus the Gulf in your backyard! This quaint island complex is nestled in the heart of Sanibel Island and features a relaxing vacation environment with the convenience of being so close to many island restaurants, shopping and the island
Sanibel Surfside 226
Condominium
$200.00 - $570.00 / per night
2
bedrooms
2
baths
4
guests
5
(10)
"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
$333.00 - $740.00 / per night
5
bedrooms
5
baths
10
guests
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
3
bedrooms
2
baths
6
guests
"Whimsea" has been beautifully updated and meticulously maintained. This charming Gulf access home is less than a mile from Blind Pass beach. The extensive gardens create a magnificent, private setting. The open floor plan creates a comfortable living area that leads to the spacious screened lanai. The dock and adjacent deck serve as a fabulous wat
Whimsea
House
$225.00 - $535.00 / per night
3
bedrooms
2
baths
6
guests
Sanibel Surfside "Stunner" #111 is a stunning, direct Gulf-front end condo that offers breathtaking ocean views and a spacious, newly remodeled interior. This 2-bedroom, 2-bathroom end unit features 1 King bed and 2 Twin beds, comfortably accommodating up to 4 guests. With 1425 square feet of living space, there\'s plenty of room to relax and unwin
Sanibel Surfside 111
Condominium
$300.00 - $700.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(42)
Welcome home to your very own island oasis with all the luxuries of Gulfside living!! This beautifully appointed 2 bedroom, 2 bath condo is a beach-goers dream come true! Located mid-island in Sanibel Surfside in the heart of Sanibel Island near shell-strewn beaches, miles of bike paths, and nearby shopping and restaurants! Upon entering the condo
Sanibel Surfside 114
Condominium
$280.00 - $700.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(37)
Welcome to "Beach Walk", where coastal comfort meets Island serenity. Come enjoy beautifully updated 2-bedroom, 2-bath pool home tucked within the desirable Beachview Estates. Thoughtfully designed with a split floor plan, this light-filled retreat blends relaxed coastal style with comfort and privacy.
Step inside to an airy great room featuring v
Beach Walk
House
$200.00 - $530.00 / per night
2
bedrooms
2
baths
7
guests
5
(7)
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
$200.00 - $500.00 / per night
3
bedrooms
2
baths
6
guests
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
2
bedrooms
2
baths
6
guests
4.8
(19)
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
2
bedrooms
2
baths
4
guests
This near-beach 3 bedroom, 2 bathroom pool home offers tremendous privacy and comfort on a large, tropical lot in a quiet neighborhood with a short stroll to the beach.
"Turtle Tracks" is the perfect Sanibel Island beach style home that is sure to please you and your family! This raised home is located off the highly desirable West Gulf Drive wit
Turtle Tracks
House
$238.00 - $592.00 / per night
3
bedrooms
2
baths
6
guests
5
(12)
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