Sanibel Island & Captive Island Vacation Rentals
110 properties available
Ready to experience the charm of Sanibel Island? Your Island Escape in Shell Harbor awaits!
Welcome to "Beach Daze", this beautiful updated Shell Harbor home offers everything you need for a relaxing, beachside getaway. With just a short walk to Sanibel\'s pristine east-end beaches, this spacious 3 bedroom, 2 bath semi-elevated home blends modern
Beach Daze
House
$250.00 - $592.00 / per night
3
bedrooms
2
baths
7
guests
Welcome to "Island Sanctuary", a stunning vacation rental property located on Sanibel\'s east end. This tastefully upgraded home features 3 bedrooms and 2 bathrooms, offering a comfortable, open floor plan and living space adorned with stylish coastal decor. Our guests can enjoy the private pool and a large screened lanai, perfect for outdoor relax
Island Sanctuary
House
$225.00 - $648.00 / per night
3
bedrooms
2
baths
6
guests
5
(4)
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
$225.00 - $555.00 / per night
3
bedrooms
2
baths
6
guests
4.7
(8)
"Sea Glass Serenity" is truly a coastal getaway! Wake up refreshed in this beautiful, custom-built home with amazing views of the private pool and luxurious landscaping. This home boasts 3 bedrooms + den and 3 bathrooms with a large open floor plan and plenty of space for the whole family to enjoy! The outdoor space offers a large pool and private
Sea Glass Serenity
House
$285.00 - $600.00 / per night
3
bedrooms
3
baths
6
guests
5
(2)
Sand Pointe Update: Please note there are still come complex amenities that may be unavailable for use during your upcoming stay. Current pending/scheduled items include the pool, storage lockers, and landscaping that are to be completed sometime in mid-2026. The elevator is expected to be back in service by April 2026. These timelines cannot be gu
Sand Pointe 137
Condominium
$400.00 - $762.00 / per night
2
bedrooms
2
baths
6
guests
Don\'t miss out on "Castle By The Sea" for your ideal Sanibel Island getaway! This stunning 4 bedroom, 4 bathroom, Mediterranean style home with brand new furnishings throughout is perfect for the whole family!
Long lake views await you at this stunning beach home along with an abundance of living space and new furnishings of island decor. Enter i
Castle By The Sea
House
$250.00 - $648.00 / per night
4
bedrooms
3
baths
8
guests
4
(1)
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
$400.00 - $716.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(39)
Come & enjoy "Palm Whisper" a spacious 4 bedroom, 3 bathroom, pet-friendly, pool home just a 10 minute walk to Blind Pass Beach!
Relish in the lush landscape from the privacy of your enclosed 2-story caged lanai either on the upstairs deck patio or lounging poolside*. This home boasts new furnishings throughout, new stainless steel appliances and
Palm Whisper
House
$225.00 - $555.00 / per night
3
bedrooms
3
baths
6
guests
4.7
(8)
At "Pelican\'s Perch", vacations are meant to be this good -- and they just got better!
Pelican\'s Perch had a full makeover! This home has been completely renovated and features a spectacular custom rebuild. Step into a world where shabby chic meets coastal sophistication in our exquisite vacation rental home. This meticulously designed home offe
Pelican's Perch
House
$300.00 - $666.00 / per night
4
bedrooms
4
baths
10
guests
4.8
(27)
"The Seahorse Garden" is a stunning and secluded 4 bedroom home nestled on a cul-de-sac off of West Gulf Drive offering quick, walkable access to the nearby deeded beach path. The house sits on a large lot in a quiet neighborhood and the home itself features bright natural light, modern updates and furnishings with a desirable split floor plan layo
The Seahorse Garden
House
$250.00 - $648.00 / per night
4
bedrooms
3
baths
8
guests
4.5
(2)
Welcome to "Osprey Hideaway" – your perfect island retreat! This charming 3-bedroom, 2.5-bathroom ground-level home is located in the highly sought-after Dunes neighborhood on beautiful Sanibel Island. Thoughtfully designed with a spacious split floor plan, there\'s plenty of room for the whole family – including your furry friend! Step inside to f
Osprey Hideaway
House
$225.00 - $592.00 / per night
3
bedrooms
2
baths
8
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
$375.00 - $716.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(18)
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