Sanibel Island & Captive Island Vacation Rentals
110 properties available
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
$450.00 - $917.00 / per night
3
bedrooms
2
baths
6
guests
5
(29)
"Coastal Charm" has all the island charm you could desire in your next Sanibel getaway! Located in the desirable Shell Harbour neighborhood with deeded beach access and boat dock and canal access right in your backyard! The home boasts 3 bedroom plus a den and 3 bathrooms with a comfortable, open living area with enough space for your whole family
Coastal Charm
House
$225.00 - $518.00 / per night
3
bedrooms
3
baths
7
guests
5
(1)
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)
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
$250.00 - $651.00 / per night
3
bedrooms
3
baths
6
guests
4.8
(18)
Welcome to "Tahitian Waters"—your serene Sanibel escape. This charming 2-bedroom, 2-bathroom pet-friendly pool home is tucked away on peaceful Tahiti Drive and offers quick, easy access to the private deeded beach just down the road. Bright, airy, and thoughtfully updated, the home captures the feel of a classic beach cottage with all the comforts
Tahitian Waters
House
$220.00 - $555.00 / per night
2
bedrooms
2
baths
6
guests
Vacation Vibes! "Paradise Point" is a beautiful 3 bedroom + den/office, 3 bathroom pool home located on a corner lot with nearby lake views! This stunning and tastefully decorated beach home boasts updated, coastal touches throughout in a tropical setting for your perfect island getaway. This beautiful home welcomes you upon entry with a grand, op
Paradise Point
House
$225.00 - $611.00 / per night
3
bedrooms
3
baths
8
guests
4.6
(6)
Welcome to Loggerhead Cay 483, where island life is just a matter of steps from the beach! This stunning 2 bedroom, 2 bath top floor corner end unit has been completely updated and decorated to match it\'s relaxing beach side setting. (New photos added in March 2025) Upon entering the home you\'ll be greeted with gorgeous vaulted ceilings that open
Loggerhead Cay 483
Condominium
$235.00 - $572.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(24)
Paradise awaits at Loggerhead Cay #274! This spacious beach front 2 bedroom, 2 bathroom condo on the 4th floor is sure to please the whole family! This eclectic and fun property boasts brand new furniture in the living room and bedroom and offers the convenience of the Gulf of Mexico in your back yard! Loggerhead Cay is a wonderful east end communi
Loggerhead Cay 274
Condominium
$225.00 - $565.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(19)
**Please note the pool will be closed from June 20-27 for repairs.
Welcome back to Blind Pass Condominium #A205! This fully renovated 2 bedroom, 2 bath condo is the perfect welcomed retreat for your upcoming island getaway. Upgrades include a beautiful new open kitchen with brand new appliances, cabinets, spectacular quartzite, and cookware. A ful
Blind Pass A205
Condominium
$235.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
4.7
(29)
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
Loggerhead Cay #252 is a beautiful and comfortably decorated 2 bedroom gulf-side condo is located only minutes away from the causeway for easy on and off island access. The open floor plan leads to a screened lanai that offers a view of the landscaped courtyard, the pool and the paved walkway to an unbelievably gorgeous beach on the Gulf – only a c
Loggerhead Cay 252
Condominium
$225.00 - $537.00 / per night
2
bedrooms
2
baths
5
guests
4.8
(26)
Make yourself at home in this fully renovated 2-bedroom, 2.5-bath condo on beautiful Sanibel Island. "Seawind 103" features fun coastal décor and a comfortable split-level layout making this cute and cozy retreat everything you need for a relaxing month-long stay. The bright interior includes a spacious living and dining area, a fully updated kitch
Seawind 103
Townhouse
$190.00 - $545.00 / per night
2
bedrooms
2
baths
6
guests
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