Sanibel Island & Captiva Island Vacation Rentals
107 properties available
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 - $700.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(42)
Enjoy this comfortable and convenient 3 bedroom, 2 bath pool home in the heart of Sanibel close to beaches, shopping & bike paths! "The Sand Castle" is sure to brighten your eyes with it\'s updated, island style and brand new decor throughout! The home boasts a large open floor plan with an immaculate outdoor area enclosed by a screened lanai and a
The Sand Castle
House
$200.00 - $611.00 / per night
3
bedrooms
2
baths
8
guests
5
(3)
Welcome to Mariner Pointe #842—your coastal island retreat! This beautifully updated 2-bedroom, 2-bath condo offers relaxed bayside living with bright coastal décor and an open, inviting layout. Enjoy a spacious living area and an enclosed lanai that frames gorgeous bayside water views. The modern kitchen features white cabinetry and a generous bre
Mariner Pointe 842
Condominium
$185.00 - $365.00 / per night
2
bedrooms
2
baths
6
guests
Enjoy Captiva Island at its finest in Bayside Villa #5236, a comfortable 1 bedroom, 2 bathroom with stunning Bay Front views and conveniently nestled within the gates of a renowned island resort.
This cozy & comfortable condo gets rave reviews from guests lucky enough to vacation in this unit while staying at the renowned island resort on beautif
Bayside Villa 5236
Condominium
$270.00 - $465.00 / per night
1
bedrooms
2
baths
4
guests
4.5
(9)
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
$280.00 - $700.00 / per night
2
bedrooms
2
baths
4
guests
4.8
(16)
** Please note: The swimming pool will be unavailable on September 14-16, 2026. Elevators throughout the complex will be serviced in September/October which will cause temporary closures for multiple days. Current scheduled dates for Building C: Monday, September 21st, 2026 to September 24th, 2026 however dates are subject to change due to circumst
Pointe Santo C42
Condominium
$225.00 - $570.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(30)
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
$200.00 - $629.00 / per night
3
bedrooms
3
baths
6
guests
4.8
(18)
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
$225.00 - $648.00 / per night
4
bedrooms
3
baths
8
guests
4
(1)
Looking for a simple getaway to the beautiful Island of Sanibel? Well, look no further! This beautiful, bay-front condo with stunning views is just a click-away! Mariner Pointe 1013 boasts two bedrooms and two bathrooms in the perfect location with easy access on and off the Island.
Mariner Pointe is a great community that offers an array of enjoy
Mariner Pointe 1013
Condominium
$185.00 - $365.00 / per night
2
bedrooms
2
baths
4
guests
4.7
(10)
Check out this superb rental opportunity within steps to the nearby beach access on West Gulf Drive! "Sunken Treasure" is a gorgeous ground level, 3 bedroom, 2 bathroom pool home! Completely remodeled and decorated with soothing coastal decor, it has all the amenities and conveniences of home you could hope for! The main living area offers a spacio
Sunken Treasure
House
$200.00 - $629.00 / per night
3
bedrooms
2
baths
8
guests
4.7
(9)
Experience luxury living in this unique rental home "Bean & Bubs Shell Shack", where expansive golf course views greet you from your private lanai. With ample bedrooms designed for comfort and style, this home offers a perfect blend of space and elegance. The chef\'s kitchen is a true showstopper, featuring all-new high-end upgrades and modern furn
Bean & Bubs Shell Shack
House
$200.00 - $648.00 / per night
3
bedrooms
3
baths
10
guests
5
(2)
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
$200.00 - $540.00 / per night
2
bedrooms
2
baths
6
guests
4.8
(26)
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