American Realty of Captiva
42 properties available
Welcome to Sunset Captiva #13 — one of the most beloved homes in Captiva Island\'s most popular vacation community. ☀️ Fully remodeled from top to bottom with a brand new kitchen, bathrooms, and flooring throughout, this exceptional vacation home sits in the charming Sunset Captiva neighborhood, where private sandy lanes lead to one of the large he
13 Sunset Captiva
Sunset Captiva
$3,850.00 - $4,550.00 / per week
2
bedrooms
2
baths
6
guests
4.8
(30)
Step back in time and fall in love with old Florida charm at Island House — a beautiful historic cottage in the classic Florida style, nestled in the heart of Captiva Village. ☀️ This one-of-a-kind vacation home blends the character and warmth of Captiva Island\'s architectural heritage with all the modern comforts you need for a perfect beach geta
Island House
Village
$3,255.00 - $5,999.00 / per week
3
bedrooms
3
baths
7
guests
5
(15)
Some vacations end. This one doesn\'t have to — welcome to Endless Summer, an extraordinary luxury estate on Captiva Island that transports you to a world of exotic elegance, sun-soaked beauty, and pure Gulf Coast magic. Located just 900 feet from the beach on the desirable Laika Lane in Captiva Village, this breathtaking 5-bedroom, 6-bath home fo
Endless Summer
Village
$7,000.00 - $11,200.00 / per week
5
bedrooms
6
baths
12
guests
4.7
(20)
SPECIAL !!! August 2026
$6299 Open Weeks only !!!!
Rise and shine, at Morning Glories, every morning on Captiva Island is a glory. ☀️
Morning Glories is a top-tier luxury vacation estate tucked away on quiet Gore Lane in Captiva Village. Big, beautiful, and designed for the premium Gulf Coast vacation experience, this extraordinary home comfor
Morning Glories
Village
$7,511.00 - $12,999.00 / per week
7
bedrooms
7
baths
12
guests
4.8
(24)
Welcome to Twin Tides — one of Captiva Island\'s most extraordinary luxury vacation homes. Perfectly positioned on a private one-acre estate within the exclusive Tarpon Bay enclave, this spectacular Gulf-front retreat offers breathtaking panoramic views of the Gulf of Mexico, direct private beach access, and the rare convenience of a private deeded
Twin Tides
Beachfront
$11,900.00 - $17,500.00 / per week
5
bedrooms
6
baths
12
guests
Leave your shoes at the door and follow the delightful path through towering palms, whispering pines, and swaying tropical plantings — because at Barefoot Way, the beach feels like it\'s all your own. This fully remodeled beachfront estate sits on Captiva Island\'s legendary Gold Coast, where pristine white sand meets the warm, refreshing Gulf of
Barefoot Way
Beachfront
$15,309.00 - $21,000.00 / per week
5
bedrooms
5
baths
10
guests
4.9
(21)
Rare, exquisite, and utterly breathtaking — White Orchid is the crown jewel of Captiva Island\'s luxury beachfront rentals. This fully renovated contemporary masterpiece on Captiva Drive combines world-class design, unmatched Gulf of Mexico beachfront access, and amenities that redefine what a vacation home can be. With 4 bedrooms, 4 baths, a pool
White Orchid
Beachfront
$23,100.00 - $30,310.00 / per week
4
bedrooms
4
baths
12
guests
4.9
(12)
***SPECIAL $399.00 PER NIGHT***
Resort living meets island paradise at Bayside Villa 4302 — a stunning 1,450-square-foot corner villa perched on the third floor of the exclusive South Seas Resort gated community on Captiva Island. ☀️ With panoramic views, cool Gulf breezes, and resort amenities at your fingertips, this beautifully appointed 3-bed
Bayside Villa # 4302
Bayfront
$3,900.00 - $4,200.00 / per week
3
bedrooms
3
baths
8
guests
4.7
(19)
From the moment you arrive at Laika House, you\'ll understand why this beautiful vacation home on legendary Laika Lane is one of the most beloved properties on Captiva Island. ☀️ A non-smoking private retreat steps from the Gulf of Mexico beach, Laika House combines soaring cathedral ceilings, a private heated pool, and that effortlessly warm islan
Laika House
Village
$4,820.00 - $6,496.00 / per week
4
bedrooms
2
baths
8
guests
4.9
(40)
Ride the wave of a lifetime at Surfcomber — a deluxe beachfront vacation estate on legendary Captiva Drive, where the Gulf of Mexico is literally your front yard. ☀️ This stunning 4-bedroom, 4.5-bath non-smoking property combines direct beachfront access with a private heated pool and spa, luxurious interiors, and the kind of elevated Captiva Islan
Surfcomber
Beachfront
$12,509.00 - $15,323.00 / per week
4
bedrooms
4
baths
8
guests
4.7
(17)
Shell yeah, this is exactly the vacation you\'ve been dreaming about! Welcome to Shell Yeah, a spectacular 5-bedroom, 5-bath vacation home with a private pool and spa on quiet Wightman Lane in the heart of Captiva Village. With 15 guests, a gorgeous heated pool, and a location that puts the Gulf of Mexico beach and Captiva\'s best restaurants and
Shell Yeah
Village
$6,300.00 - $10,150.00 / per week
5
bedrooms
5
baths
15
guests
4.9
(34)
Cute as a button and absolutely irresistible — meet Captiva Cutie, a fully renovated cottage-style vacation home that will steal your heart from the moment you arrive! Nestled on the private, tropical paradise of Laika Lane in the desirable Captiva Village area, this charming one-floor home is just steps from the island\'s famous white-sand beach
Captiva Cutie
Village
$4,025.00 - $6,160.00 / per week
3
bedrooms
2
baths
6
guests
4.9
(24)
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