American Realty of Captiva
42 properties available
☀️ Welcome to A Shore Thing — where your Captiva Island escape truly begins! Nestled on peaceful Gore Lane in the heart of Captiva Village, this gorgeous 4-bedroom vacation home puts you just 400 feet from the stunning white sands of the Gulf of Mexico. ️ That\'s a two-minute barefoot stroll to paradise — and once you feel that warm sand between yo
A Shore Thing
Village
$5,145.00 - $5,600.00 / per week
4
bedrooms
3
baths
8
guests
4.7
(16)
️ Because it really, truly is — welcome to Life\'s a Beach, a newly decorated and refreshed beach cottage on beautiful Wightman Lane in Captiva Village that perfectly captures the joy, color, and easy magic of island living. ☀️ From the masterwork tropical garden to the covered hot tub, the skylights to the vibrant pergola-adorned outdoor spaces, L
Life's A Beach
Village
$3,150.00 - $5,278.00 / per week
3
bedrooms
2
baths
6
guests
4.6
(31)
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
$3,450.00 - $6,160.00 / per week
3
bedrooms
2
baths
6
guests
4.9
(22)
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
$11,375.00 - $15,323.00 / per week
4
bedrooms
4
baths
8
guests
4.7
(17)
Where Captiva Island sunshine meets architectural elegance — welcome to Casablanca del Sol, a stunning modern luxury home that redefines what a beach vacation can be. ☀️ Built in 2012 and spanning 2,492 square feet across a thoughtfully designed floor plan, this gorgeous 4-bedroom, 3-bath home on quiet Wightman Lane in Captiva Village is a masterpi
Casablanca del Sol
Village
$4,800.00 - $9,898.00 / per week
4
bedrooms
3
baths
8
guests
4.8
(25)
SPECIAL !!!!
June - August 2026 $7,700.00
Open Weeks Only
Majestic, secluded, and breathtakingly beautiful — Grey Heron Home & Guest House is the crown jewel of beachfront living on Captiva Island. Perched directly on the Gulf of Mexico on iconic Captiva Drive, this spectacular two-structure compound offers 14 guests an unparalleled combinatio
Grey Heron
Beachfront
$7,700.00 - $16,751.00 / per week
6
bedrooms
5
baths
14
guests
4.7
(27)
Feel the warm Gulf winds drift through open windows and let all your worries dissolve — welcome to Sea Breeze, a beautifully custom-designed vacation home on Laika Lane in Captiva Village. ☀️ With a private heated pool, three spacious bedrooms and three full baths, and one of the island\'s most desirable village locations just steps from the beach,
Sea Breeze
Village
$3,100.00 - $4,900.00 / per week
3
bedrooms
3
baths
8
guests
4.7
(29)
Island life at its most relaxed and rewarding — welcome to Sunset Captiva #16, a charming single-family vacation home nestled in the peaceful and beloved Sunset Captiva community on Captiva Island. With access to a large heated community pool, community tennis courts, a community dock, and the Gulf of Mexico beach, plus a quiet, sandy-lane locatio
16 Sunset Captiva
Sunset Captiva
$1,848.00 - $4,550.00 / per week
2
bedrooms
2
baths
6
guests
4.9
(31)
☀️ Every day is a sunny day when you\'re staying at Sunny Days — a truly incredible vacation home in the heart of Captiva Village that perfectly blends old Florida charm with smart, modern design. With a private heated pool and in-ground spa, a fun-filled game room, a grand front porch with rocking chairs, a private elevator, and a location that l
Sunny Days
Village
$6,299.00 - $11,200.00 / per week
5
bedrooms
5
baths
10
guests
4.8
(45)
Wake up to the most breathtaking bay views on Captiva Island at Bayside Villa 5322 — a freshly renovated bayfront gem nestled within the exclusive South Seas Resort gated community. Directly on the bay with 180-degree water views, this stunning 3-bedroom villa has been completely and beautifully redone inside, making it one of the most sought-afte
Bayside Villa #5322
Bayfront
$1,460.00 - $3,500.00 / per week
3
bedrooms
3
baths
6
guests
4.5
(17)
Sea la vie — such is life when you\'re staying at Sea La Vie, the grandest vacation estate on Captiva Island. ☀️ This magnificent 6,679-square-foot luxury home on Andy Rosse Lane is just 250 feet from the Gulf of Mexico beach and represents the very pinnacle of Captiva Island vacation living. Six bedrooms, six bathrooms, a private pool and spa, and
Sea La Vie
Village
$8,400.00 - $12,999.00 / per week
6
bedrooms
6
baths
12
guests
4.5
(22)
***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
$3,675.00 - $4,200.00 / per week
3
bedrooms
3
baths
8
guests
4.7
(19)
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