American Realty of Captiva
42 properties available
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)
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
$1,925.00 - $3,500.00 / per week
3
bedrooms
3
baths
6
guests
4.5
(17)
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)
☀️ Too good to pass up — Sol Mate Too is a modern, light-filled second-story apartment just steps from the Gulf of Mexico beach on Captiva Island. Ideal for couples or small groups of up to 6, this charming beachside apartment combines the best of Captiva Island\'s laid-back coastal lifestyle with a convenient location close to everything the isla
Sol Mate Too
Village
$3,325.00 - $6,293.00 / per week
2
bedrooms
2
baths
6
guests
4.8
(29)
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
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)
Brand new on the inside, perfectly positioned on the outside — welcome to Beach Villa #2029, a completely reimagined beachfront villa within the exclusive South Seas Resort on Captiva Island. ☀️ From the fresh, modern interior to the direct Gulf beach access right outside your door, Beach Villa #2029 delivers a resort-style Captiva experience that\
Beach Villa #2029
Beachfront
$5,831.00 / per week
3
bedrooms
3
baths
6
guests
4.4
(7)
☀️ Find your perfect Sol Mate on the shores of Captiva Island — a recently renovated beachfront vacation home that has earned the title of "the ideal vacation home" from guests who return year after year. Directly on Captiva\'s famous white-sand Gulf beach with a short boardwalk leading right to the water, Sol Mate is a multi-generational masterpi
Sol Mate
Beachfront
$11,550.00 - $14,000.00 / per week
6
bedrooms
4
baths
12
guests
4.9
(22)
There are beach vacations — and then there\'s Sea Grapes. This spectacular Captiva-style beachfront home on Wiles Drive brings together five gorgeous bedrooms, four bathrooms, a private rooftop sundeck, Sonos surround sound, and direct Gulf of Mexico access in one extraordinary package. For groups who refuse to settle for ordinary, Sea Grapes is t
Sea Grapes
Beachfront
$8,099.00 - $12,250.00 / per week
5
bedrooms
4
baths
10
guests
4.9
(19)
Brand new for 2026 — be among the very first guests to experience Sea of Green, a stunning freshly constructed vacation home bursting with color, life, and tropical beauty on peaceful Laika Lane in Captiva Village. ☀️ With a private heated pool, four beautifully appointed bedrooms, an ultra-modern interior, and the Gulf of Mexico just steps down th
Sea of Green
Village
$6,650.00 - $7,350.00 / per week
4
bedrooms
3
baths
8
guests
4.8
(13)
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
$6,797.00 - $9,898.00 / per week
4
bedrooms
3
baths
8
guests
4.8
(25)
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