Private Beachfront Oasis and Pool on Upper Captiva accessible by boat or plane

Captiva, Florida
$3998 avg/night
Bed 3

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate
Set along the waters of Pine Island Sound with views stretching toward the Gulf of Mexico, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Situated on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts.

Designed for those who crave privacy, adventure, and a true sense of escape, the residence features 5 bedrooms, 5 bathrooms, and more than 3,900 square feet crafted to capture panoramic water views and unforgettable sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen is appointed with premium appliances, wine and beverage refrigeration, an ice maker, and an open layout ideal for hosting.

Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nor-Tech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include a whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, well water, septic, propane gas service, a private sauna, and every luxury appointment in place. The 29'5 x 36'7 hangar-style garage offers substantial space for aircraft.

This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. Spend your mornings heading out by Viking for world-class fishing, your afternoons cruising to nearby islands, and your evenings soaking in panoramic sunsets over Pine Island Sound. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this estate is designed for the buyer who expects the extraordinary.

And the island lifestyle extends beyond the dock and runway. Upper Captiva offers beloved gathering spots where owners and guests can unwind and enjoy the social side of island living, including Mango’s, Mainstay North Captiva, formerly Barnacles, Over the Waterfront at Safety Harbor Club, and The Boathouse. It is the kind of place where a day of fishing or island hopping flows naturally into sunset cocktails, waterfront dining, and relaxed evenings in one of Southwest Florida’s most exclusive and unforgettable communities.

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  • Feature Features
  • Map Map
  • School District Rates & Availability

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    Internet Access
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Bidet Hair Dryer Jetted Bathtub Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    Spanish
  • THINGS TO DO

    Fitness Center
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 01:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Your dates are Available!

Total

Includes taxes and fees
$3,998+
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