BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST

Key West, Florida
$2368 avg/night Minimum Stay 1 Nights
Bed 9

Bed

Bath 8

Bath

Home Private Vacation Home

Property Type

Sleep 20

Max Sleeps

Night 1 nights

Min Stay

A Castle on an Island On A Privately Owned Key West Island

Private Bridge for Cars and Trucks connected to Key West

From the Era of the Great Gatsby, in 1926, one of the richest men in South Florida, his family owned 45 percent of the land in Key West and most all of the shrimp and fishing boats in the Keys, married a beautiful young New York socialite and wanted her to move to Key West to live with him. Honey, I will only move to Key West if you build me a Castle on an Island.So it was!!

For almost a century, this special Island has hosted a presidents, governors and business leaders for meetings, celebrations and parties. This historical property has been restored to its original beautiful stately manner , furnished in modern hip hop Gatsby Style from the recent movie, and now is available for you to host your colleagues, families, and friends for business meetings, educational conferences, and special family events,.

This is one of the most historic, beautiful and expensive properties in Key West, A 35 million dollars private Island, connected to Key West by a bridge and only 8 short minutes to Duval Street. This is a controlled access, gated island community.

Your friends, family and colleagues can make your private island, their meeting place for time in the Key West and the Florida Keys. On your own secluded and secure gated Island,, only 10 minutes to the downtown area, you can enjoy the refreshing trade winds while you meet with your group. The properties boasts some 25 rooms to host your activities, whether formal meetings or just a simple game of teambuilding Volleyball and then a swim in either the salt water pool or fresh water pool, you will enjoy the best the Florida Keys has to offer.

OTHER AMENITIES

FULL AIR CONDITIONING

PRIVATE SMALL BEACH AREA

5 ACRE SECURE GATED ISLAND

4 KAYAKS,

2 PADDLEBOARDS

JACUZZI

POOLVOLLEYBALL COURT (Sand)

DOCK AND BOAT SLIPS WITH FISHING and FISH CLEANING AREA

TENNIS COURT (OFF SITE)

BASKETBALL HOOP

POOL TABLE

10 FLAT SCREENS

MULTIPLE WIFI (INCLUDING 5G) NETWORKS

RACKETBALL COURT (OFFSITE /OPTIONAL)

2 LARGE OCEANVIEW PORCHES

Bedroom and Sleep Info

The VERY LARGE MASTER is 600 sq. feet with a private bathroom, shower and tub, and has 2 king beds.

The Coral Room, about the size of an average master has a king bed with private bath, shower and tub

The Ocean Room has a king bed and private bathroom with tub and shower.

The Turtle Room has a king bed with private bathroom with shower

The Gatsby Room has a king bed with bathroom and shared shower.

INCLUDED NO EXTRA CHARGE The Mango Tree Cottage had a large living room, a full kitchen, 2 larger bedrooms with kings, and 2 private bathrooms with showers.



OPTIONAL EXTRA FEE

The Mermaid's Cottage is very modern with a small living area and small full kitchen, very large bedroom with a king bed and a bathroom with shower.

OPTIONAL EXTRA FEE BEACH COTTAGE

The Beach Cottage is very modern with a small living area, very large bedroom with a king bed and a bathroom with shower.

PLEASE CALL FOR MORE INFO
Thanks Andrew cell 305 923 6480

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    9 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 8000 Sq Ft (743 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden Outdoor Furniture
  • POOL/SPA

    Hot Tub Outdoor Pool
  • BATHROOMS

    8.5 Bathrooms Hair Dryer Shower Towels Provided
  • THINGS TO DO

    Kayak On Site
  • ENTERTAINMENT

    Foosball Table Pool Or Billiards Table Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    Near The Ocean On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 20

Map Map

School District Rates & Availability

Review Review

  • Rosalynn M.

    Submitted Jan 24, 2026

    Stayed Jan 19, 2026

    Excellent property. The host was very accommodating and anticipated every need.

  • Kathy D.

    Submitted Dec 31, 2025

    Stayed Dec 20, 2025

    We had a wonderful family Christmas stay here at this charming, historic home! Loved the location as it is close to the airport, grocery, the beach and has a beautiful water view. We traveled with my 86 year old mom and I’d like to caution others that this is an old house that is not handicap accessible and does not have a shower on the main floor. For the younger ones, however, it was nice being on an island where they could talk and laugh and not bother any neighbors and there was a lot for them to do. Andrew is a very nice, accommodating, responsive host. Scott was great with orientation and any needs we had throughout the week. Overall a very positive stay!

  • Piero F.

    Submitted Jun 14, 2025

    Stayed May 30, 2025

    Andrew and Co. are the best. They make you feel right at home and can connect you with local businesses if you are looking to plan some fun when in KW

  • Tyler C.

    Submitted Dec 16, 2024

    Stayed Dec 11, 2024

    The Thompson Island home was amazing for us to celebrate our wedding! Thanks so much to the host for being responsive and helpful. It was a great experience all around

  • Marcus M.

    Submitted Aug 16, 2024

    Stayed Aug 6, 2024

    Wonderful communication. Lovely home. Thoroughly enjoyed our time and would return

  • Debbie V.

    Submitted Apr 19, 2024

    Stayed Apr 10, 2024

    We hosted an executive leadership retreat and rented the entire property. It was the most positive experience from beginning to end! The host's communication and the grounds team that greeted us were impeccable. The house & cottages were beautiful and surpassed our expectations. There is everything you need: kayaks, paddle boards, bikes, volleyball! I can't say enough how much we all enjoyed it. Thank you so much!! Highly recommend!

  • Paige H.

    Submitted Mar 7, 2024

    Stayed Feb 29, 2024

    We had an amazing time on Thompson Island for my big birthday! Plenty of room for our 15 friends. The property was clean and the kitchen was well stocked. We really enjoyed our stay.

  • Peter K.

    Submitted Feb 23, 2024

    Stayed Feb 16, 2024

    We had a group of 20 dentists and meet ever year in a tropical or snow setting. The accomodations were ideal for us on Thompson island. Staff and owners were very attentive. One of our guest misplaced her wallet and phone. The staff located it and she was able to get it before flying out. First class!

  • Vincent Y.

    Submitted Jan 31, 2024

    Stayed Jan 24, 2024

    I had a milestone birthday and had family celebrate with me. Andrew's estate was conveniently close to the airport and was easy to find. All fifteen adults had comfortable beds and use of seven and a half bathrooms. We especially loved the size of the dining room and how we were all able to sit at the same table. The home itself is close to 100 years old, so do not expect perfection. It has its unique charm and a compelling history that is worth knowing. Everyone had a great stay in Key West, thanks in good part to this property.

  • Edward S.

    Submitted Dec 6, 2023

    Stayed Nov 17, 2023

    The property is large and private. It gears to large groups looking to celebrate any occasion. Water access is provided for kayaking and paddle boarding.

Your dates are Available!

Total

Includes taxes and fees
$2,368+
View details