Experience the allure of a bygone era at this enchanting 1926 Castle on an Island, where majestic ocean views meet modern Gatsby-inspired style. Enjoy refreshing trade winds while you unwind in your own secluded gated island community with private beach area, saltwater and freshwater pools, or relax in the Jacuzzi. With multiple WiFi networks and 10 flat screens available for use.
Reviews
9.89.8 out of 10
Exceptional
Entire home
9 bedrooms9 bathroomsSleeps 208000 sq ft
Popular amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free Wi-Fi
The current price is £2,358
£2,358
includes taxes & fees
21 Apr - 22 Apr
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
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
Property amenities
Beach
Beach nearby
Pool/Spa
Hot tub
Outdoor pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
9 bedrooms
Bedsheets provided
Bathroom
8.5 bathrooms
Bathtub
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Garden
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near the ocean
On the waterfront
Things to do
Billiards/pool table
Foosball table
Kayak
Safety features
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Note from host: ALL CHILDREN ARE COUNTED FOR MAX OCCUPANCY
Events
Events allowed: family gatherings, birthday parties, weddings
PEOPLE ATTENDING NOT STAYING SUBJECT TO ADDED FEE
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
Note from host: PEOPLE ATTENDING NOT STAYING SUBJECT TO ADDED FEE
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Located in Key West, this holiday home is on the waterfront. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers Beach. Key West Tropical Forest and Botanical Garden and Key West Butterfly and Nature Conservatory are also worth visiting. Visit our Key West travel guide
Does BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST?
As of 18 Apr 2026, prices found for a 1-night stay for 2 adults at BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST on 21 Apr 2026 start from £2,358, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST pet-friendly?
No, pets are not allowed at this property.
How much is parking at BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST?
On-site parking is available at the property.
What time is check-in at BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST?
Check-in begins at 4:00 PM.
What time is check-out at BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST?
Checkout is at 10:00 AM.
Where is BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST located?
Situated on the waterfront, this holiday home is 0.9 mi (1.5 km) from Key West Tropical Forest and Botanical Garden and 2.7 mi (4.3 km) from Florida Keys Beaches. Fort East Martello Museum and Gallery and Key West Art and Historical Society are also within 2 miles (3 km).
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BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
Perfect property for family, friends and wedding party
Thompson Island, private island, estate was just perfect for housing our friends and wedding guests of 20 people, and Andrew and Scott were super accommodating and easy to work with. Perfect combination of soaking in Key West and all that it has to offer, and a private estate to relax in and enjoy connections with those that you love.
We got married on Thompson Island and it was truly the wedding of our dreams. We got to have our closest friends and family stay on the Island with us for a long weekend and it was absolutely the best weekend ever. The place was so beautiful to take pictures at as well. And Andrew and his wife are so sweet and helpful. Couldn’t recommend enough.
Amazing spot in the Keys for a professional meeting and social event.
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!
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!
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.
Thompson island was an absolute perfect setting for my wife’s 40th. The week there was filled with so much activities(both on and off the island) and the history of the home was beautiful.
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
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.
Very nice property with appropriate accoutrements to the time and period for the property. Very quiet location with excellent views. This is not a property for a party with anyone with accessibility needs.
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!
The property manager was wonderful to work with from the moment we booked to the moment we left always was extremely responsive and professional the property itself is just wow wow wow what a location all the amenities all the kids stayed busy I would recommend this property to anyone that is looking for a dream vacation in the keys thank you Andrew to you and your staff a real Jem thank you.
We rented this home for our son And daughter in law to “tie the knot” on a sunset sailboat with just 16 family members. This home was perfect for what we needed so we could all hang out and Celebrate the weekend and getting to get to know each other’s family. The home is very large with a lot of space. If you like history then this home has it but you need to understand the home is close to 100 years old and not updated but had a lot of Charm. The owner was extremely easy to work with and very helpful and answered all questions very quickly.