Features
Map
Rates & Availability
Review
Features
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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
Map
Rates & Availability
Review
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Rosalynn M.
Submitted Jan 24, 2026
Stayed Jan 19, 2026Excellent property. The host was very accommodating and anticipated every need.
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Kathy D.
Submitted Dec 31, 2025
Stayed Dec 20, 2025We 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!
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Piero F.
Submitted Jun 14, 2025
Stayed May 30, 2025Andrew 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
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Tyler C.
Submitted Dec 16, 2024
Stayed Dec 11, 2024The 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
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Marcus M.
Submitted Aug 16, 2024
Stayed Aug 6, 2024Wonderful communication. Lovely home. Thoroughly enjoyed our time and would return
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Debbie V.
Submitted Apr 19, 2024
Stayed Apr 10, 2024We 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!
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Paige H.
Submitted Mar 7, 2024
Stayed Feb 29, 2024We 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.
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Peter K.
Submitted Feb 23, 2024
Stayed Feb 16, 2024We 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!
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Vincent Y.
Submitted Jan 31, 2024
Stayed Jan 24, 2024I 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.
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Edward S.
Submitted Dec 6, 2023
Stayed Nov 17, 2023The property is large and private. It gears to large groups looking to celebrate any occasion. Water access is provided for kayaking and paddle boarding.