Thompson Island - Private Island Estate in Key West

Very cool experience, like having your own private island. Great for huge groups, no neighbors, host was very helpful and responded very quickly.

This was the perfect property for our multigenerational family to be together. We had the best time playing volleyball, basketball, paddle boarding, swimming, sitting in the hot tub, grilling and looking for sea creatures together! Thank you so much for allowing us to stay on this beautiful island. We loved every second of our trip!

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

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!

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

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

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

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!

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.

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!