‘Gay Key West Vacation Rentals’ is designed by ‘Vacation Homes of Key West’ to help find your ultimate private Key West vacation property exactly where you want to stay on the island of Key West, Florida. We’ll help take some of the ‘guess work’ out of choosing the best Key West rental in the ideal location for you. Here we offer a selection of our favorite gay-friendly property picks in relation to and within proximity of Key West’s famous gay-destination resorts, entertainment and nightlife, and in residential neighborhoods nearby.

If you are looking to be close to the hub of Duval Street entertainment, you can choose a private vacation rental property that is right on or very close to the Upper end of Duval Street. Perhaps you’re interested in finding a private vacation home on or near famous Fleming Street, a beautiful Old Town Victorian residential street with several gay resort style guest houses. Or maybe you’re looking for an elegant private contemporary home that is off-the-beaten, but close enough to town, so you can walk or ride a bike to Key West nightlife, restaurants, the beach, and all the other unique attractions the island has to offer.

Whatever your preference or whatever your Key West vacation dream, come as you are - be who you are. Enjoy the island, enjoy the scene, and then indulge in the luxury of coming home to your own private vacation rental. Wind down, relax, and enjoy some laid-back tranquil island time. You deserve it!



Really LIVE your
Key West vacation... island style...