The Fall is actually a great time to be in Key West, there’s less traffic and the island is much quieter, allowing you to enjoy all of your Key West favorites without having to deal with the crowds. The Fall is also when you’ll find the best rate values of the year, your favorite vacation homes can be booked for nearly 20% less than the cost of on-season rates!
Get ready for Fantasy Fest! An experience you have to see to believe, this weeklong event features the Bahama Village Goombay Festival, the Zombie Bike Ride, WomanKind’s BraZaar Presented by Last Key Realty, the Pet Masquerade, the 36th Annual Headdress Ball, the famous Fantasy Fest Parade, and much, much more! Get your most extraordinary costume ready and come join us for a week of Halloween shenanigans! For complete details, check out the official Fantasy Fest website. We still have nightly & weekly rental homes available for the week of Fantasy Fest, including: Villa Cubana, Saltwater Harmony, Gulfside Vistas, Brisa Fresca, and Avalynn House.
Be the first to experience the newest additions to the Last Key rental program this Fall! Our newest homes are fully furnished, fully stocked, and fully equipped with everything you’ll need to enjoy a relaxing vacation in Paradise!
“Southernmost Soul” is a tastefully decorated 2-story townhome in Truman Annex that offers all of the comforts of home – a private pool, off-street parking, and spacious indoor and outdoor living spaces.
“Good Vibrations” is a 4 bedroom, 4.5 bathroom private home with a location that simply cannot be beat, on a quiet lane just half a block from the world-famous Duval Street. This home paired with Last Key Realty’s unrivaled Guest Services will have you feeling those “Good Vibrations” for your entire stay in Paradise!
“Southernmost Palms” is a beautifully renovated 3-story townhome with 2 bedrooms and 2.5 bathrooms, located at The Foundry in Truman Annex. You’ll be just steps from Mallory Square, Duval Street and all of the attractions Old Town, Key West has to offer.
“2 Cool Fish” is a quaint 2 bedroom, 1.5 bathroom townhome located in Truman Annex. This home is tucked away down a quiet pedestrian lane where you’ll have the peace and quiet that comes with a gated community, yet you’ll only be steps away from all of the action of Old Town, Key West.