Located right in Old Town Key West and just minutes from iconic Duval Street, Truman Annex is a gated community within access to the best that Key West has to offer. Walk or bike to the many restaurants and bars in Old Town or stroll to the beaches for a relaxing afternoon. Truman Annex is close to everything, but it still feels quiet and secluded. View some of our favorite Key West vacation rentals in Truman Annex and book one for your stay today.
City Cay
City Cay is a 1 bedroom, 1 bathroom condo rental for 2 guests. Offering a sleek and stylish space, City Cay is an upper-level condo with a private balcony. This unit has been recently renovated with modern furniture and stainless steel appliances. Enjoy this perfect home base for your Key West adventures.
President’s Walk
President’s Walk is a 2 bedroom, 1.5 bathroom home with room to accommodate 4 guests. This tropical oasis features a welcoming front porch and homey interior. Enjoy your private patio or take a dip in the community pool just steps from this rental.
Southard Getaway
Southard Getaway is a 2 bedroom, 1.5 bathroom home that has space for 5 guests. Escape into this tucked-away home surrounded by lush landscaping along Southard Street. Take advantage of the front porch or enjoy the privacy of the back deck and patio. You’ll be immediately transported to island time at this home.
Artist Garden
Artist Garden is a 2 bedroom, 2.5 bathroom house rental with space for 6 guests to stay comfortably. Enjoy the space and comfort of Artist Garden, which features an open-concept living and dining space overlooking the back deck. You’re also a short walk from the community pool.
Easy Livin
Easy Livin is a 3 bedroom, 4 bathroom home with space for 8 guests. Hide behind tropical landscaping at Easy Livin, which features a warm and inviting interior with a large kitchen and living spaces. This two-story home has ample room for everyone to have their own space, or you can all gather around the stunning private pool and patio.
Book Your Truman Annex Vacation Rental in Key West
Truman Annex is one of the most desired communities in Key West, offering an ideal location near all the best things to do while still feeling secluded and private. Browse all of our rentals in Truman Annex and book your Key West vacation rental today.