Truman Annex Rental Condos in Key West

Just steps from historic Old Town, where the Gulf meets the Atlantic, sits the premier gated community known as Truman Annex. Located by President Trumans Little White House, our homes can be found in the Shipyard, Presidents Walk, Foundry and Admirals Lane. The Annex is walking or biking distance to the shops, restaurants, bars, beaches and museums that make Key West so unique.



Truman Annex
Amenities Search Options
  • Close to Ft. Taylor State Park
  • Great Old Town Location
  • Off Street Parking



  • TRUMAN ANNEX 2 Bedroom Condo KEY WEST, FL 2 bedrooms
    2.5 baths
    $1,550 -
    $3,081

    CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome. Located in Truman Annex, a secluded gated community within Old Town Key West, everything you want to do is within easy walking distance -- tourist attractions, beach, bars, restaurants.



    TRUMAN ANNEX 2 Bedroom Condo KEY WEST, FL 2 bedrooms
    2.5 baths
    $1,650 -
    $3,553

    KEY WEST FOUND:   A striking 2 bedroom, 2.5 bath townhome located in the historic  Foundry building in Truman Annex. This 3-story townhome has all the comforts of home.  Conveniently located within walking distance of all the best of Key West -- tourist attractions, beach, Duval Street, Sunset celebration -- you will never want to leave.



    TRUMAN ANNEX 4 Bedroom Home Key West, FL 4 bedrooms
    4 baths
    $5,500 -
    $11,375

    BLOOM'N PARADISE: Relax in luxury in this beautiful Truman Annex private home with pool and sun deck. 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath offers room for friends and family to enjoy peace and solitude while at home, with the chaotic nightlife of downtown Key West just 2 blocks away.



    TRUMAN ANNEX 2 Bedroom Condo KEY WEST, FL 2 bedrooms
    2 baths
    $1,175 -
    $2,719

    PARROT PERCH: Located in the gated community known as Truman Annex, you are in walking distance of all the activities to experience while visiting our island paradise. This 2nd floor condo with 2 bedrooms 2 baths and sleeper sofa offers a welcome respite in a great location and a great value for a great vacation.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    2.5 baths
    $1,550 -
    $3,444

    A PLACE IN PARADISE:  You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome in prestigious Truman Annex. Spend your vacation in a quiet gated community surrounded by historic buildings and tropical flora that exemplifies the best of Key West. Walk two blocks to all that Duval Street has to offer.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    1.5 baths
    $1,350 -
    $3,045

    LINGER LONGER: Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome in the President's Walk of Truman Annex, a gated community located within Old Town Key West. This property is conveniently situated poolside and just a short walk to the many restaurants, attractions and shopping that make Key West so special.



    TRUMAN ANNEX 4 Bedroom Home Key West, FL 4 bedrooms
    3.5 baths
    $4,500 -
    $10,150

    THE DOLPHIN HOUSE: Two houses with the comfort of one. The Dolphin House comprises a main house and a guesthouse with pool and outdoor living space comfortably nestled in between. Lots of room for friends or family gatherings.  Located in Truman Annex in walking distance of all Key West has to offer.  



    TRUMAN ANNEX 2 Bedroom Condo Key West, Fl 2 bedrooms
    1.5 baths
    $1,350 -
    $3,045

    BAHAMIAN REED: A luxury 2-bedroom 1.5 bath townhome located in the prestigious gated community of Truman Annex in walking distance of all the activities in Old Town Key West -- Fort Zachary Taylor State Park and beach, Duval Street and the nightly Sunset Celebration at Mallory Square, shopping, bars and restaurants.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    1 bath
    $1,175 -
    $2,683

    LAVENDER JUNGLE: Beautiful 2 bedroom 1 bath downstairs Shipyard condo in Truman Annex with back deck that opens to the entrance of Fort Zachary Taylor State Park, one of the nicest beaches on the island. Truman Annex, a secure gated community within Old Town Key West, is within walking distance of all the favorite hotspots on the island.



    TRUMAN ANNEX 3 Bedroom Condo Key West, FL 3 bedrooms
    2 baths
    $2,000 -
    $5,075

    KEY WEST CASA: Beautiful and spacious Shipyard condominium, Key West Casa is one of only a few 3 bedroom 2 bath condos. Located in the prestigous Truman Annex community just 2 blocks to infamous Duval Street and walking distance to the beach, Sunset Celebration and anything you want to do on our island paradise.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    2.5 baths
    $2,000 -
    $4,060

    ISLAND SPICE: Lovely 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of Truman Annex. Exposed brick inside and out gives you an Old Town cozy feel, yet this newly updated home has a trendy tropical flair. Enjoy your secluded front patio for cocktails and BBQ. And when you are ready to party in a crowd, Duval Street is a mere 2 blocks away.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    1 bath
    $1,175 -
    $2,683

    FINN KEY:   Beautiful 2 bedroom 1 bath downstairs condominium with all the modern conveniences located in Truman Annex, steps away from the community pool and walking distance to Fort Taylor State Park for beach and sunset views.   Just 2 blocks from Duval Street and the attractions of historic Old Town Key West.  Everything you're looking for within easy reach.



    TRUMAN ANNEX 2 Bedroom Home Key West, FL 2 bedrooms
    2.5 baths
    $1,800 -
    $3,698

    ARTIST GARDEN:  A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of Truman Annex, a gated community within Old Town Key West. This property is in the ideal location, in walking distance to all Old Town has to offer, including the beautiful beach at Fort Zachary Taylor State Park.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    1 bath
    $1,400 -
    $3,009

    SHIPYARD TREASURE: 2 bedroom 1 bath upstairs condo centrally located to all the sights and attractions of Old Town Key West including the beach at Fort Zachary Taylor State Park. Enjoy a cocktail on your balcony while watching the people stroll by and let the tropical breezes refresh your senses. ASK ABOUT OUR SPECIAL MONTHLY RATES DURING SUMMER MONTHS.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    2 baths
    $1,350 -
    $2,973

    BEACH HOUSE CONDO:   A beautiful 2 bedroom 2 bath Shipyard condominium, located in the prestigious Truman Annex community. This gated community in Old Town Key West is ideal -- only 2 blocks from bars, restaurants and shopping on famous Duval Street and walking distance to all of the attractions you came here to see.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    2 baths
    $1,350 -
    $2,973

    CONCH CONDO: This 2 bedroom 2 bath second-floor condo features a fully-equipped kitchen, home theatre in the living room, plasma TVs in both bedrooms, soaring cathedral ceilings with ceiling fans and central air conditioning. Located in Truman Annex within walking distance of everything Key West has to offer; you have found a true Paradise.



    TRUMAN ANNEX 2 Bedroom Condo Key West, Fl 2 bedrooms
    2 baths
    $1,350 -
    $3,045

    THE HEMINGWAY: A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. Just steps away from the community pool and only 2 blocks from famous Duval Street and historic Old Town Key West. Relax on your back porch, take a dip in the pool, and check out the sights that you have heard so much about on our Island paradise.



    TRUMAN ANNEX 3 Bedroom Condo Key West, FL 3 bedrooms
    3 baths
    $1,750 -
    $2,750

    ALLURING PORCHES: A beautiful 2 bedroom 3 bath townhome with den, offering 3 private bedrooms with baths ensuite. Enjoy the abundant french doors that open the entire downstairs to the outdoors and give this home easy open air living. Located in the Porter Lane section of Truman Annex in walking distance of all there is to enjoy in Old Town.



    TRUMAN ANNEX 3 Bedroom Home KEY WEST, Fl 3 bedrooms
    3.5 baths
    $4,500 -
    $9,925

    ADMIRAL'S PARADISE:  Style is supreme in this 3 bedroom 3.5 bath single family home on Admiral's Lane in the exclusive Truman Annex community. Enjoy the abundant french doors that open the entire downstairs to the outdoor pool and sun deck, offering an easy open air living experience equal to none. Walk to all there is to see in Key West.



    TRUMAN ANNEX 2 Bedroom Condo KEY WEST, FL 2 bedrooms
    1 bath
    $1,175 -
    $2,683

    SIESTA BAY: Beautiful 2 bedroom 1 bath 2nd floor condo in Truman Annex, just steps away from the shared pool and a short walk to Fort Zachary Taylor State Park. Anything you want to do on our island paradise is within a few blocks. Enjoy quiet solitude in this home in between visits to chaotic Duval Street, then do it again and again.



    TRUMAN ANNEX 2 Bedroom Condo Key West, FL 2 bedrooms
    1 bath
    $1,175 -
    $2,683

    KEY WEST CHARMING: This downstairs 2 bedroom 1 bath Shipyard condo is located in prestigious Truman Annex, a gated community within Old Town Key West. Take advantage of the ideal location and convenience of walking to anything you would want to do while visiting our lovely island. Prepare to be charmed.