Compass Realty Vacation Home Rentals & Management

Compass Realty Vacation Home Rentals & Management

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The original vacation home rental and management company of Key West.

06/03/2026

DANCING PALMS - Come stay at this bright and airy 2 bedroom, 2 full bath town home in the renowned Truman Annex in Old Town. Conveniently located two blocks from Duval Street with all of the restaurants, bars, shops and night life; two blocks from the historic Truman Little White house; a short bike ride to Fort Zachary Beach State Park, the locals “best beach”; 2.5 blocks to Mallory Square for the nightly “Sunset Celebration”.
Walk into the bright and airy first floor living area with an open floor plan, well-appointed kitchen, one full bathroom, LARGE dining table and lovely sitting area which opens to the partially covered back patio for the Florida outdoor living experience. Upstairs are two bedrooms separated by a full bathroom. The master has one King size bed, French doors open to a balcony with a spot to enjoy your morning coffee. The second bedroom has two twin beds that can be moved together upon request to form one King bed. Full size washer and dryer are located upstairs. The living room and both bedrooms have flat screen TV’s for your viewing pleasure. Stay comfortably and enjoy the beauty of Key West.
Also, enjoy a dip in the private hot tub on your back patio or refresh with a swim in the “Presidents Walk” community pool, located around the corner from the house. Leave the car at the covered carport and enjoy all that Key West has to offer.
https://www.compass-realty.com/vrp/unit/Dancing_Palms_The_Truman_Annex-2698-198150-1 Please note: This property is monthly rental -This property has a 28 night minimum stay
CALL FOR DISCOUNTED RATES!
305-292-1881

06/02/2026

A WAVE FROM IT ALL -
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Wave from it All is an updated and tastefully decorated 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. Best of all, this home is nestled in a palm tree lined residential community with many historic buildings including the Truman Little Whitehouse, walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation!

The double set of sliding glass doors on the back of the home open up to provide a private spacious tropical oasis of indoor/outdoor living space with a private pool. A large flat screen HD SMART TV hangs on the wall in front of comfortable seating options. The fully equipped kitchen has all the appliances and tools needed to prepare meals at home, on those nights that you chose to dine home with your pick of indoor or outdoor dining.
https://www.compass-realty.com/vrp/unit/A_Wave_From_It_All-2698-243332-1Please note: This property is monthly rental -This property has a 28 night minimum stay
CALL FOR DISCOUNTED RATES!
305-292-1881 See less See less

06/02/2026

SAGO PALM - The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located less than a half mile from one of the best beaches on the island. The Presidents Walk properties are two level townhouses which have private courtyards on the first level and balconies on the second level. Outdoor Grill. Each bedroom has one queen size bed. All properties are outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, off street parking and pool access.
https://www.compass-realty.com/vrp/unit/Sago_Palm_the_Truman_Annex-2698-193326-1
Please note: This property is monthly rental -This property has a 28 night minimum stay
CALL FOR DISCOUNTED RATES!
305-292-1881 See less See less

05/31/2026

"An Island Retreat"

https://www.compass-realty.com/.../An_Island_Retreat-2698...
This charming two bedroom, two and one half bath town home has recently been updated and added to our rental program!
Freshly painted and refurnished, this adorable property is located very close to the pool & includes a lovely rear deck and gardens. The master bedroom has a king sized bed, convenient writing desk overlooking the pool and a private cocktail deck. The guest bedroom features a queen bed.
Both bedrooms have beautifully appointed baths ensuite.
This very quiet private location, in the historic Mills Place complex, enjoys a very large refreshing pool with both sunny and shady areas. Also included here is an assigned off-street parking space and several bike racks.
The Truman Annex is an award-winning gated community located in the center of Old Town Key West.
Please note: This property is monthly rental -This property has a 28 night minimum stay
CALL FOR DISCOUNTED RATES!
305-292-1881 See less

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Address


200 Front Street, Bldg 45
Key West, FL
33040