Compass Realty Vacation Home Rentals & Management
Compass Realty in Key West, Florida! We specialize in privately owned vacation rentals and sales of
The original vacation home rental and management company of Key West.
05/30/2026
"Gypsy's Palace"
Fabulous waterfront two level condo in the beautiful Historic Mills Place Hospital Building in the Truman Annex awaits! This spacious palace enjoys tall ceilings on the main level with sweeping french doors leading out to the refreshing covered deck and spectacular views of the water, sunsets and the new Truman Waterfront Park!
https://www.compass-realty.com/vrp/unit/Gypsys_Palace_in_the_Truman_Annex-2698-193299-1
MONTHLY RENTAL!! 305-292-1881
05/30/2026
Beachy Keen Too
https://www.compass-realty.com/vrp/unit/Beachy_Keen_Too-2698-259724-1
WEEKLY RENTAL - Enjoy endless open water views just footsteps away from the tranquil waters and beach of the Atlantic Ocean.
“Beach Club #304” is a serene waterfront oasis located in an upscale gated community within walking and biking distance to the local’s finest spots, including restaurants, beaches, shopping centers, bars and the infamous Duval Street.
Call for details 305-292-1881 or email us at [email protected]
05/29/2026
"A Gulfstream Drift"
https://www.compass-realty.com/vrp/unit/BREATHTAKING_VIEWS_ASK_ABOUT_OUR_SPECIAL_RATES-2698-193298-1
Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise has 2000 square feet of living space providing plenty of room for comfort and entertaining. The three large bedrooms have ocean views with en suite bathrooms in the master and king guest bedrooms. The third bedroom has a queen & one twin bed. The property is fully furnished and professionally decorated in a tropical theme complete with central AC, kitchenware, linens, TV, radio, cable internet with wifi, and a work desk in each bedroom. Other amenities are an elevator, covered private parking, nearby community pool and local professional management. This Harbour Place condo is conveniently located in prestigious Truman Annex in the Heart of Old Town, about 3 blocks from fabulous activities, shops and restaurants on Duval Street and about 1/4 mile from Fort Zachary Taylor State Park. This is Key West living at its finest for a vacation you will treasure.
Please note: This property has a 28 night minimum stay
05/29/2026
"Sweets Spot"
https://www.compass-realty.com/vrp/unit/Sweets_Spot_At_The_Harbour_Place-2698-228970-1
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breathtaking water and sunset views from the large and luxurious pool area and decks. This breathtaking penthouse enjoys open water views from most rooms. Sweeping and luxurious with three bedrooms, four and one half baths and plenty of room to spread out and relax.
Monthly Rental - call for discounted rates! 305-292-1881
05/28/2026
"AQUA BREEZE"
https://www.compass-realty.com/vrp/unit/Aqua_Breeze_the_Truman_Annex-2698-193263-1
his two bedroom condo is located in the Truman Annex, Key West's premier residential community in Harbour Place on the Atlantic Ocean front. All major rooms and the balcony have a great view of the ocean and Westin Marina. Harbour Place has a large heated swimming pool directly on the ocean exclusively for Harbour Place residents
Call for monthly specials!
305-292-1881
05/28/2026
"PARADISE ON THE OCEAN"
https://www.compass-realty.com/vrp/unit/Paradise_on_the_Ocean_the_Truman_Annex-2698-193319-1
This waterfront two bedroom condo is located in the Truman Annex, Key West's premier residential community. Enjoy endless sunsets from all of the rooms and the balcony. The primary suite features King bed and large beautifully appointed bath. The guest bedroom features twins which can be converted to a King bed if desired.
MONTHLY SPECIALS 305-292-1881
05/27/2026
"SUBLIME SUNSETS"
Breathtaking waterfront view from this 4 bedroom, 4.5 bath condominium in Harbour Place in the Truman Annex is ready to receive you! Enjoy a sprawling floorplan with endless views of the Atlantic Ocean and the Gulf of Mexico! This one of a kind gem has recently been COMPLETELY renovated.
https://www.compass-realty.com/vrp/unit/Waterfront_4_bedroom_4.5_bath_luxurious_condo-2698-209734-1
Call for details 305-292-1881 or email us at [email protected]
05/27/2026
"Sunset Dalite"
https://www.compass-realty.com/vrp/unit/Sunset_Dalite_the_Truman_Annex-2698-193338-1
Enjoy the breathtaking views of the Atlantic Ocean and the Gulf of Mexico from your front row seat! This gorgeous condominium has been tastefully updated with newer countertops, appliances, furniture, and linens.
MONTHLY SPECIALS!! Call for more information 305-292-1881 or email us at [email protected]
05/26/2026
"An Ocean Serenity"
https://www.compass-realty.com/vrp/unit/An_Ocean_Serenity-2698-264555-1
A luxury, ocean front, 2 bedroom, (king in master, queen in guest bedroom) 2.5 bath condo at Harbour Place in the award winning Truman Annex in Old Town Key West. This second-floor condominium features spectacular Key West sunsets. Overlooking the Atlantic Ocean, and the Gulf of Mexico, it is a short walk to The Truman Waterfront Park, Duval Street and all the venues Key West is famous for. Dishwasher, washer, dryer, pots, tableware, towels and linens, central air, covered assigned parking and pool access
Call for summer specials! 305-292-1881 or email us at [email protected]
05/26/2026
"A Sunset Peace"
https://www.compass-realty.com/vrp/unit/A_Sunset_Peace-2698-237569-1
A luxury, ocean front, 2 bedroom, (king in master, twins or twins as king in guest bedroom, queen sleeper in living room) 2.5 bath condo at Harbour Place in the award winning Truman Annex in Old Town Key West. This second-floor condominium features spectacular Key West sunsets. Overlooking the Atlantic Ocean, and the Gulf of Mexico, it is a short walk to The Truman Waterfront Park, Duval Street and all the venues Key West is famous for. Dishwasher, washer, dryer, pots, tableware, towels and linens, central air, covered assigned parking and pool access.
Call for summer rates! (Monthly Rental) 305-292-1881
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Address
200 Front Street, Bldg 45
Key West, FL
33040