Condo Rentals in Key West FL in a Gated Community
| OLD TOWN | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2.5 baths |
$225 - $2,719 |
CARIBBEAN DUVAL: Nestled above Duval Street in the heart of the Art district, this lovely 2 bedroom, 2.5 bath townhouse, a spacious 1,300 sq. ft. hideaway, features central A/C and an open floor plan with a half bath on the first floor and a full bath in each bedroom upstairs. Duval Square, a gated, secure rooftop community with pool is centrally located in Old Town Key West.
| CORAL HAMMOCK | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2.5 baths |
$150 - $1,906 |
CORAL CARIBE: Located in the Coral Hammock gated community, this 2 bedroom 2.5 bath townhome has all the amenities and comforts of home. Community pool is steps away, and lushly landscaped grounds and walking paths create an elegant ambience and the utmost in privacy. Minutes away from beaches and favorite locals restaurants.
| OLD TOWN | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$250 - $2,755 |
ISLAND WIND: Welcome to a tropical sun-drenched oasis in the heart of Old Town. This charming 2 bedroom 2 bath Bahamian-style townhome, with tin roof and white spindled decks reminiscent of Old Key West, is located in award-winning Windward Park, a gated and secure compound. Soothe your weary muscles in your private jacuzzi after taking in the sights all day.
| OLD TOWN | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$250 - $2,755 |
LEEWARD ISLE KEY WEST RETREAT: Dwell in the possibility! 2 bedrooms 2 baths in this newly renovated residence. From the moment you park in the private parking lot, you know you are someplace special. A small gated compound with only 13 homes, you will revel in the peace and quiet, while still being located right in the heart of Old Town.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$1,300 - $2,791 |
BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath Shipyard condominium with private jacuzzi, 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 2.5 baths |
$1,500 - $2,900 |
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.
| OLD TOWN | 2 Bedroom Home | Key West, FL | 2 bedrooms 2 baths |
$250 - $2,755 |
SOUTHERN WIND: A renovated 2 bedroom 2 bath 2-story home located in the Windward Park compound in the heart of Old Town, 1 block from Duval Street and walking distance to the sights and attractions of the Historic district. This home is equipped with all the comforts of home and more. Nestled in the far corner of the compound adds privacy to this home away from home.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2 baths |
CONCH ESCAPE (monthly rental): 2 bedroom 2 bath cottage in a quiet Old Town neighborhood, this property has a renovated kitchen and other recent updates making it comfortable and inviting. Enjoy a cocktail on the private deck in your own backyard, or stroll over the the pool shared by an intimate group of neighbors.
| OLD TOWN | 2 Bedroom Condo | Key West, Fl | 2 bedrooms 2.5 baths |
$225 - $2,719 |
DUVAL SEA TURTLE: This 2 bedroom 2.5 bath townhome with sleeper sofa offers comfort and space for a family of six. Conveniently located in the rooftop townhome community of Duval Square, you\\'re close enough to the eclectic activity of Duval Street, and far enough to enjoy peace and quiet in the privacy of your own home.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 1 bath |
$1,300 - $2,791 |
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 2012.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 1 bath |
SUNNY DAYS (monthly rental): Beautifully maintained while retaining its original style and structure, this quaint 2 bedroom 1 bath cottage has Dade County pine throughout the property adding a feel of old Key West. The furnishings are tasteful and comfortable, the neighbors in this intimate compound are friendly and the pool and jacuzzi are inviting.
| TRUMAN ANNEX | 3 Bedroom Condo | Key West, FL | 3 bedrooms 3 baths |
$1,700 - $3,125 |
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.
| OLD TOWN | Key West, FL | 2 bedrooms 2.5 baths |
DUVAL ON THE SQUARE - Located at the Duval Square townhomes directly on Duval but above all the hubbub. The townhomes are built on the second and third story of the complex with community pool overlooking Duval Street. This lovely 2 bedroom 2.5 bath townhome is available for a relaxing, luxurious month in Paradise.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2 baths |
NAUTICAL DREAMS (monthly rental): Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom 2 bath home, in a small compound of 8 cottages, opens from each bedroom and the living room onto a grand private deck with ample space for entertaining or relaxing with a book. Walking through this well-established local neighborhood is an added bonus.
| OLD TOWN | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2.5 baths |
$240 - $2,900 |
SPA ON DUVAL: A tropical 2-story, 2 bedroom 2.5bath townhome located in the rooftop community of Duval Square where you only have to walk downstairs to great restaurants, specialty shops and the action of Duval Street. Catch the rays on the pool deck or soothe tired muscles in the private jacuzzi on your own deck. Spa On Duval is truly a Key West experience to enjoy.
| GOLF COURSE | 3 Bed Condo - Monthly | Key West, FL | 3 bedrooms 2 baths |
SUNDOWN COTTAGE (monthly rental): Enjoy peaceful solitude in this 3 bedroom 2 bath home in the Key West Golf Club community with front row seats of golfers meandering around the course right in front of you. If you get tired of swimming in the community pool or golfing on the beautifully designed greens, take a 5minute drive to Old Town to check out the sights.
| TRUMAN ANNEX | 2 Bedroom Condo | KEY WEST, FL | 2 bedrooms 2 baths |
$1,100 - $2,538 |
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.
| OCEAN SIDE | 3 Bedroom Condo | Key West, FL | 3 bedrooms 2 baths |
$375 - $4,344 |
SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach, the balcony wraps around offering full ocean views from the 3 bedrooms and the living room. Stylish furnishings, well-equipped kitchen and all the modern conveniences are here for your pleasure.
| 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 2 baths |
$1,300 - $2,791 |
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.
| OLD TOWN | 1 Bedroom Home | Key West, FL | 1 bedroom 1 bath |
$190 - $2,248 |
EGRET COTTAGE: Enjoy your own sweet 1 bedroom cottage with private deck in a charming compound nestled in the heart of historic Old Town Key West, two blocks from Duval Street with its incredible art galleries, boutiques, museums, attractions, restaurants, and nightclubs. Close enough when you want it, far enough when you don't.
| GOLF COURSE | 3 Bed Home - Monthly | Key West, FL | 3 bedrooms 3 baths |
TEE TIME (monthly rental): Come to Key West, where the sun always shines! Stay in a beautiful 3 bedroom 3 bath Conch-style home in the gated Key West Golf Club community and you will be close to it all - pools and golf course a few steps away, beach, airport and downtown a few minutes away. You could not ask for more.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$2,200 - $4,250 |
TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your private deck or living in front of Truman's Little White House. Located in the exclusive Harbour Place complex, it has all the comforts of home and more. Conveniently located in Truman Annex, within walking distance of all Key West activities, you'll be tempted to return again and again.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 1 bath |
$1,100 - $2,538 |
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.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 1 bath |
$1,100 - $2,538 |
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.