Key West Vacation Rentals
Key West, FL vacation rentals have top of the line amenities like a Flat Screen TV. Watch the movies you brought from home or rented in Key West with the added features of pristine picture quality and sound. Before you hit the sack in the evening, have the convenience of being able to catch up on local and national news. All guests will fit comfortably in the plush couches and chairs that your fully furnished Key West vacation rental comes with while enjoying a popular television program or movie.
| GOLF COURSE | 3 Bed Home - Monthly | Key West, FL | 3 bedrooms 2.5 baths |
ISLAND BREEZE (monthly rental): Located in the exclusive Sanctuary within the Key West Golf Club, this spacious home allows for lots of visitors with 3 bedrooms plus a den off the living room with a sleeper sofa. Enjoy the quiet solitude of this secure gated community. And when you\\'re ready for the chaotic activity of Duval Street, you are a quick 10-minute drive away.
| MID TOWN | 3 Bed Home - Monthly | Key West, FL | 4 bedrooms 3.5 baths |
ISLA PARAISO (monthly rental): This home was specially designed to the owner's requirements. Stunning 3 bedroom 3.5 bath home with private pool overlooking the Gulf of Mexico with a perfect view of sunset -- every night! Located two miles from downtown; convenient to all major shopping centers on the island.
| 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.
| OCEAN SIDE | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$220 - $2,206 |
4 PALMS: 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility you want while home, within minutes of the hectic lifestyle of downtown. Condo complex offer jacuzzi, pool, BBQ and tennis courts for your vacation pleasure. Located next to Smathers Beach where you can walk to promenade on the Atlantic Ocean witnessing magnificent sunrise.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, Fl | 2 bedrooms 1.5 baths |
$1,300 - $2,864 |
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 2.5 baths |
$1,600 - $3,408 |
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.
| OLD TOWN | 2 Bedroom Home | Key West, FL | 2 bedrooms 2 baths |
$265 - $2,900 |
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 | 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.
| OLD TOWN | 3 Bedroom Home | Key West, FL | 3 bedrooms 3.5 baths |
$625 - $8,374 |
BAHAMA HOUSE: Location, location, location! New and totally gorgeous, this spacious house is conveniently located on a quiet street in the heart of Old Town Key West only half a block from the fabulous shops, activities, restaurants and nightlife on Duval Street. Lounge at the pool in total privacy and solitude by day; take the walk around the corner to experience Key West nightlife.
| 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.
| CORAL HAMMOCK | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2.5 baths |
$150 - $1,906 |
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Open and airy, with private balconies, a grand 52" flat screen TV in the living room and well-equipped kitchen. A short walk to the community pool and a short drive to favorite local watering holes.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2 baths |
VERANDAH (monthly rental): Tucked away on Frances Street lies your island escape called Verandah, named for the lanai surrounded by Bahama shutters allowing tropical breezes to waft through. A stunning 2 bedroom 2 bath home with private pool in a quiet residential neighborhood with plenty of space for your family to stay and play!
| OLD TOWN | 1 Bedroom Home | Key West, FL | 1 bedroom 1.5 baths |
$210 - $2,414 |
TRANQUILITY: This charming split level cottage offers 1 bedroom 1 full bath upstairs with sleeper sofa and half-bath downstairs. Cozy furnishings, soothing colors and modern conveniences make this the perfect spot for your visit to Key West. Stay in the heart of Old Town and walk to all there is to see on our island Paradise.
| 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.
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$1,800 - $3,625 |
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 |
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.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 1 bath |
PERFECT PINEAPPLE (monthly rental): Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship...and so we welcome you to the Perfect Pineapple. This quaint Conch cottage, 2 bedrooms 1 bath has all the amenities for your visit, including a side yard where you can sunbathe, swim and BBQ to your heart's content.
| OLD TOWN | 1 Bed Home - Monthly | Key West, FL | 1 bedroom 1 bath |
ATLANTIC BLUES (monthly rental): A stylish example of Conch architecture, this 1 bedroom 1 bath cottage has been totally renovated with hardwood floors, beautiful glass tiles, shining granite countertops, top notch kitchen appliances and décor that is playful and soothing. Add the luxury of your own dipping pool and you know you have found your home.
| TRUMAN ANNEX | 3 Bedroom Home | Key West, FL | 3 bedrooms 4 baths |
$4,000 - $9,200 |
EASY LIVIN': The name says it all! This lovely private 3 bedroom home with pool is located in a secluded cul-de-sac in Truman Annex, a gated community located in historic Old Town Key West. Lounge by the pool in peace and tranquility or take a short walk to Duval Street where you will find the restaurants, bars, and shopping you have heard so much about.
| 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.
| GOLF COURSE | 2 Bed Condo - Monthly | Key West, FL | 2 bedrooms 1 bath |
CORNER PLACE (monthly rental): Come to Key West where the sun always shines! Stay in a beautiful 2 bedroom 1 bath home in the gated Key West Golf Club community where you can stroll through lushly landscaped grounds, relax at the pool, tone up in the fitness center, or sip a cocktail on your screened porch, thankful to be in Paradise.
| OLD TOWN | 1 Bed Home - Monthly | Key West, FL | 1 bedroom 1 bath |
VARELA COTTAGE (monthly rental): A true Conch cutie snuggled in Old Town. Varela Cottage is a 1 bedroom 1 bath cottage with an additional sleeping area in the loft. Located in a well-established local neighborhood, the open-floor plan of this home and private jacuzzi in the lushly landscaped backyard beckon you to our Island paradise.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2 baths |
EXHALE (monthly rental): Located on a quiet tree lined street in the heart of Old Town, you will enter into a a tropical escape surrounded by sunshine, ocean breezes and EXHALE. A quaint cottage with the true spirit of Key West combining indoor and outdoor living into one. Walking or biking distance to anything you will want to do while enjoying the lifestyle of a local.
| GOLF COURSE | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 1.5 baths |
A SLICE OF PARADISE: Imagine life in a secluded, golf community, minutes from beach, airport and local's favorite restaurants. Two bedrooms, 1.5 bath, freshly painted, new appliances and eager to offer you a home away from home. Located on the main thoroughfare of the exclusive Key West Golf Club, close enough to Old Town when you want it, far enough away when you don't.
| OLD TOWN | 3 Bedroom Home | Key West, FL | 3 bedrooms 2 baths |
$465 - $6,018 |
BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town, one-half block behind Duval Street. 3 bedrooms and 2 baths with queen sleeper sofa offers a comfortable sanctuary for up to 8 people. Private backyard for lounging by the pool and dining outdoors make this home an ideal choice to enjoy both the quiet and chaotic sides of Key West.