Vacation Rentals ~ Key West
After a day full of fun in the Conch Republic unwind with a great movie and a bowl of popcorn. At Home Key West has many Key West FL vacation rentals that come equipped with a DVD player. Pack some of your cinema favorites from back home or stop by our local Winn-Dixie Grocery store where you can rent the latest box office hit from Redbox. The convenience of a DVD player provides guests' entertainment should the weather turn gray or to keep the kids occupied while the adults enjoy some time to themselves.
| GOLF COURSE | 3 Bed Home - Monthly | Key West, FL | 3 bedrooms 3 baths |
SUNSET LAKE (monthly rental): Discover Paradise and leave your worries back home. This 3 bedroom 3 bath townhome exudes an ambiance of peace and tranquility. Located in the exclusive gated community, Key West Golf Club, you can stroll the grounds, sun at the pool, play a round of golf, or sit on your porch watching the local wildlife congregate at the lake.
| GOLF COURSE | 2 Bed Condo - Monthly | Key West, FL | 2 bedrooms 2.5 baths |
BIRD'S NEST (monthly rental): Come to Key West, where the sun always shines! Stay in a beautiful 2 bedroom 2.5 bath townhome in the gated Key West Golf Club community. Stroll in quiet solitude through the manicured grounds, relax by the pool, play a round of golf. You're close to it all - beaches, downtown, the airport and some of Key West locals' favorite bars/restaurants.
| 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.
| 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.
| OLD TOWN | 1 Bedroom Condo | Key West, FL | 1 bedroom 1 bath |
$170 - $2,030 |
PARADISE PLACE: This ground-level 1 bedroom 1 bath condominium located in the Palm Gardens community is in the heart of the Art district and just 6 blocks from Duval Street and the Historic Seaport. Soak up the sun in the relaxing swim spa or bike down to Duval Street to be a part of the action. You can have it all!
| 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 | 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 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.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2.5 baths |
EDEN ON EATON: You can have the best of both worlds, right here and now. Live in a historic Conch cottage with subtle details of days gone by, located in the middle of the action on Eaton Street in Old Town Key West. A quick walk or bike ride to the historic seaport, bars, restaurants, shops. Relax on the private deck or sip a cocktail on the front porch watching the people pass by.
| OLD TOWN | 1 Bed Home - Monthly | Key West, FL | 1 bedroom 1 bath |
CASITA de CATHERINE (monthly rental): Come stay and play in this cozy cottage only steps away from Duval Street! Sunny days and tropical breezes are guaranteed; it’s the perfect place to relax, rejuvenate, and relish all the greatness you came to expect for your stay in Key West. 1 bedroom with loft, private deck with jacuzzi, all the comforts of home, and more.
| OLD TOWN | 2 Bed Home - Monthly | Key West, FL | 2 bedrooms 2 baths |
KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...
| TRUMAN ANNEX | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2.5 baths |
$1,600 - $3,408 |
VILLA SOLEIL: Located in the historic Foundry building in Truman Annex, a beautiful gated community in the heart of Old Town Key West. Villa Soleil is the ideal vacation getaway, 2 bedrooms 2.5 baths with sleeper sofa for your family of 6 if you are looking for relaxation and an ideal walking location to all the best Key West has to offer.
| OLD TOWN | Studio Condo | Key West, FL | 1 bedroom 1 bath |
$120 - $1,740 |
OSPREY: This quaint cottage is located in The Colony Suites, a charming and secluded Key West style compound nestled in the heart of historic Old Town Key West, just 2 blocks from Duval Street. Compact and well-appointed, it is perfect for two people who want to relax, swim and walk around Duval Street, day after day.
| 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!
| 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.
| OLD TOWN | 6 Bedroom Home | Key West, FL | 6 bedrooms 5.5 baths |
$1,195 - $15,950 |
DUVAL COMPOUND: Perfect location! In the heart of historic Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling 6 bedroom, 5 full bathroom, 2 half bath compound has two private swimming pools, endless porches, terraces and a huge, fabulous roof deck that overlooks the action on Duval Street.
| OLD TOWN | 1 Bedroom Home | Key West, FL | 1 bedroom 1 bath |
$210 - $2,320 |
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage located in the heart of Old Town Key West. French doors that open to a creative deck surrounded by tropical foliage with private jacuzzi and pool for you alone. Half a block from Duval Street and across the street from our infamous local grocery, Fausto's Food Palace. Heaven...
| CORAL HAMMOCK | 2 Bedroom Condo | Key West, FL | 2 bedrooms 3 baths |
$150 - $1,906 |
CORAL SUITE: If you're looking for a home away from home that will leave you with money in your pocket, Coral Suite is the place for you. This 2 bedroom 2.5 bath townhome in the gated community of Coral Hammock has all the comforts including flatscreen TVs, washer/dryer, private parking, WIFI, and convenient to some of our local favorite restaurants, beach and airport.
| OCEAN SIDE | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$220 - $2,281 |
FLORIDA PALM: 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 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.
| 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.
| 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.
| OLD TOWN | 2 Bedroom Condo | Key West, FL | 2 bedrooms 2 baths |
$225 - $2,610 |
CONCH WIND: Conch Wind is the property you have been hunting for! This Conch-style townhome located in Old Town Key West is nestled in a quiet, secured compound, featuring 1 bedroom with bath ensuite on the first floor and the Master bedroom with bath ensuite upstairs. A porch and second floor balcony overlook the 50 foot pool, offering lots of room for rest and relaxation.
| 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.