Key West Vacation Rentals

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.

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.

DIAMONDS ON THE WATER: Looking for the ultimate Keys experience? Look no further! Diamonds on the Water will show you the reason people come to the Keys on vacation and never go back. Located on 2 lots, there is plenty of room for entertaining in the house or around the pool plus boat dock space on the canal leading to Florida Bay.

DUVAL STREET HIDEAWAY: A two-story, 2 bedroom 2.5 bath townhome located in the rooftop townhome community of Duval Square. Lounge by the pool catching the rays or maybe read a book. Stroll the length of Duval Street to see the sights and you will know how it got the name People Watching Capital of the World.

LAND'S END - A rare find tucked away in the Seaport district of Land’s End is an Old Town treasure awaiting your arrival! Nestled in a compound half a block off Caroline Street (yes, the same street of Jimmy Buffett fame!), you will find your own piece of Paradise. Perfect for one or two adventurous souls who enjoy being close to the action.

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.

THE VICTORIA HOUSE: This gracious historic property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. 5 bedrooms 5.5 baths with pool and jacuzzi offers your friends and family the finest of acccommodations. Conveniently located on Truman Avenue, 2 blocks from Duval Street. This home has it all!

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.

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.

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.

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.

KEY WEST CROWN JEWEL: We know that you will enjoy staying in our little bit of Paradise. This is a 2 bedroom, 2 bath Penthouse condominium with 1350 square feet of living space. Located on the Atlantic Ocean with magnificent views from every room. A short bike ride downtown and you are in the midst of what has made Duval Street infamous: bars, restaurants, and galleries galore.

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.

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.

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.

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.

TROPICAL DREAMING: This tropical 2-bedroom home with sleeper sofa offers all the comforts of home. There are classic art features, hardwood floors, tall ceilings, and a true Key West feel. Sip a con leche on the back deck in the morning, swim and sun in the afternoon in your private pool, then head 1 block to Duval Street for the eclectic nightlife. It does not get better than this!

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.

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.

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.

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.

DUVAL PENTHOUSE:   A large luxury apartment located in downtown Key West with rooftop views of Duval Street.  This property has it all, fabulous location, beautiful furnishings and plenty of space to accommodate your friends and family. 3 bedrooms 3 bath on the 2nd and 3rd levels, with pool on the ground level.  Very chic and urban modern in our laid back island paradise.

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.

BRISA DEL MAR: This 2 bedroom, 2 bath condominium is located oceanfront in a gated community with a spectacular view of the Atlantic Ocean. Walk across the street to the beach and rent umbrellas, chairs, kayaks; enjoy a sno-cone after playing volleyball or just sit on your balcony and relax in the tropical breezes with a margarita.  Now, this is livin'...

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.