Key West Vacation Rentals

Key West Monthly Vacation Rentals

Key West vacation homes in Florida, like the ones offered by At Home Key West, have been adored by all who set foot on our sands. Harry S. Truman spent his winter down here, and Ernest Hemingway called the island his home for many years. At Home Key West is proud to offer monthly vacation homes for guests who want to take full advantage of our beaches and radiant blue ocean. The option of a monthly rental allows guests to fully immerse themselves into Key West culture and enjoy the tropical beauty that surrounds them without having to make the commitment of buying real estate.

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33 Properties Returned
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Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 2
Type of property: 1 Bed Home - Monthly
Area: OLD TOWN

CONCH CABANA (monthly rental): Check into Conch Cabana and leave your worries behind. Simple yet so comfortable for just the two of you in this lovely historic Conch studio cottage. Centrally located in Old Town, just steps from Hemingway's home and the Lighthouse Museum, one block from Duval and a quick bike ride to the beach. Everything you want is here waiting for you.


Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 2
Type of property: 1 Bed Home - Monthly
Area: OLD TOWN

IBIS (monthly rental): Ibis is a wonderful 1 bedroom 1 bath home that shares the pool and laundry facilities in The Colony Suites compound. Just a couple of blocks to Duval Street, walking distance to restaurants, shopping and attractions of Old Town Key West. Live like a local and find out why we call Key West our island paradise.


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2 Bedrooms
1½ Baths
Sleeps 6
Type of property: 2 Bed Home - Monthly
Area: GOLF COURSE

WIND SWEPT (monthly rental): Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States.  This lovely 2 bedroom 1.5 bath townhome is tastefully furnished with a well-stocked kitchen and located a few doors from the community pool.


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3 Bedrooms
2½ Baths
Sleeps 6
Type of property: 3 Bed Home - Monthly
Area: OLD TOWN

FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. Formerly owned by actress and fan dancer, Sally Rand, this spacious, fully renovated 3-bedroom, 2.5 bath home in the Old Town neighborhood known as The Meadows, with luxurious pool, chef's kitchen and outdoor great room.


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1 Bedroom
2 Baths
Sleeps 2
Type of property: 1 Bed Home - Monthly
Area: OLD TOWN

COCONUT COTTAGE (monthly rental): Adorable, affordable, and near all the action?.... you bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise… Located in a quiet neighborhood of Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest your head in our island city.


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2 Bedrooms
1½ Baths
Sleeps 6
Type of property: 2 Bed Home - Monthly
Area: GOLF COURSE

A SLICE OF PARADISE (monthly rental): 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.


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2 Bedrooms
2½ Baths
Sleeps 4
Type of property: 2 Bed Home - Monthly
Area: OLD TOWN

GREEN ORCHID (monthly rental): Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch experience situated on a narrow lane in one of the last historic Old Town neighborhoods. Inside you'll live with all the modern conveniences and furnishings; outside you'll feel you've been transported to years gone by.


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2 Bedrooms
3 Baths
Sleeps 6
Type of property: 2 Bed Home - Monthly
Area: MID TOWN

CAYO HUESO SUNSHINE (monthly rental): A brand new 2-bedroom 3-bath home with den in a new Key West neighborhood -- quiet and secluded yet so accessible to the wonders of our island.  A block from Higgs Beach on the Atlantic Ocean, one of the best locations you'll find, with lots of extras to make you want to return again and again.


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2 Bedrooms
1 Bath
Sleeps 4
Type of property: 2 Bed Condo - Monthly
Area: OLD TOWN

EMMA'S ESCAPE (monthly rental): Beautiful and spacious 2 bedroom 1 bath ground-level condo located in historic Old Town's Bahama Village neighborhood. Emma’s Escape is one of four condos that share the large landscaped backyard, complete with jacuzzi, pool and tiki hut. Live like a local and you will know why we call it Paradise.


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2 Bedrooms
2 Baths
Sleeps 6
Type of property: 2 Bed Home - Monthly
Area: MID TOWN

A SUITE PARADISE (monthly rental) : This lovely 2 bedroom 2 bath home with den is truly a tropical hideaway tucked away in a secluded Key West neighborhood, yet minutes from all the Duval Street entertainment and Historic Seaport. You can relax and be pampered in a superbly appointed and decorated private home that has every amenity you could desire.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 4
Type of property: 2 Bed Home - Monthly
Area: OLD TOWN

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.


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3 Bedrooms
2½ Baths
Sleeps 6
Type of property: 3 Bed Home - Monthly
Area: GOLF COURSE

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 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.


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2 Bedrooms
2 Baths
Sleeps 6
Type of property: 2 Bed Condo - Monthly
Area: MID TOWN

BOATER'S BEACH HAVEN (monthly rental): A truly unique Key West vacation location. Located midtown on Florida Bay, you'll have first row seats for sunset every night. Take advantage of the private boat dock with your own or a Key West boat rental.  A quick bike ride will get you to Old Town, but you may never want to leave home.


Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 4
Type of property: 1 Bed Home - Monthly
Area: OLD TOWN

CASITA de CATHERINE (monthly rental): Stay and play in this cozy cottage steps from Duval Street! Sunny days and tropical breezes are guaranteed; a perfect place to relax, rejuvenate, and relish all the greatness you came to expect for your stay in Key West. 1 bedroom with king bed, queen sleeper sofa, private deck with jacuzzi, all the comforts of home, and more.


Call For Availability and Pricing
2 Bedrooms
1½ Baths
Sleeps 4
Type of property: 2 Bed Home - Monthly
Area: GOLF COURSE

BOGEY'S RETREAT (monthly rental): Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows you to enjoy everything Key West has to offer in a relaxing environment.  New to the rental market and updated from top to bottom with supreme comfort in mind.  


 

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