Key West Vacation Rentals

Find Monthly Vacation Rentals In Key West, Florida

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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Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 4
Type of property: Condo
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
1 Bath
Sleeps 3
Type of property: Cottage
Area: Old Town

William's Loft (Monthly Rental)
Located in Old Town in a small, quiet compound of cottages sits William's Loft in one of Key West's most desirable neighborhoods. A secluded compound surrounded by lush tropical foliage make this the idyllic escape. The cottage is exactly as you envision in Key West with distressed wood floors and Dade County Pine plus all the modern amenities of home.


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2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Townhouse
Area: Stock Island

KOKOMO (monthly rental): Everybody knows a little place like Kokomo. Now if you want to go and get away from it all go down to Kokomo. Tropical drinks melting in your hand, we'll be falling in love to the rhythm of a steel drum band down in Kokomo.  Located in the exclusive Key West Golf Club Community you will enjoy a beautifully manicured landscaped grounds, a fabulous pool with waterfall and access to the fitness facility.


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1 Bedroom
2 Baths
Sleeps 2
Type of property: Cottage
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
1 Bath
Sleeps 4
Type of property: Condo
Area: Old Town

EMMA'S SECRET (monthly rental):  Luxurious 2 bedroom 1 bath condominium located in the historic Bahama Village neighborhood of Old Town offers all the amenities of home.  Enjoy the tropical backyard ambience with jacuzzi, pool and tiki hut.   Located in walking distance to Duval Street, the heart of Key West with all the activities, restaurants, speciality shops and nightlife.


Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 2
Type of property: Cottage
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
3 Baths
Sleeps 6
Type of property: Private Home
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.


Call For Availability and Pricing
2 Bedrooms
1½ Baths
Sleeps 6
Type of property: Townhouse
Area: Stock Island

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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1 Bedroom
2 Baths
Sleeps 2
Type of property: Cottage
Area: Old Town

SUNNY VIEW (monthly rental): Adorable, affordable, and a great location! Sunny View is the perfect escape for a couple looking to get away from it all in Paradise. A sweet 1 bedroom cottage with bricked backyard, a perfect spot for your morning cafe con leche. Convenient to downtown and shopping. Live like a local on Key West time.


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1 Bedroom
2 Baths
Sleeps 2
Type of property: Private Home
Area: Old Town

TROPICAL CASITA: It is rare you find a true jewel like Tropical Casita, nestled in a sweet little spot amid lush landscaping and secluded tranquility.  Languish in the grandiose bedroom on the second level, unwind around the pool, dine under the stars and sunbathe on the private upper level deck.  Decadence at its best.


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2 Bedrooms
1 Bath
Sleeps 4
Type of property: Cottage
Area: Old Town

SUNNY DAYS - Monthly rental Key West, beautifully maintained while retaining its original style and structure. Dade County pine is throughout the property, lots of French doors and windows to bring in the sunshine, and lots of privacy within the cottage grounds and within the compound community. 


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2 Bedrooms
2½ Baths
Sleeps 6
Type of property: Townhouse
Area: Old Town

DUVAL ON THE SQUARE (monthly rental):  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.


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3 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised in Key West, for more than 4 generations.  Ethel Bowe-Thomas purchased the house in the 1930's, raised her family there, planted the massive poinciana tree that offers shade in the backyard, and now her family wants to share it with you.  A unique opportunity to experience life in Key West through the eyes of a Conch.


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3 Bedrooms
2½ Baths
Sleeps 6
Type of property: Private Home
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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3 Bedrooms
2 Baths
Sleeps 8
Type of property: Private Home
Area: Mid Town

FLAGLER STATION (monthly rental): This one just arrived and it is a true gem! Flagler Station was just remodeled, refurbished and re-furnished. High speed WIFI and state-of-the-art electronics, top-of the-line gourmet kitchen and luxury linens make this home the one you'll return to year after year.


 

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