Luxury Accommodation Key West, USA

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Blue Sky Serenity Florida, USA

Self-Catering
3 4From €2,668 Nightly
A short walk from the Hemingway Home and Museum, and Duval Street’s delightful galleries, boutiques and restaurants, this Key West villa is a heavenly retreat. Gorgeous palm trees surround a sparkling...
3
€2,668 /avg nightly
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Zen by the Sea Florida, USA

Self-Catering
4 3From €687 Nightly
Key West's Historic Seaport neighbourhood has a magic all of its own. Nowhere is this more evident than this beautiful home. On entering, you'll be greeted with an immediate sense of peace and relaxat...
4
€687 /avg nightly
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Tangerine Conch Florida, USA

Self-Catering
3 4From €424 Nightly
Like the white sands and shells of Higgs Beach, just over a five-minute walk away, the white wooden exterior of this Conch House immediately catches your eye. In the Casa Marina district of the Old To...
3
€424 /avg nightly
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Pastime Paradise Florida, USA

Self-Catering
3 3From €2,847 Nightly
In the heart of the historic Old Town but still tucked away on a quiet side street, this spot is a serene retreat. Passing through the beautifully adorned wrought iron gate, you will find yourself in...
3
€2,847 /avg nightly
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Hemingway's Spot Florida, USA

Self-Catering
1 1From €839 Nightly
The great Bob Dylan once sang that “Key West is the place to be if you’re looking for immortality”. This seems like the perfect way to describe the beautiful historic district where this gorgeous old...
1
€839 /avg nightly
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True At First Light Florida, USA

Self-Catering
4 4From €515 Nightly
This home has a rich history of artists living in residence or just using it as a base to explore Key West, and you can see this as soon as you step inside. Wherever there was a blank white wall, the...
4
€515 /avg nightly
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Riding Shotgun Florida, USA

Self-Catering
2 2From €384 Nightly
Located along a leafy street, this home is right in the heart of Key West. Designed in typical shotgun style, all rooms are accessed off a long and airy timber-floored corridor that leads to a light-f...
2
€384 /avg nightly
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Turquoise Toucan Florida, USA

Self-Catering
3 3From €1,403 Nightly
On the state’s southernmost point, this home in Florida’s Key West is chock full of timber-clad allure. A bubble of homespun calm, the rooms have a rustic and informal feel but with a modern touch. Sn...
3
€1,403 /avg nightly
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Sun-Baked Gingerbread Florida, USA

Self-Catering
3 4From €304 Nightly
If ever a fairytale was set in Key West, it would take place in this home. Lush palms sway gently at the white picket fence as if to wave you inside, and behind the thick fronds you’ll find the perfec...
3
€304 /avg nightly
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Living On Key West Time Florida, USA

Self-Catering
4 5From €2,544 Nightly
Thrilling watersports, bountiful sunbathing opportunities and pastel-coloured conch houses await those who visit this scenic island city in the Florida Keys. Located on the sought after Elizabeth Stre...
4
€2,544 /avg nightly
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Peppermint Cone Florida, USA

Self-Catering
2 2From €1,423 Nightly
Recently updated throughout, this home is like a minty fresh scoop of ice cream – a real island treat. It’s got that ‘new home’ feel inside – rooms feel fresh, with an emphasis on modern luxury. The k...
2
€1,423 /avg nightly
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Just Like Paradise Florida, USA

Self-Catering
3 3From €457 Nightly
This tropically sweet home has everything you want from a Key West getaway—a refreshing pool, shady balconies, calming interiors and an enviable location—it’s just two blocks from the beach and less t...
3
€457 /avg nightly
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Keys in the Conch Shell Florida, USA

Self-Catering
2 2From €456 Nightly
Looking like a modernist marvel straight out of the pages of a magazine, this sophisticated vacation villa is the epitome of Key West luxury. The surrounding neighbourhood is filled with luxury hotels...
2
€456 /avg nightly
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Salty Yet Sweet Florida, USA

Self-Catering
4 5From €3,190 Nightly
When you hear of Florida's Key West, your imagination conjures up images of palm trees, poolside cocktails, beaches and barbecues. This is indeed the reality you'll find at this tropical home. Set in...
4
€3,190 /avg nightly
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Aquamarine Dream Florida, USA

Self-Catering
2 2From €336 Nightly
An ocean-inspired hideaway in Florida’s Key West, this home is perfectly laid out for a family or small group of friends looking to while away the hours in the sunshine. Swathes of greens and blues, w...
2
€336 /avg nightly
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Piña Colada Shores Florida, USA

Self-Catering
4 3From €537 Nightly
When you’re relaxing at your own private beach estate, it’s hard to believe you’re only a twenty-minute drive from the vibrant centre of Key West. Here at Saddlebunch Key, this unique home allows you...
4
€537 /avg nightly
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Write This Way Florida, USA

Self-Catering
5 5From €3,030 Nightly
Just like you, Hemingway clearly had good taste in accommodation. The author's former digs are just up the road from this plush villa. Although we can't promise your literary ambitions will come true,...
5
€3,030 /avg nightly
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La Casita Cubana Florida, USA

Self-Catering
2 2From €314 Nightly
This charming little cottage is situated in the centre of Key West's Old Town, on the island's highest point. With its teal shutters and cute covered porch, you can easily imagine this home tucked awa...
2
€314 /avg nightly
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Colour Wheel Florida, USA

Self-Catering
2 1From €296 Nightly
This cute-as-a-button clapboard home with its picket fence and whimsical interiors is perfectly suited for long stays in Key West. The rooms are filled with mix and match furniture, quirky flourishes...
2
€296 /avg nightly
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Marlin Mojo Florida, USA

Self-Catering
3 3From €569 Nightly
In beautiful Old Town, close to The Meadows, this historic home is perfectly placed for enjoying all that Key West has to offer. Lush foliage and bright tropical flowers offer a cheerful welcome, whil...
3
€569 /avg nightly
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In the Key of Life Florida, USA

Self-Catering
4 3From €642 Nightly
It's clear from the off that this is a beautiful home, but there are a number of small design touches that elevate it above its rivals — the rustic floorboards that were recovered from a New Hampshire...
4
€642 /avg nightly
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Mint, Lemon & Sugar Florida, USA

Self-Catering
3 3From €456 Nightly
Just five minutes from the waters of Key West, this traditional wooden house is a historic marvel in the middle of the Old Town’s shops, bars, and restaurants. As you enter the grounds leading to the...
3
€456 /avg nightly
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5-Star properties in Key West
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