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Self-Catering Key West, Florida

Self-catering Villas & Apartments Key West 

Key West is a popular island city in Florida most famed for its watersports, nightlife, beaches and its art culture. Key West is the perfect spot for snorkelling and swimming with beautiful coral reefs. The island has a relaxed atmosphere and a great area for a night out.

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Blue Sky Serenity Holiday Home
Blue Sky Serenity
6 guests
3 bedrooms
4 bathrooms
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...
€2,026 /avg nightly
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Write This Way Holiday Home
Write This Way
10 guests
5 bedrooms
5 bathrooms
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,...
€2,293 /avg nightly
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Astray in the Wilds Holiday Home
Astray in the Wilds
8 guests
4 bedrooms
5 bathrooms
If you're looking for a home away from home, look no further – nestled in the heart of Miami Beach, Florida, lies this beautiful monthly rental home. Enjoy the private pool, complete with a waterfall...
€655 /avg nightly
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Turquoise Toucan Holiday Home
Turquoise Toucan
6 guests
3 bedrooms
3 bathrooms
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...
€849 /avg nightly
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Key Lime Martini Holiday Home
Key Lime Martini
3 guests
1 bedroom
1 bathroom
Searching for a romantic retreat in the heart of Key West? We’ve found just the thing. This apartment is located just down the road from Duval Street, the hub of the island where you’ll find attractio...
€366 /avg nightly
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Riding Shotgun Holiday Home
Riding Shotgun
4 guests
2 bedrooms
2 bathrooms
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...
€370 /avg nightly
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La Casita Cubana Holiday Home
La Casita Cubana
6 guests
2 bedrooms
2 bathrooms
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...
€250 /avg nightly
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Tangerine Conch Holiday Home
Tangerine Conch
8 guests
3 bedrooms
4 bathrooms
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...
€350 /avg nightly
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Hemingway's Spot Holiday Home
Hemingway's Spot
2 guests
1 bedroom
1 bathroom
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...
€344 /avg nightly
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Salty Yet Sweet Holiday Home
Salty Yet Sweet
8 guests
4 bedrooms
5 bathrooms
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...
€1,358 /avg nightly
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Piña Colada Shores Holiday Home
Piña Colada Shores
9 guests
4 bedrooms
3 bathrooms
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...
€445 /avg nightly
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Tropical Green Holiday Home
Tropical Green
4 guests
1 bedroom
1 bathroom
Though near the Key West Historic District, this hidden gem feels a lot more secluded than it actually is – which might have something to do with being surrounded by a tropical garden of your own. Whe...
€370 /avg nightly
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Zen by the Sea Holiday Home
Zen by the Sea
8 guests
4 bedrooms
3 bathrooms
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...
 
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Living On Key West Time Holiday Home
Living On Key West Time
8 guests
4 bedrooms
5 bathrooms
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...
€1,633 /avg nightly
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Marlin Mojo Holiday Home
Marlin Mojo
6 guests
3 bedrooms
3 bathrooms
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...
€412 /avg nightly
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Aquamarine Dream Holiday Home
Aquamarine Dream
6 guests
2 bedrooms
2 bathrooms
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...
€260 /avg nightly
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Peppermint Cone Holiday Home
Peppermint Cone
4 guests
2 bedrooms
2 bathrooms
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...
€680 /avg nightly
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Pastime Paradise Holiday Home
Pastime Paradise
7 guests
3 bedrooms
3 bathrooms
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...
€1,213 /avg nightly
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Mermaids & Mimosas Holiday Home
Mermaids & Mimosas
6 guests
2 bedrooms
3 bathrooms
Known for it’s vibrant nightlife, delicious food and dreamy beaches, Key West is the ideal location for those looking for a hedonistic holiday – and it’s even better when you stay at this wonderful ho...
€616 /avg nightly
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Shimmering Oasis Holiday Home
Shimmering Oasis
6 guests
3 bedrooms
3 bathrooms
From the pastel-hued Conch-style exterior to the oasis garden, this charming home is Key West living at its best. Every inch of this place exudes a peaceful joy, nestled into a cul-de-sac so quiet tha...
€447 /avg nightly
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Treetop Townscape Holiday Home
Treetop Townscape
7 guests
3 bedrooms
3 bathrooms
Perched upon the coast of Key West lies this beautifully unique monthly rental home. With its own private pool, heated in the colder months, and balconies at both the front and back, you'll enjoy comf...
€432 /avg nightly
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Lush & Leafy Holiday Home
Lush & Leafy
5 guests
3 bedrooms
3 bathrooms
A fun-filled stay in Florida’s Key West awaits you at this wonderful townhouse, based in the heart of the island, within walking distance of great beaches and close to the bars, clubs and restaurants...
€300 /avg nightly
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Crab & Conch Holiday Home
Crab & Conch
4 guests
2 bedrooms
2 bathrooms
Based close to the Southernmost Point marker in the heart of Key West, this dreamy holiday home offers a private and peaceful retreat for those wanting to explore this exciting island. The home is sur...
€259 /avg nightly
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Tropical Garden Holiday Home
Tropical Garden
6 guests
3 bedrooms
2 bathrooms
Embrace the tropics in this postcard-perfect home. From the quaint Conch-style exterior to the bright, homely interior, every inch of this place is quintessential Key West living at its best. You’ll l...
€464 /avg nightly
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Just Like Paradise Holiday Home
Just Like Paradise
6 guests
3 bedrooms
3 bathrooms
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...
 
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True At First Light Holiday Home
True At First Light
4 bedrooms
4 bathrooms
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...
€515 /avg nightly
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Mint, Lemon & Sugar Holiday Home
Mint, Lemon & Sugar
3 bedrooms
3 bathrooms
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...
€456 /avg nightly
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Keys in the Conch Shell Holiday Home
Keys in the Conch Shell
2 bedrooms
2 bathrooms
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...
€456 /avg nightly
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In the Key of Life Holiday Home
In the Key of Life
4 bedrooms
3 bathrooms
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...
€642 /avg nightly
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Sun-Baked Gingerbread Holiday Home
Sun-Baked Gingerbread
3 bedrooms
4 bathrooms
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...
€304 /avg nightly
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Colour Wheel Holiday Home
Colour Wheel
2 bedrooms
1 bathroom
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...
€296 /avg nightly
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Self-Catering Key West
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Key West Self-Catering

Holiday Rentals & Accommodation Key West

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