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Price: high to low
Number of reviews
305 Houses
Responds fast! avg. 32 minutes
Price per night from
$172
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Sugarloaf house
5 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$287
Great rentals within 20 miles that match your search
Price per night from
$564
Welcome Aboard! Relax, unwind, enjoy the water! in key west
Key West yacht
4 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$327
Price per night from
$389
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
5 bedrooms / 5 bathrooms / sleeps 10
Price per night from
$876
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$591
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$551
Old Town, 5 Bdrm Home with Private Pool in Gated Backyard
Key West house
5 bedrooms / 4 bathrooms / sleeps 10
Responds fast! avg. 1 hour 18 minutes
Price per night from
$364
“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.
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$302
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$126
Spacious 3BR/3BA Catamaran as Private Sailing Charter up to 7 nights in Key West
Key West yacht
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$2,995
Key West Gulf front Home with private dock and pool.
Key West house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$328
Luxury 3BD/3B Penthouse Condo at Galleon Resort, Old Key West
Key West condo
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 hours 28 minutes
Price per night from
$919
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort
Key West condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 8 minutes
Price per night from
$583
Responds fast! avg. 2 hours 12 minutes
Price per night from
$187
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$131
Brand New! Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$263
Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys
Ramrod Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$132
Price per night from
$162
Responds fast! avg. 2 hours 38 minutes
Price per night from
$100
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$228
Price per night from
$123