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233 properties

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Margaritaville Beach House Key West

Key West
Pool
Paradise Has A New Address
Steps from Smathers Beach and minutes from Old Town. Spacious Suites. Relax by the pool or around the fire pit. Free Shuttle.
Fully refundable
8.8/10Excellent(1,543 reviews)
8.8 out of 10 Excellent (1,543 reviews)
Price is $645 per night
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Pier House Resort & Spa

Historic Seaport
Pool
Hot tub
Ready for a Private Beach Escape?
Enjoy our private white sand beach, lavish spa, oasis pool, iconic Chart Room bar, & award-winning oceanfront restaurant One Duval
Fully refundable
8.8/10Excellent(1,036 reviews)
8.8 out of 10 Excellent (1,036 reviews)
We have 1 left at
Price is $899 per night
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Havana Cabana at Key West

New Town
Pool
Hot tub
8.6/10Excellent(1,359 reviews)
8.6 out of 10 Excellent (1,359 reviews)
We have 7 left at 18% off at
Price was $459, price is now $376 per night
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Ibis Bay Beach Resort

Key West
Breakfast included
Pool
Fully refundable
7.6/10Good(1,611 reviews)
7.6 out of 10 Good (1,611 reviews)
modMember Price available
Price is $439 per night
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Heron House Court - Adult Only

Historic Seaport
Pool
8.8/10Excellent(1,035 reviews)
8.8 out of 10 Excellent (1,035 reviews)
We have 1 left at 20% off at
Price was $419, price is now $335 per night
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The Palms Hotel

The Meadows
Breakfast included
Pool
8.0/10Very Good(1,031 reviews)
8.0 out of 10 Very Good (1,031 reviews)
modMember Price available
Price is $395 per night
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Fairfield Inn & Suites Key West at The Keys Collection

New Town
Pool
Fully refundable
8.4/10Very Good(1,016 reviews)
8.4 out of 10 Very Good (1,016 reviews)
We have 5 left at
Price is $404 per night
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Heron House - Adult Only

Downtown Key West
Breakfast included
Pool
8.8/10Excellent(1,041 reviews)
8.8 out of 10 Excellent (1,041 reviews)
We have 1 left at 25% off at
Price was $559, price is now $419 per night
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Casa 325

Historic Seaport
Pool
9.2/10Wonderful(412 reviews)
9.2 out of 10 Wonderful (412 reviews)
We have 1 left at
Price is $365 per night
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The Laureate Key West

New Town
Pool
Fully refundable
9.0/10Wonderful(1,036 reviews)
9.0 out of 10 Wonderful (1,036 reviews)
Price is $559 per night
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Andrews Inn & Garden Cottages

Downtown Key West
Breakfast included
Pool
9.6/10Exceptional(58 reviews)
9.6 out of 10 Exceptional (58 reviews)
We have 1 left at
Price is $466 per night
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24 North Hotel Key West

New Town
Pool
Fully refundable
7.2/10Good(1,507 reviews)
7.2 out of 10 Good (1,507 reviews)
modMember Price available
Price was $529, price is now $450 per night
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Southwinds Motel

Uptown - Upper Duval
Pool
8.6/10Excellent(1,023 reviews)
8.6 out of 10 Excellent (1,023 reviews)
We have 5 left at
Price is $377 per night
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Margaritaville Beach House Key West

Key West
Pool
Fully refundable
8.8/10Excellent(1,543 reviews)
8.8 out of 10 Excellent (1,543 reviews)
Price is $645 per night
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Kimpton Lighthouse Hotel, an IHG Hotel

Key West Historic District
Pool
8.6/10Excellent(251 reviews)
8.6 out of 10 Excellent (251 reviews)
We have 8 left at 15% off at
Price was $529, price is now $450 per night
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Ambrosia Key West

Key West Historic District
Breakfast included
Pool
9.2/10Wonderful(681 reviews)
9.2 out of 10 Wonderful (681 reviews)
modMember Price available
Price was $605, price is now $484 per night
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New Orleans House - Gay Men Adult Resort

Downtown Key West
Breakfast included
Pool
Fully refundable
8.4/10Very Good(233 reviews)
8.4 out of 10 Very Good (233 reviews)
We have 1 left at
Price is $300 per night
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