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Luxury & Trendy Hotels in Florida Keys

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Hotels in Florida Keys

Azul del Mar
Azul del Mar
3.5 out of 5
  • 4 hours drive from Duval Street
The price is $134 per night from Dec 19 to Dec 20
$134
includes taxes & fees
Dec 19 - Dec 20
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...
Azul del Mar
Artist House Key West
Artist House Key West
3.5 out of 5
  • 5 min walk from Duval Street
The price is $280 per night from Dec 24 to Dec 25
$280
includes taxes & fees
Dec 24 - Dec 25
Stay at this 3.5-star boutique B&B in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
Artist House Key West
The Inn on Fleming
The Inn on Fleming
3.5 out of 5
  • 10 min walk from Duval Street
Stay at this 3.5-star boutique guesthouse in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
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The Inn on Fleming
Weatherstation Inn
Weatherstation Inn
2.5 out of 5
  • 6 min walk from Duval Street
The price is $314 per night from Dec 20 to Dec 21
$314
includes taxes & fees
Dec 20 - Dec 21
Book a stay at this boutique B&B in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Weatherstation Inn
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 out of 5
  • 5 min walk from Duval Street
The price is $281 per night from Dec 19 to Dec 20
$281
includes taxes & fees
Dec 19 - Dec 20
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Orchid Key Inn - Adults Only
The Gates Hotel Key West Newly Renovated
The Gates Hotel Key West Newly Renovated
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $218 per night from Dec 19 to Dec 20
$218
includes taxes & fees
Dec 19 - Dec 20
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
The Gates Hotel Key West Newly Renovated
The Marquesa Hotel
The Marquesa Hotel
3.5 out of 5
  • 4 min walk from Duval Street
The price is $451 per night from Dec 19 to Dec 20
$451
includes taxes & fees
Dec 19 - Dec 20
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy 3 outdoor pools, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the ...
The Marquesa Hotel
The Saint Hotel Key West, Autograph Collection
The Saint Hotel Key West, Autograph Collection
3.5 out of 5
  • 5 min walk from Duval Street
The price is $325 per night from Dec 19 to Dec 20
$325
includes taxes & fees
Dec 19 - Dec 20
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Popular attractions Duval Street ...
The Saint Hotel Key West, Autograph Collection
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
  • 9 min drive from Duval Street
The price is $260 per night from Dec 19 to Dec 20
$260
includes taxes & fees
Dec 19 - Dec 20
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
The Perry Hotel & Marina Key West
Santa Maria Suites
Santa Maria Suites
4 out of 5
  • 12 min walk from Duval Street
The price is $398 per night from Dec 19 to Dec 20
$398
includes taxes & fees
Dec 19 - Dec 20
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Santa Maria Suites
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
Fully refundable
  • 11 min walk from Duval Street
The price is $406 per night from Dec 19 to Dec 20
$406
includes taxes & fees
Dec 19 - Dec 20
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
The Gardens Hotel
The Gardens Hotel
4 out of 5
  • 1 min walk from Duval Street
The price is $309 per night from Dec 19 to Dec 20
$309
includes taxes & fees
Dec 19 - Dec 20
Stay at this 4-star B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular ...
The Gardens Hotel
See all 8,290 properties in Florida Keys
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.