Luxury accommodations
341 properties found in Key West
- Sunset Key Cottages
Sunset Key Cottages
245 Front Street Secluded beach access - 1.5km
Best for Couples-
Private island location with cottages
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Award-winning dining at Latitudes
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Heated tropical pool and whirlpools
from
US$ 699 price for 1 nightMore detailsCheck rates -
- La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Downtown Key West Duval Street access - 300m
Best for Couples-
Mojito tasting for two each stay
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Historic hotel with vintage architecture
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Daily bike rentals included
from
US$ 224 price for 1 nightMore detailsCheck rates -
- H2O Suites- Adults Only
H2O Suites- Adults Only
Downtown Key West Steps from Duval Street - 200m
Best for Couples-
Private plunge pools in suites
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Rooftop pool with bar
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Complimentary welcome beverage
from
US$ 299 price for 1 nightMore detailsCheck rates -
- The Capitana Key West
The Capitana Key West
2401 North Roosevelt Boulevard Close to attractions - 2km
Best for Families-
Private beach access available
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Pet-friendly accommodations offered
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Cottages with full kitchen amenities
from
US$ 250 price for 1 nightMore detailsCheck rates -
- The Laureate Key West
The Laureate Key West
3444 N Roosevelt Boulevard 33040 Key West Fl Us Ocean views - 300m
Best for Families-
Luxe bi-level suites with kitchens
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Family-friendly with dog-friendly policy
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Serene bay-front views and pool
from
US$ 101 price for 1 nightMore detailsCheck rates -
- The Reach Key West, Curio Collection By Hilton
The Reach Key West, Curio Collection By Hilton
Downtown Key West Steps from Duval - 1.5km
Best for Beach Lovers-
Private natural sand beach
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Award-winning oceanfront dining
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Luxurious spa and wellness
from
US$ 170 price for 1 nightMore detailsCheck rates -
- Courtney'S Place Historic Cottages & Inns
Courtney'S Place Historic Cottages & Inns
Downtown Key West Close to attractions - 300m
Best for Families-
Historic cottages with modern amenities
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Extended continental breakfast included
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Outdoor pool and BBQ facilities available
from
US$ 219 price for 1 nightMore detailsCheck rates -
- Ibis Bay Resort
Ibis Bay Resort
3101 North Roosevelt Boulevard Close to attractions - 2 km
Best for Beach Lovers-
Private beach access with sun loungers
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Outdoor swimming pool year-round
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Bicycle rental available for cycling
from
US$ 123 price for 1 nightMore detailsCheck rates -
- Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3850 North Roosevelt Boulevard Close to attractions - 3 miles
Best for Families-
Outdoor pool with cabana bar
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Shuttle service to Old Town
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On-site dining options available
from
US$ 87 price for 1 nightMore detailsCheck rates -
- Island City House
Island City House
Downtown Key West Steps from attractions - 300m
Best for Families-
Relaxing onsite spa services
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Charming Victorian-style accommodations
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Three distinctive historical buildings
from
US$ 145 price for 1 nightMore detailsCheck rates -
- Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes
Downtown Key West Close to Duval Street - 300m
Best for Couples-
Outdoor heated saltwater pool
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Complimentary continental breakfast
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Tesla charging stations available
from
US$ 239 price for 1 nightMore detailsCheck rates -
- Santa Maria Suites Resort
Santa Maria Suites Resort
Downtown Key West Near Atlantic Ocean - 200m
Best for Families-
Two heated outdoor pools
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Gourmet kitchen in suites
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Private balconies with views
from
US$ 190 price for 1 nightMore detailsCheck rates -
- Caribbean House
Caribbean House
Downtown Key West Near Duval Street - 700m
Best for Couples-
Free WiFi throughout the property
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Air-conditioned rooms with flat-screen TVs
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Bicycle rental available on-site
from
US$ 142 price for 1 nightMore detailsCheck rates -
- The Marker Waterfront Resort
The Marker Waterfront Resort
200 William Street Just steps away - 300m
Best for Couples-
Three sparkling pools
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Private balconies with views
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Secluded tropical garden
from
US$ 412 price for 1 nightMore detailsCheck rates -
- Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Downtown Key West Steps from Hemingway House - 200m
Best for Couples-
Outdoor heated swimming pool
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Daily complimentary continental breakfast
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Poolside bar with specialty drinks
from
US$ 159 price for 1 nightMore detailsCheck rates -
- Hampton Inn Key West Fl
Hampton Inn Key West Fl
3755 S. Roosevelt Boulevard Close to Smathers Beach - 1.5km
Best for Couples-
Ocean view heated pool
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Free daily buffet breakfast
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24-hour fitness center available
from
US$ 130 price for 1 nightMore detailsCheck rates -
- Fairfield Inn and Suites By Marriott Key West
Fairfield Inn and Suites By Marriott Key West
2400 North Roosevelt Boulevard Close to beaches - 3.2km
Best for Families-
Large outdoor pool with cabanas
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Daily hot breakfast served poolside
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Free WiFi available throughout hotel
from
US$ 149 price for 1 nightMore detailsCheck rates -
- Truman Hotel
Truman Hotel
Downtown Key West Duval Street access - 300m
Best for Couples-
Outdoor pool with jets
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Spacious courtyard for relaxation
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Daily continental breakfast included
from
US$ 224 price for 1 nightMore detailsCheck rates -
- Southernmost Point Guest House & Garden Bar
Southernmost Point Guest House & Garden Bar
Downtown Key West Quiet end of Duval - 110m
Best for Couples-
Free hot American breakfast
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Heated outdoor swimming pool
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Complimentary drink ticket daily
from
US$ 253 price for 1 nightMore detailsCheck rates -
- Almond Tree Inn - Adults Only
Almond Tree Inn - Adults Only
Downtown Key West Historic sites nearby - 300m
Best for Couples-
Tranquil heated pool and spa
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Complimentary daily happy hour
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Luxury bedding and bath products
from
US$ 201 price for 1 nightMore detailsCheck rates -
