Historical hotels
27 properties found in Key West
- Westwinds Inn
Westwinds Inn
Downtown Key West Heart of Old Town - 300m
Best for Couples-
Two sparkling outdoor pools
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On-site spa services available
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Complimentary continental breakfast included
from
US$ 210 price for 1 nightMore detailsCheck rates -
- Southernmost Hotel
Southernmost Hotel
1319 Duval Street Close to Duval Street - 300m
Best for Couples-
Two white sand beaches
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Three heated swimming pools
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Luxury spa services available
from
US$ 166 price for 1 nightMore detailsCheck rates -
- Oceans Edge Key West
Oceans Edge Key West
5950 Peninsular Avenue Proximity to Key West - 3 km
Best for Families-
Six temperature-controlled saltwater pools
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Private balconies with ocean views
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Complimentary kayaks and paddleboards daily
from
US$ 139 price for 1 nightMore detailsCheck rates -
- Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
2801 North Roosevelt Boulevard Close to attractions - 1.5km
Best for Families-
Four glimmering pools on-site
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Access to Smathers Beach Club
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Spacious accommodations available
from
US$ 228 price for 1 nightMore detailsCheck rates -
- Doubletree By Hilton Grand Key Resort
Doubletree By Hilton Grand Key Resort
3990 S. Roosevelt Blvd Close to beaches - 1.5km
Best for Couples-
Free airport shuttle service provided
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Outdoor pool with cabanas available
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On-site dining with seafood specialties
from
US$ 281 price for 1 nightMore detailsCheck rates -
- The Gates Hotel Key West
The Gates Hotel Key West
3820 North Roosevelt Boulevard Gateway to Key West - 1.5km
Best for Adventurers-
Newly renovated stylish rooms
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Four vibrant swimming pools
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Complimentary shuttle to Old Town
from
US$ 140 price for 1 nightMore detailsCheck rates -
- Margaritaville Beach House Key West
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Beachfront paradise - 300m
Best for Couples-
Lagoon-style resort pool
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Beach access across the street
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On-site dining at Tin Cup
from
US$ 291 price for 1 nightMore detailsCheck rates -
- Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Gateway to Key West - 300m
Best for Couples-
Newly renovated stylish rooms
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Multiple vibrant poolside options
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Diverse dining options available
from
US$ 233 price for 1 nightMore detailsCheck rates -
- Ibis Bay Resort
Ibis Bay Resort
3101 North Roosevelt Boulevard Close to Bay Beach - 300m
Best for Beach Lovers-
Outdoor saltwater pool open year-round
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Private beach access with sun loungers
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Complimentary continental breakfast included
from
US$ 301 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 Near Old Town - 3 miles
Best for Families-
Outdoor pool with cabana bar
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On-site restaurant serving buffet
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Pet-friendly accommodations available
from
US$ 215 price for 1 nightMore detailsCheck rates -
- Silver Palms Inn
Silver Palms Inn
Downtown Key West Three blocks from Duval - 300m
Best for Couples-
Outdoor heated saltwater pool
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Complimentary continental breakfast included
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Tesla charging stations available
from
US$ 391 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 beach - 3.2km
Best for Couples-
Large outdoor heated pool
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Daily complimentary hot breakfast
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Free WiFi throughout the hotel
from
US$ 149 price for 1 nightMore detailsCheck rates -
- Santa Maria Suites Resort
Santa Maria Suites Resort
Downtown Key West Steps from attractions - 200m
Best for Families-
Private two-bedroom suites with full kitchens
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Two outdoor heated pools surrounded by gardens
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Complimentary breakfast and daily turndown service
from
US$ 190 price for 1 nightMore detailsCheck rates -
- Faro Blanco Resort Marathon Florida Keys, Curio By Hilton
Faro Blanco Resort Marathon Florida Keys, Curio By Hilton
1996 Overseas Highway Central location - 1.5km
Best for Couples-
Four outdoor pools available
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Full-service marina on-site
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Wide range of activities offered
from
US$ 156 price for 1 nightMore detailsCheck rates -
- Hampton Inn Key West Fl
Hampton Inn Key West Fl
3755 S. Roosevelt Boulevard Moments from Smathers Beach - 1.5km
Best for Couples-
Heated ocean-view outdoor pool
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Complimentary airport shuttle service
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Free daily buffet breakfast available
from
US$ 130 price for 1 nightMore detailsCheck rates -
- Fairfield By Marriott Inn & Suites Key West At The Keys Collection
Fairfield By Marriott Inn & Suites Key West At The Keys Collection
3852 North Roosevelt Boulevard Close to attractions - 1.8km
Best for Couples-
Newly renovated hotel experience
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Outdoor pool with bar service
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Over 11,000 sq ft of event space
from
US$ 112 price for 1 nightMore detailsCheck rates -
- The Artist House
The Artist House
Downtown Key West Walking distance attractions - 300m
Best for Romantic Getaways-
Historic Victorian architecture details
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Central location near Duval Street
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Complimentary daily hot breakfast
from
US$ 379 price for 1 nightMore detailsCheck rates -
- Courtyard By Marriott Key West Waterfront
Courtyard By Marriott Key West Waterfront
3031-41 North Roosevelt Boulevard Close to attractions - 10 min drive
Best for Couples-
Junior Olympic size heated pool
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Private sunbathing and kayak beach
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On-site Tiki Bar by the pool
from
US$ 184 price for 1 nightMore detailsCheck rates -
- El Patio Motel
El Patio Motel
Downtown Key West Close to beach - 300m
Best for Couples-
Swimming pool for relaxing
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Rooftop deck for stargazing
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Bicycle rentals for exploring
from
US$ 109 price for 1 nightMore detailsCheck rates -
- Beachside Resort & Residences
Beachside Resort & Residences
3841 North Roosevelt Boulevard Private access beach - 0m
Best for Families-
Private beach with lounge chairs
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On-site marina for adventures
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Direct pool access from suites
from
US$ 155 price for 1 nightMore detailsCheck rates -
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