Top searches in Key West
Star-rated
Historical hotels
22 properties found in Key West
- Westwinds Inn
Westwinds Inn
Downtown Key West Heart of Old Town - 300m
Best for Couples-
Two sparkling pools available
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On-site massage services offered
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Complimentary continental breakfast served
from
US$ 210 price for 1 nightMore detailsCheck rates -
- Southernmost Hotel
Southernmost Hotel
1319 Duval Street Moments from Duval Street - 300m
Best for Couples-
Two private white sand beaches
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Three heated outdoor pools
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On-site oceanfront dining options
from
US$ 166 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 sparkling pools surrounded by gardens
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Spacious rooms with beautiful views
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Diverse water sports available on site
from
US$ 147 price for 1 nightMore detailsCheck rates -
- Doubletree By Hilton Grand Key Resort
Doubletree By Hilton Grand Key Resort
3990 S. Roosevelt Blvd Minutes from Smathers Beach - 1.5km
Best for Families-
Complimentary shuttle to major attractions
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Beautiful zero entry pool with cabanas
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On-site dining with fresh seafood options
from
US$ 186 price for 1 nightMore detailsCheck rates -
- The Gates Hotel Key West
The Gates Hotel Key West
3820 North Roosevelt Boulevard Gateway to Key West - 300m
Best for Relaxing Getaways-
Two vibrant pools with cabanas
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On-site dining options available
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Complimentary bike rentals offered
from
US$ 140 price for 1 nightMore detailsCheck rates -
- Margaritaville Beach House Key West
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Adjacent to Smathers Beach - 300m
Best for Couples-
Lagoon-style pool available all year
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On-site dining with Caribbean flavors
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Beach access steps from your room
from
US$ 182 price for 1 nightMore detailsCheck rates -
- Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Gateway to Key West - 6.5km
Best for Couples-
Two lively pools with cabanas
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Poolside dining with diverse options
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Newly renovated stylish rooms
from
US$ 119 price for 1 nightMore detailsCheck rates -
- Ibis Bay Resort
Ibis Bay Resort
3101 North Roosevelt Boulevard Key attractions nearby - 4.1km
Best for Beach Lovers-
Private beach area with sun loungers
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Saltwater pool open year-round
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Free Wi-Fi throughout the property
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 Near historic sites - 3 miles
Best for Families-
Outdoor pool with bar
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On-site dining options
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Free WiFi in rooms
from
US$ 87 price for 1 nightMore detailsCheck rates -
- Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes
Downtown Key West Three blocks away - 300m
Best for Couples-
Minutes from lively Duval Street
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Heated outdoor saltwater swimming pool
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Complimentary continental breakfast included
from
US$ 204 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 Couples-
Large outdoor heated pool
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Daily hot breakfast included
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On-site bike and scooter rentals
from
US$ 149 price for 1 nightMore detailsCheck rates -
- Santa Maria Suites Resort
Santa Maria Suites Resort
Downtown Key West Close to attractions - 300m
Best for Families-
Two outdoor heated pools
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Luxury two-bedroom suites
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Private balconies with views
from
US$ 190 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 Near local hotspots - 1.8km
Best for Couples-
Newly renovated hotel experience
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Complimentary breakfast buffet daily
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Outdoor pool and Tiki bar
from
US$ 112 price for 1 nightMore detailsCheck rates -
- Hampton Inn Key West Fl
Hampton Inn Key West Fl
3755 S. Roosevelt Boulevard Oceanfront property - 300m
Best for Couples-
Heated ocean view pool
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Free buffet breakfast daily
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Complimentary WiFi available
from
US$ 130 price for 1 nightMore detailsCheck rates -
- Courtyard By Marriott Key West Waterfront
Courtyard By Marriott Key West Waterfront
3031-41 North Roosevelt Boulevard Nearby beach access - 300m
Best for Couples-
Outdoor heated swimming pool
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Access to beach activities
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Convenient bicycle rental service
from
US$ 184 price for 1 nightMore detailsCheck rates -
- The Artist House
The Artist House
Downtown Key West Steps from Duval Street - 300m
Best for Couples-
Restored Victorian mansion charm
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Unique themed rooms and suites
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Private garden with pool
from
US$ 125 price for 1 nightMore detailsCheck rates -
- El Patio Motel
El Patio Motel
Downtown Key West Close to Duval Street - 300m
Best for Beach Lovers-
Less than 3 blocks from beach
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Open all year outdoor saltwater pool
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Beautiful rooftop sun deck
from
US$ 109 price for 1 nightMore detailsCheck rates -
- Beachside Resort & Residences
Beachside Resort & Residences
3841 North Roosevelt Boulevard Private beach access - 0.5km
Best for Families-
Private beach with beautiful views
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Multiple poolside dining options
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On-site marina for adventure tours
from
US$ 235 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Windward Pointe
Hyatt Vacation Club At Windward Pointe
3675 South Roosevelt Boulevard Close proximity beaches - 1.5km
Best for Couples-
Year-round outdoor swimming pool
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Fully equipped kitchen in every apartment
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Getaways across from the Atlantic Ocean
from
US$ 250 price for 1 nightMore detailsCheck rates -
- Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Downtown Key West Steps from nightlife - 300m
Best for Couples-
Continental breakfast included
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Wine and cheese happy hour
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Spacious outdoor Jacuzzi
from
US$ 152 price for 1 nightMore detailsCheck rates -
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