Top searches in Key West
Type
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948 properties found in Key West
- The Artist House
The Artist House
Downtown Key West Steps from attractions - 300m
Best for Romantic Getaways-
Historic Victorian architecture
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Charming garden with pool
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Unique themed suites available
from
US$ 125 price for 1 nightMore detailsCheck rates -
- New Orleans House - Gay Male Adult Guesthouse
New Orleans House - Gay Male Adult Guesthouse
724 Duval Street Near Duval Street - 200m
Best for LGBTQ+ travelers-
Clothing-optional sundeck available
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Daily complimentary happy hour
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Live entertainment and performances
from
US$ 163 price for 1 nightMore detailsCheck rates -
- Beachside Resort & Residences
Beachside Resort & Residences
3841 North Roosevelt Boulevard Quiet island retreat - 1.5km
Best for Couples-
Exclusive private beach access
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On-site marina for adventures
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Heated outdoor swimming pool
from
US$ 155 price for 1 nightMore detailsCheck rates -
- L'Habitation Guesthouse- Adult Exclusive
L'Habitation Guesthouse- Adult Exclusive
Downtown Key West Near Mallory Square - 600m
Best for Couples-
Adults-only accommodations for tranquility
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Continental breakfast served daily
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Daily happy hour for guests
from
US$ 199 price for 1 nightMore detailsCheck rates -
- Old Town Manor
Old Town Manor
511 Eaton Street Half a block - 150m
Best for Couples-
Historic architecture and gardens
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Farm-to-table organic breakfast
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Proximity to attractions
from
US$ 154 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Windward Pointe
Hyatt Vacation Club At Windward Pointe
3675 South Roosevelt Boulevard Close to beach - 1.5km
Best for Families-
Year-round outdoor swimming pool
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Fully equipped kitchen in every apartment
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On-site barbecue facilities available
from
US$ 250 price for 1 nightMore detailsCheck rates -
- Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
819 Simonton Street Steps from Duval Street - 300m
Best for Couples-
Complimentary wine and cheese hour
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Spacious jacuzzi and outdoor pool
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Continental breakfast included daily
from
US$ 152 price for 1 nightMore detailsCheck rates -
- Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
1004 Duval Street Steps from attractions - 300m
Best for Couples-
Heated pool and whirlpool spa
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Custom-built luxury guest rooms
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Dedicated concierge for tailored services
from
US$ 156 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Beach House
Hyatt Vacation Club At Beach House
5051 Overseas Hwy Close to museums - 1.5km
Best for Families-
Private screened-in balcony available
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Outdoor pool open all year round
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On-site bike rentals offered
from
US$ 359 price for 1 nightMore detailsCheck rates -
- Marreros Guest Mansion - Adult Only
Marreros Guest Mansion - Adult Only
410 Fleming Street Steps from Duval Street - 300m
Best for Couples-
Pool with sun loungers available
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Complimentary happy hour daily
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Tropical courtyard with gardens
from
US$ 235 price for 1 nightMore detailsCheck rates -
- The Key West Hotel
The Key West Hotel
Downtown Key West Near Simonton Beach - 700m
Best for Couples-
Outdoor swimming pool available
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Air-conditioned rooms provided
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Free WiFi in all areas
from
US$ 1090 price for 1 nightMore detailsCheck rates -
- Alexander'S Guesthouse-Adult Exclusive
Alexander'S Guesthouse-Adult Exclusive
1118 Fleming Street Short walk to nightlife - 1.5km
Best for Couples-
Historic property dating back to 1902
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Clothing optional sundecks with views
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Daily poolside happy hour with cocktails
from
US$ 344 price for 1 nightMore detailsCheck rates -
- Amsterdam'S Curry Mansion Inn
Amsterdam'S Curry Mansion Inn
511 Caroline St End of US1 - 1.5km
Best for Couples-
Outdoor swimming pool with sun loungers
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Live music performances and evening entertainment
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Access to local culture tours and classes
from
US$ 754 price for 1 nightMore detailsCheck rates -
- The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
Downtown Key West 600 meters from beach - 600m
Best for Couples-
Outdoor and indoor swimming pools
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On-site spa with yoga classes
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Free Wi-Fi throughout the resort
from
US$ 928 price for 1 nightMore detailsCheck rates -
- Winslow'S Bungalows - Key West Historic Inns
Winslow'S Bungalows - Key West Historic Inns
725 Truman Avenue Steps from Duval Street - 300m
Best for Groups-
Three outdoor pools available
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Whimsical decor throughout property
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Evening rum tastings weekly
from
US$ 139 price for 1 nightMore detailsCheck rates -
- Pegasus International Hotel
Pegasus International Hotel
501 Southard Street Walk to entertainment - 300m
Best for Families-
Heated outdoor swimming pool
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Elegant and spacious suites
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Complimentary continental breakfast
from
US$ 114 price for 1 nightMore detailsCheck rates -
- Harborside Motel & Marina
Harborside Motel & Marina
903 Eisenhower Dr Close to attractions - 1.8km
Best for Fishing Enthusiasts-
Spectacular waterfront views
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Direct access to boat docks
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Private patios in all rooms
from
US$ 159 price for 1 nightMore detailsCheck rates -
- Tranquillity Guest House
Tranquillity Guest House
Downtown Key West Steps from Dowtown - 300m
Best for Couples-
Outdoor swimming pool available year-round
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Private patios with outdoor dining areas
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Picnic area for outdoor leisure activities
from
US$ 84 price for 1 nightMore detailsCheck rates -
- The Cabana Inn Key West - Adult Exclusive
The Cabana Inn Key West - Adult Exclusive
Downtown Key West One block from Duval - 300m
Best for Couples-
Lagoon-style pool and Jacuzzi
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Wine and cheese happy hour
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Lush gardens throughout the property
from
US$ 289 price for 1 nightMore detailsCheck rates -
- Alexander Palms Court - No Hidden Resort Fees!
Alexander Palms Court - No Hidden Resort Fees!
Downtown Key West Short walk attractions - 300m
Best for Couples-
Heated outdoor swimming pool
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Close to Duval Street attractions
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Gated sanctuary for relaxation
from
US$ 135 price for 1 nightMore detailsCheck rates -
