Top searches in Key West
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882 properties found in Key West
- Beachside Resort & Residences
Beachside Resort & Residences
3841 North Roosevelt Boulevard Direct beach access - 50m
Best for Couples-
Private beach with lounge chairs
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Oceanfront suites with direct beach access
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Onsite marina offering water adventures
from
US$ 222 price for 1 nightMore detailsCheck rates -
- Wicker Guesthouse
Wicker Guesthouse
Downtown Key West Historic Old Town - 1.5km
Best for Families-
Two outdoor relaxing pools
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Bicycle rentals available on site
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Tropical gardens with native plants
from
US$ 234 price for 1 nightMore detailsCheck rates -
- Winslow'S Bungalows - Key West Historic Inns
Winslow'S Bungalows - Key West Historic Inns
Downtown Key West Steps from Duval Street - 750m
Best for Couples-
Three unique outdoor pools
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Private poolside bungalows available
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Live music & events at Bungalow Bar
from
US$ 533 price for 1 nightMore detailsCheck rates -
- Southernmost Inn Adult Exclusive
Southernmost Inn Adult Exclusive
Downtown Key West One block from Duval - 300m
Best for Couples-
Two heated outdoor pools
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Complimentary wine and cheese happy hour
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Restored historic charm and features
from
US$ 88 price for 1 nightMore detailsCheck rates -
- L'Habitation Guesthouse- Adult Exclusive
L'Habitation Guesthouse- Adult Exclusive
Downtown Key West Close to Mallory Square - 600m
Best for Couples-
Free Wi-Fi throughout property
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Complimentary continental breakfast served
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Adults-only environment for tranquility
from
US$ 199 price for 1 nightMore detailsCheck rates -
- Old Town Manor
Old Town Manor
Downtown Key West Steps from Duval Street - 100m
Best for Couples-
Top-rated Bed and Breakfast experience
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Delicious organic breakfast options
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Pet friendly accommodations available
from
US$ 154 price for 1 nightMore detailsCheck rates -
- Harborside Motel & Marina
Harborside Motel & Marina
903 Eisenhower Dr Proximity to attractions - 1.5km
Best for Families-
Spectacular waterfront views
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Houseboat accommodations available
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Fish cleaning tables provided
from
US$ 159 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Windward Pointe
Hyatt Vacation Club At Windward Pointe
3675 South Roosevelt Boulevard Close to Smathers Beach - 0.8km
Best for Couples-
Year-round outdoor swimming pool
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Fully equipped kitchen in apartments
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On-site barbecue facilities
from
US$ 250 price for 1 nightMore detailsCheck rates -
- Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Downtown Key West Steps to nightlife - 300m
Best for Couples-
Outdoor pool with fountain feature
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Complimentary wine and cheese hour
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Beautiful landscaped gardens
from
US$ 152 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Beach House
Hyatt Vacation Club At Beach House
5051 Overseas Hwy Close proximity attractions - 3km
Best for Couples-
Private screened-in balconies available
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Fully equipped kitchens in suites
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Outdoor pool and hot tub on site
from
US$ 359 price for 1 nightMore detailsCheck rates -
- Coconut Mallory Resort And Marina
Coconut Mallory Resort And Marina
1445 South Roosevelt Boulevard Near Key West attractions - 1.5km
Best for Couples-
Two outdoor swimming pools
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Fully-equipped kitchens in condos
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Private boat slips for guests
from
US$ 244 price for 1 nightMore detailsCheck rates -
- Marreros Guest Mansion - Adult Only
Marreros Guest Mansion - Adult Only
Downtown Key West Half block from Duval - 100m
Best for Couples-
Historic Victorian architecture
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Outdoor saltwater swimming pool
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Complimentary happy hour daily
from
US$ 235 price for 1 nightMore detailsCheck rates -
- Alexander'S Guesthouse-Adult Exclusive, Lgbtq Friendly
Alexander'S Guesthouse-Adult Exclusive, Lgbtq Friendly
Downtown Key West Close to nightlife - 300m
Best for Couples-
Clothing optional sun decks
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Daily poolside happy hour
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Historic Conch-style architecture
from
US$ 344 price for 1 nightMore detailsCheck rates -
- Best Western Hibiscus Motel
Best Western Hibiscus Motel
1313 Simonton Street One block from Duval - 300m
Best for Couples-
Large heated outdoor pool
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Relaxing hot tub available
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Indoors swimming pool available
from
US$ 99 price for 1 nightMore detailsCheck rates -
- Amsterdam'S Curry Mansion Inn
Amsterdam'S Curry Mansion Inn
511 Caroline St Duval Street access - 300m
Best for Couples-
Historic 1869 Victorian mansion
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Steps from world-renowned Duval Street
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Multiple structures with unique rooms
from
US$ 754 price for 1 nightMore detailsCheck rates -
- The Key West Hotel
The Key West Hotel
Downtown Key West Steps from attractions - 600m
Best for Couples-
Outdoor swimming pool available year-round
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Free Wi-Fi throughout the property
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Bar and lounge area to relax
from
US$ 1066 price for 1 nightMore detailsCheck rates -
- Pegasus International Hotel
Pegasus International Hotel
Downtown Key West Nearby bars and clubs - 200m
Best for Families-
Heated outdoor swimming pool
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Elegant newly renovated rooms
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ADA accessible accommodations available
from
US$ 114 price for 1 nightMore detailsCheck rates -
- Tranquillity Guest House
Tranquillity Guest House
Downtown Key West Near popular attractions - 300m
Best for Couples-
Outdoor swimming pool available
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300m from city center
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Each room has a patio
from
US$ 84 price for 1 nightMore detailsCheck rates -
- Alexander Palms Court - No Hidden Resort Fees!
Alexander Palms Court - No Hidden Resort Fees!
Downtown Key West Steps to Duval Street - 300m
Best for Couples-
Heated lagoon-style pool open year-round
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Private bathrooms in all accommodations
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Free on-site and street parking available
from
US$ 135 price for 1 nightMore detailsCheck rates -
- Key West Bed And Breakfast
Key West Bed And Breakfast
Downtown Key West Near mail docks - 1.1km
Best for Couples-
Adults only setting for tranquility
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Free Wi-Fi in all rooms and areas
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Bicycle rental service available on site
from
US$ 327 price for 1 nightMore detailsCheck rates -
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