Historical hotels
22 properties found in Key West
- Southernmost Hotel
Southernmost Hotel
1319 Duval Street Close to attractions - 300m
Best for Couples-
Two private beaches available
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Three heated resort pools
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Oceanfront dining at café
from
US$ 166 price for 1 nightMore detailsCheck rates -
- Margaritaville Beach House Key West
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Nearby Beach Access - 300m
Best for Beach Lovers-
Lagoon-style pool available daily
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Tin Cup Chalice Bar & Chill dining
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Beach access just across the street
from
US$ 182 price for 1 nightMore detailsCheck rates -
- Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Near Old Town - 1.5km
Best for Couples-
Newly renovated stylish rooms
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Two lively pools with cabanas
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Outdoor activities and events daily
from
US$ 133 price for 1 nightMore detailsCheck rates -
- Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
2801 North Roosevelt Boulevard Near Old Town - 1.5km
Best for Families-
Four glistening outdoor pools
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Complimentary shuttle service available
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Spacious and nature-inspired accommodations
from
US$ 170 price for 1 nightMore detailsCheck rates -
- Doubletree By Hilton Grand Key Resort
Doubletree By Hilton Grand Key Resort
3990 S. Roosevelt Blvd Close to beach - 1.5km
Best for Couples-
Complimentary shuttle to Old Town
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Outdoor cabanas by the pool
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On-site dining with fresh seafood
from
US$ 183 price for 1 nightMore detailsCheck rates -
- Hampton Inn Key West Fl
Hampton Inn Key West Fl
3755 S. Roosevelt Boulevard Moments from beach - 1.5km
Best for Romantic Getaways-
Heated outdoor pool with ocean view
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Free buffet breakfast daily
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Complimentary shuttle to airport
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 Near popular attractions - 3.3 miles
Best for Couples-
Outdoor heated pool with hot tub
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Complimentary Wi-Fi throughout hotel
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24-hour fitness center available
from
US$ 184 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 for guests
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Outdoor saltwater swimming pool
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Complimentary bicycle rentals available
from
US$ 123 price for 1 nightMore detailsCheck rates -
- Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Downtown Key West Steps from nightlife - 300m
Best for Couples-
Complimentary wine and cheese happy hour
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Exceptional on-site spa amenities available
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Landscaped gardens with Koi pond
from
US$ 152 price for 1 nightMore detailsCheck rates -
- The Gates Hotel Key West
The Gates Hotel Key West
3820 North Roosevelt Boulevard Close to attractions - 300m
Best for Families-
Two lively pools with cabanas
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On-site dining with tropical menu
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Complimentary bike rentals available
from
US$ 140 price for 1 nightMore detailsCheck rates -
- Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes
Downtown Key West Three blocks to Duval - 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$ 204 price for 1 nightMore detailsCheck rates -
- Beachside Resort & Residences
Beachside Resort & Residences
3841 North Roosevelt Boulevard Close to downtown - 1.5km
Best for Couples-
Private beach with lounge chairs
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On-site marina with cruises
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Scenic pool view from balconies
from
US$ 199 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Windward Pointe
Hyatt Vacation Club At Windward Pointe
3675 South Roosevelt Boulevard Close to beaches - 1.5km
Best for Families-
Year-round outdoor swimming pool
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Fully equipped kitchen in apartments
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Bicycle rentals available on-site
from
US$ 250 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 3 miles to Old Town - 3 miles
Best for Families-
Outdoor pool with bar
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On-site dining options available
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Pet-friendly accommodation choices
from
US$ 87 price for 1 nightMore detailsCheck rates -
- Hyatt Vacation Club At Beach House
Hyatt Vacation Club At Beach House
5051 Overseas Hwy Close to attractions - 1.5km
Best for Families-
Fully equipped kitchen suites
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Outdoor swimming pool
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Jacuzzi and hot tub available
from
US$ 359 price for 1 nightMore detailsCheck rates -
- Santa Maria Suites Resort
Santa Maria Suites Resort
Downtown Key West Just off Duval Street - 200m
Best for Couples-
Two heated outdoor pools
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Luxurious two-bedroom suites
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Gourmet Latin dining experience
from
US$ 190 price for 1 nightMore detailsCheck rates -
- Westwinds Inn
Westwinds Inn
Downtown Key West Close to Duval Street - 300m
Best for Couples-
On-site massage services available
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Two heated outdoor swimming pools
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Complimentary continental breakfast served
from
US$ 242 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 attractions - 1.8km
Best for Couples-
Newly renovated contemporary hotel
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Complimentary breakfast included daily
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Outdoor pool with bar service
from
US$ 112 price for 1 nightMore detailsCheck rates -
- The Artist House
The Artist House
Downtown Key West Steps from Duval Street - 300m
Best for Couples-
Historic Victorian architecture features
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Complimentary made-to-order breakfast
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Warm and inviting garden courtyard
from
US$ 125 price for 1 nightMore detailsCheck rates -
- El Patio Motel
El Patio Motel
Downtown Key West Near the beach - 3 blocks
Best for Couples-
Classic-style motel with Cuban tile floors
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Beautiful rooftop sun deck for relaxation
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Lush garden area available to guests
from
US$ 109 price for 1 nightMore detailsCheck rates -
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