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Historical hotels in Key West

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Historical hotels

24 properties found in Key West

  • Westwinds Inn

    Westwinds Inn

    Downtown Key West Heart of Old Town - 300m
    "Relaxing poolside environment"
    • Two outdoor sparkling pools

    • On-site massage services available

    • Complimentary continental breakfast daily

    from

    US$ 210 price for 1 night
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  • Weatherstation Inn Circa 1911

    Weatherstation Inn Circa 1911

    Downtown Key West Cultural attractions nearby - 600m
    "Relax by the pool"
    • Outdoor pool with lounge chairs

    • Complimentary delicious breakfast included

    • Free Wi-Fi throughout the property

    from

    US$ 169 price for 1 night
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  • Southernmost Hotel

    Southernmost Hotel

    1319 Duval Street Historic Old Town - 300m
    4.5
    8321 reviews
    • Onsite dining with Caribbean cuisine

    • Access to two private beaches

    • Three heated pools for relaxation

    from

    US$ 166 price for 1 night
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    2801 North Roosevelt Boulevard Near Old Town - 1.5km
    4
    793 reviews
    • Four sparkling pools surrounded by gardens

    • Spacious accommodations with stunning views

    • Water sports including kayaking and jet ski

    from

    US$ 490 price for 1 night
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  • Doubletree By Hilton Grand Key Resort

    Doubletree By Hilton Grand Key Resort

    3990 S. Roosevelt Blvd Near Key West Airport - 5 min
    4
    4052 reviews
    • Free shuttle service to historic Old Town

    • Outdoor pool with cabanas and sun loungers

    • On-site restaurant with seafood specialties

    from

    US$ 186 price for 1 night
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  • The Gates Hotel Key West

    The Gates Hotel Key West

    3820 North Roosevelt Boulevard Shuttle to attractions - 1.5km
    4
    1962 reviews
    • Newly renovated stylish rooms

    • Multiple outdoor pools available

    • Variety of on-site dining options

    from

    US$ 140 price for 1 night
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Blvd Adjacent to beach - 300m
    4.5
    953 reviews
    • Lagoon-style pool for relaxation

    • On-site dining with Caribbean cuisine

    • Beach access directly across the street

    from

    US$ 182 price for 1 night
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  • Ibis Bay Resort

    Ibis Bay Resort

    3101 North Roosevelt Boulevard Within walking distance - 300m
    "Sun, beach, activities"
    • Private beach with sun loungers

    • Saltwater pool open all year

    • Free continental breakfast included

    from

    US$ 364 price for 1 night
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  • Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Gateway access point - 300m
    "Fun, food, relaxation"
    • Newly renovated stylish rooms

    • Two vibrant pool areas

    • Diverse dining options available

    from

    US$ 293 price for 1 night
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  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3850 North Roosevelt Boulevard Near Key West attractions - 1.5km
    "Great poolside dining"
    • Outdoor pool with tiki bar

    • On-site dining at Garden Grille

    • Complimentary shuttle to Old Town

    from

    US$ 87 price for 1 night
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  • Silver Palms Inn

    Silver Palms Inn

    Downtown Key West Three blocks from Duval - 300m
    "Relaxing poolside experience"
    • Outdoor heated saltwater pool

    • Contemporary designer rooms available

    • Complimentary continental breakfast daily

    from

    US$ 139 price for 1 night
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  • Fairfield Inn and Suites By Marriott Key West

    Fairfield Inn and Suites By Marriott Key West

    2400 North Roosevelt Boulevard Near Old Town - 3.2km
    4
    1956 reviews
    • Large outdoor heated pool

    • Daily complimentary hot breakfast

    • Concierge service available

    from

    US$ 193 price for 1 night
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  • Santa Maria Suites Resort

    Santa Maria Suites Resort

    Downtown Key West Close to beaches - 300m
    "Luxurious spacious suites"
    • Two heated outdoor pools

    • Fully stocked designer kitchens

    • Concierge service for activities

    from

    US$ 190 price for 1 night
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  • Hampton Inn Key West Fl

    Hampton Inn Key West Fl

    3755 S. Roosevelt Boulevard Near Smathers Beach - 1.5km
    "Enjoy ocean view"
    • Heated outdoor swimming pool

    • Complimentary buffet breakfast daily

    • Poolside bar serving American cuisine

    from

    US$ 130 price for 1 night
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  • 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 local hotspots - 1.8km
    "Enjoy relaxing poolside"
    • Newly renovated hotel amenities

    • Complimentary daily breakfast buffet

    • Outdoor pool with Tiki bar

    from

    US$ 112 price for 1 night
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  • The Laureate Key West

    The Laureate Key West

    3444 N Roosevelt Boulevard 33040 Key West Fl Us Close to beaches - 300m
    4.5
    107 reviews
    • Spacious one- and three-bedroom suites

    • Bi-level suites accommodate up to 10 guests

    • Serene bay-front views from balconies

    from

    US$ 272 price for 1 night
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  • The Artist House

    The Artist House

    Downtown Key West Steps from Duval - 300m
    "Elegance and charm"
    • Unique Victorian architecture features

    • Complimentary gourmet breakfast daily

    • Pet-friendly accommodations available

    from

    US$ 125 price for 1 night
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  • Courtyard By Marriott Key West Waterfront

    Courtyard By Marriott Key West Waterfront

    3031-41 North Roosevelt Boulevard Gulf of Mexico view - 300m
    4
    1083 reviews
    • Outdoor heated swimming pool

    • Complimentary high-speed internet access

    • Tiki Bar near the pool

    from

    US$ 184 price for 1 night
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  • El Patio Motel

    El Patio Motel

    Downtown Key West Near Duval Street - 300m
    3.5
    663 reviews
    • Walking distance to attractions

    • Rooftop deck for sunbathing

    • On-site bicycle rentals available

    from

    US$ 109 price for 1 night
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    3841 North Roosevelt Boulevard Private beach access - 0.1km
    4.5
    3526 reviews
    • Private beach with lounge chairs

    • On-site marina for adventures

    • Oceanfront suites with direct access

    from

    US$ 375 price for 1 night
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