Downtown hotels in Key West, United States - page 4

Carefully selected hotels offering comfort and convenience in Key West, United States
Check-in
28Sept2025Select date
Check-out
29Sept2025Select date
Rooms and Guests2 Guests, 1 Room
Key West features landmarks like the Ernest Hemingway Home and Museum, Smathers Beach, and Mallory Square. You'll find hotels near Duval Street, making it easy to enjoy nightlife. Choose from a variety of beachfront hotels, family-friendly hotels, and dog-friendly hotels like the Marriott, Hilton, and Hyatt. Each option is carefully selected based on reviews and great amenities. Remember to book in advance, especially during peak season, and use bikes or scooters to get around the streets and experience the island vibe.
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61-80 out of 106
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  • Price: high to low
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  • Popularity: high to low
MapDuval Street0m
  • Historic Old Town location
  • Two swimming pools available
  • Private hot tubs in suites
  • Swimming pools
  • Continental breakfast
  • Private baths
Boutique hotel collection in historic Key West
FromUS$ 292 /nightSelect
Across from Hemingway House200m
  • Outdoor heated pool
  • Poolside bar with signature drinks
  • Complimentary daily breakfast
  • Heated pool
  • Poolside bar
  • Complimentary breakfast
Historic hotel with vibrant atmosphere and local charm
FromUS$ 159 /nightSelect
MapCrossroads of Historic Old Town300m
  • Unique poolside bar experience
  • Heated pool and hot tub
  • Generous complimentary breakfast
  • Heated pool
  • On-site bar
  • Concierge services
Boutique hotel offering a tranquil retreat for adults
FromUS$ 156 /nightSelect
MapScenic waterfront views300m
  • Heated outdoor pool and hot tub
  • On-site Tiki Bar with cocktails
  • Convenient shuttle service to downtown
  • Outdoor pool
  • Tiki Bar
  • Fitness center
A waterfront hotel featuring outdoor leisure amenities
FromUS$ 184 /nightSelect
MapSteps from Duval Street attractions750m
  • Three outdoor pools enhance relaxation experience
  • Unique bungalow-style rooms with local charm
  • Complimentary breakfast featuring local flavors
  • Outdoor pools
  • Continental breakfast
  • On-site bar
Resort offering eclectic rooms in historic Key West
FromUS$ 189 /nightSelect
MapCentral Key West attractions300m
  • Oceanfront bed and breakfast experience
  • On-site spa and wellness services
  • Relaxing outdoor pools available
  • On-site Spa
  • Outdoor Pools
  • In-room Wet Bar
Adult-only resort featuring ocean views and relaxation
FromUS$ 560 /nightSelect
MapAcross from Key West City Marina100m
  • Spectacular waterfront views
  • Outdoor swimming pool
  • Houseboat accommodation option
  • Swimming Pool
  • BBQ Grills
  • Boat Docks
Waterside hotel with unique houseboat lodging options
FromUS$ 159 /nightSelect
MapClose to Duval Street100m
  • Two outdoor swimming pools and hot tub
  • Wine and cheese happy hour offered
  • Serene atmosphere for adult relaxation
  • Swimming Pools
  • Outdoor Bar
  • Wellness Spa
Adults-only resort with pools and a vibrant atmosphere
FromUS$ 109 /nightSelect
MapClose to famous Duval Street500m
  • Tranquil adults-only environment
  • Relaxing on-site spa services
  • Inviting outdoor swimming pool
  • On-site spa
  • Outdoor pool
  • Lounge area
Charming hotel offering relaxation in a tropical setting
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MapSteps from Duval Street250m
  • 24-hour heated pool access
  • Wine and cheese happy hour
  • Charming cottages amidst tropical gardens
  • Outdoor pool
  • Hot tub
  • Bike rental
Adults-only resort with beautiful gardens and pool
FromUS$ 189 /nightSelect
MapProximity to Duval Street300m
  • Charming historical property setting
  • Unique themed rooms available
  • Organic breakfast with local ingredients
  • Tropical garden
  • Pet friendly
  • On-site bike rentals
Bed and breakfast with unique historical charm in Key West
FromUS$ 154 /nightSelect
MapHistoric Old Town200m
  • Heated outdoor swimming pool and spa
  • Stylish rooms with Art Deco décor
  • Prime location on Duval Street
  • Outdoor Pool
  • Spa Services
  • 24-Hour Front Desk
Art Deco hotel near attractions in Key West
FromUS$ 114 /nightSelect
MapHistoric Old Town neighborhood300m
  • Clothing optional sundecks available
  • Daily poolside happy hour with cocktails
  • Expanded breakfast served poolside each morning
  • Hot Tub
  • Pool Side Bar
  • Sun Decks
LGBT-friendly hotel with historical charm and modern amenities
FromUS$ 344 /nightSelect
MapSouthernmost Point300m
  • Charming Outdoor Spaces
  • Rum Bar with Unique Cocktails
  • Delicious Continental Breakfast
  • Rum Bar
  • Free Parking
  • Continental Breakfast
Historic hotel with a relaxed atmosphere in Key West
FromUS$ 253 /nightSelect
MapCentral Duval Street access0m
  • Lush tropical garden area
  • Unique themed rooms available
  • Romantic atmosphere with pools
  • Garden Pool
  • Bicycle Rentals
  • Continental Breakfast
Boutique hotel with distinctive room styles and tranquility
FromUS$ 158 /nightSelect
MapClose to Duval Street200m
  • Heated lagoon-style pool all year round
  • Private bathrooms in every room
  • Bicycle rental for easy exploration
  • Heated Pool
  • Bicycle Rental
  • Gated Sanctuary
Charming guesthouse with vibrant Key West ambiance
FromUS$ 135 /nightSelect
MapClose to Southernmost Point400m
  • Bar with garden view
  • Walking tours available
  • Adults-only environment
  • Garden view
  • Luggage storage
  • Bar lounge
Bed and breakfast with a vibrant Rum Bar experience
FromUS$ 189 /nightSelect
MapIn the old town700m
  • Relaxing garden views available
  • Bicycle rental service offered
  • Adults only for a peaceful stay
  • Bicycle rental
  • Garden views
  • Adults only
Charming bed and breakfast in Key West's serene neighborhood
FromUS$ 179 /nightSelect
MapDuval Street vibrancy300m
  • Historic hotel with vibrant culture
  • Live cabaret performances nightly
  • Gourmet dining and craft cocktails
  • Outdoor pool
  • Piano bar
  • Restaurant
Adult-only hotel featuring cabaret and gourmet dining
FromUS$ 360 /nightSelect
MapHistoric Old Town neighborhood1.1km
  • Adults-only retreat with serene ambiance
  • On-site massage services and bike rentals
  • Close to attractions yet in a quiet area
  • Massage services
  • Bicycle rentals
  • Concierge services
Intimate hotel in Key West with adult-oriented amenities
FromUS$ 230 /nightSelect
Check-in
28Sept2025Select date
Check-out
29Sept2025Select date
Rooms and Guests2 Guests, 1 Room