Downtown hotels in Key West, United States - page 4

Carefully selected hotels offering comfort and convenience in Key West, United States
Check-in
12Nov2025Select date
Check-out
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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 105
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  • Price: high to low
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MapSteps from Duval Street200m
  • Two outdoor pools available for relaxation
  • Complimentary beach access with chairs
  • On-site convenient bike and e-scooter rentals
  • Outdoor Pools
  • Concierge Service
  • Continental Breakfast
Hotel with charming rooms near Key West attractions
FromUS$ 153 /nightSelect
MapHistoric Old Town neighborhood300m
  • Heated outdoor swimming pool
  • Complimentary continental breakfast
  • Bicycle rentals available onsite
  • Pool Bar
  • Barbecue Area
  • Pet Friendly
Charming hotel with relaxing amenities in Key West
FromUS$ 147 /nightSelect
MapNear popular attractions300m
  • Outdoor pool with sun loungers
  • Continental breakfast featuring waffles
  • Rooms with private balconies available
  • Outdoor pool
  • Bicycle rental
  • Heated pool
Charming hotel in the heart of vibrant Key West
FromUS$ 94 /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
MapHistoric Duval Street0m
  • Two relaxing pools on property
  • Charming breakfast around the pool
  • Bike rental services available on-site
  • Outdoor pool
  • Continental breakfast
  • Bike rentals
Historical hotel featuring tropical gardens and pools
FromUS$ 164 /nightSelect
MapHeart of Old Town300m
  • Four tropical pools in lush gardens
  • Unique historic cottages for privacy
  • Adult-only oasis near attractions
  • Swimming Pools
  • On-site Rentals
  • Concierge Service
Historic hotel featuring tropical gardens and pools
FromUS$ 175 /nightSelect
MapClose to the Ernest Hemingway Home300m
  • Fully equipped kitchen in all rooms
  • Located in the historic district
  • Walkable to dining and nightlife
  • Air conditioning
  • Flat-screen TV
  • Express check-in
Apartment-style hotel offers unique local experiences
FromUS$ 114 /nightSelect
MapNext to Southernmost Point monument110m
  • Complimentary breakfast and happy hour drinks
  • Historic bed and breakfast near the beach
  • Access to spa pool and bicycle rentals
  • Spa Pool
  • Bicycle Rentals
  • Happy Hour
Charming hotel with Victorian architecture and tropical gardens
FromUS$ 303 /nightSelect
MapClose to Duval Street0.25 miles
  • Three refreshing pools available to guests
  • Spacious rooms with unique decor options
  • Complimentary daily breakfast served poolside
  • Outdoor Pools
  • On-site Massage
  • Tropical Gardens
Charming resort offering tropical-themed rooms and amenities
FromUS$ 299 /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
MapQuiet residential neighborhood200m
  • Rooftop deck for sunbathing and stargazing
  • Swimming pool in a tropical setting
  • Walking distance to beach and Duval Street
  • Swimming pool
  • Rooftop deck
  • Bicycle rentals
Art Deco style motel offering charm and value
FromUS$ 109 /nightSelect
MapNear Duval Street attractions300m
  • Heated outdoor pool for relaxation
  • On-site massage services available
  • Complimentary breakfast included daily
  • Heated Pool
  • On-site Spa
  • Private Gardens
Charming hotel with historic character in Key West
FromUS$ 550 /nightSelect
MapNear Ernest Hemingway Home300m
  • Lagoon-style pool and hot tub
  • Daily wine and cheese happy hour
  • Prime location near Duval Street
  • Outdoor pool
  • Hot tub
  • Wine bar
Adults-only hotel with charming amenities and tranquility
FromUS$ 289 /nightSelect
MapHeart of Old Town300m
  • Two outdoor pools for relaxation
  • On-site massages for guests
  • Complimentary daily breakfast included
  • On-site Spa
  • Outdoor Pools
  • Bike Rentals
Hotel with pools and spa services in vibrant Key West
FromUS$ 210 /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
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
MapQuiet end of Duval Street0.5km
  • Homely rooms with unique features
  • Outdoor swimming pool with beach chairs
  • Delicious breakfast with varied options
  • Outdoor pool
  • Tennis court
  • Breakfast service
Charming adults-only hotel near vibrant attractions
FromUS$ 273 /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
MapClose to Duval Street700m
  • Adult-only bed and breakfast experience
  • Eclectic Caribbean artwork in rooms
  • On-site bicycle rentals available
  • Bicycle rental
  • On-site spa
  • Outdoor dining
Bed and breakfast featuring local artwork and bike rentals
FromUS$ 375 /nightSelect
MapSteps from Duval Street150m
  • Historic cottages with full kitchens
  • Outdoor pool with sun loungers
  • Pet friendly with extensive amenities
  • Outdoor Pool
  • Barbecue Area
  • Bicycle Rentals
Charming hotel with historic cottages in a tropical setting
FromUS$ 279 /nightSelect
Check-in
12Nov2025Select date
Check-out
13Nov2025Select date
Rooms and Guests2 Guests, 1 Room