Top Resorts in Key West

Find the Top Resorts in Key West – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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81-100 out of 106 resorts
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Guest house
8.2
Great87 reviews
MapView on map1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 114 /nightSelect
  • Fully equipped kitchens in each suite
  • Flat-screen TVs in all accommodations
  • Short walk to major attractions
8.8
Great35 reviews
MapView on map1700 yd from City Center400 yd from Key West Cemetery
From   US$ 417 /nightSelect
  • Historic Victorian-style architecture
  • Charming poolside cabana retreat
  • Complimentary mimosas with breakfast
8.4
Great194 reviews
  • Outdoor pool
  • Bicycle rentals
  • Barbecue area
1.0 mi from City Center300 yd from Key West Cemetery
From   US$ 279 /nightSelect
  • Tropical garden with pool area
  • Private charming historical cottages
  • Family and pet-friendly atmosphere
8.2
Great155 reviews
  • Heated Pool
  • Spa Services
  • Bicycle Rentals
1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 130 /nightSelect
  • Charming adults-only atmosphere
  • Historic Conch-style structure
  • Complimentary Champagne mimosas
8.4
Great229 reviews
  • Lagoon Pool
  • Hot Tub
  • Cabanas
1.3 mi from City Center200 yd from Jackson Square
From   US$ 289 /nightSelect
  • Adult-exclusive tranquil environment
  • Daily wine and cheese happy hour
  • Lush courtyard oasis for relaxation
8.4
Great158 reviews
  • Outdoor pool
  • Bicycle rentals
  • Concierge services
1500 yd from City Center300 yd from Key West Cemetery
From   US$ 139 /nightSelect
  • Victorian mansion with island-inspired charm
  • Outdoor swimming pool open year-round
  • Bicycle rentals to explore Key West
8.6
Great55 reviews
  • Heated Pool
  • Bike Rentals
  • Tropical Gardens
1100 yd from City Center500 yd from Dog Beach
From   US$ 398 /nightSelect
  • Private heated pool in Hemingway Suite
  • On-site bike rentals for guests' convenience
  • Tropical garden setting for serenity
8.2
Great163 reviews
  • On-site Spa
  • Tropical Pool
  • Bicycle Rentals
1700 yd from City Center600 yd from Key West Cemetery
From   US$ 347 /nightSelect
  • On-site spa with personalized treatments
  • Adult-only tropical garden setting
  • Daily happy hour with complimentary drinks
8.4
Great82 reviews
  • Private garden
  • Outdoor pool
  • Bicycle rentals
1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 447 /nightSelect
  • Complimentary happy hour for guests
  • Intimate atmosphere with only six rooms
  • Garden courtyard with pool area
8.2
Great27 reviews
  • Outdoor pool
  • Shared balconies
  • Complimentary breakfast
1700 yd from City Center700 yd from Key West Cemetery
From   US$ 339 /nightSelect
  • Charming vintage decor and atmosphere
  • Personalized local dining recommendations
  • Adult-only tranquil environment
8.2
Great295 reviews
  • Lush Gardens
  • Private Bungalows
  • Vibrant Pool
1600 yd from City Center400 yd from Key West Cemetery
From   US$ 168 /nightSelect
  • Complimentary snorkeling gear for guests
  • Welcome drink adds warm hospitality
  • Pet-friendly with no additional fees
Bed & Breakfast
8.4
Great183 reviews
  • Outdoor Dining
  • On-site Spa
  • Swimming Pool
1400 yd from City Center400 yd from Key West Cemetery
From   US$ 174 /nightSelect
  • Outdoor dining area with poolside views
  • On-site spa for ultimate relaxation
  • Refreshing swimming pool for leisure
8.8
Great68 reviews
1.0 mi from City Center200 yd from Key West Butterfly and Nature Conservatory
From   US$ 560 /nightSelect
The La Mer Hotel & Dewey House is located in the historic part of Key West, just 750 feet from Southernmost Point of the Continental US.
8.4
Great59 reviews
  • Massage Services
  • Bicycle Rental
  • Private Patios
1500 yd from City Center500 yd from Key West Cemetery
From   US$ 180 /nightSelect
  • Adults-only atmosphere for relaxation
  • On-site massage services for rejuvenation
  • Bicycle rental and tours available
8.4
Great26 reviews
  • Solar pool
  • Garden views
  • Eco-friendly
1400 yd from City Center600 yd from Key West Cemetery
From   US$ 441 /nightSelect
  • Eco-friendly solar-heated pool
  • Tropical furnishings with garden views
  • Six unique suites and studios
8.4
Great37 reviews
  • Rum Bar
  • Luggage Storage
  • Bike Tours
1.1 mi from City Center200 yd from Duval Street
From   US$ 189 /nightSelect
  • Adults-only atmosphere for a quiet stay
  • On-site bar with garden views
  • Set near popular attractions
  • Outdoor pool
  • Lounge bar
  • Air conditioning
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 1 090 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Bar and lounge area for relaxation
  • Air-conditioned rooms with flat-screen TVs
8.0
Great21 reviews
  • Outdoor pool
  • Picnic area
  • Bike rentals
1.3 mi from City Center300 yd from Jackson Square
From   US$ 158 /nightSelect
  • Private, beautifully landscaped pool area
  • Proximity to vibrant Duval Street nightlife
  • Rooms feature stylish and evocative decor
7.8
Very good27 reviews
  • Outdoor Pool
  • City Views
  • Air Conditioning
1.0 mi from City Center500 yd from Key West Cemetery
From   US$ 234 /nightSelect
  • Outdoor pool with city views
  • Air-conditioned rooms with patios
  • Close to cycling and fishing activities
7.4
Very good16 reviews
  • Outdoor pool
  • Air conditioning
  • Garden area
1.4 mi from City Center400 yd from Key West Aquarium
From   US$ 242 /nightSelect
  • Outdoor swimming pool with city views
  • Cycling activities around Key West
  • Garden area for relaxing moments