Top Resorts in Key West

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

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1-20 out of 106 resorts
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8.2
Great208 reviews
MapView on map1.5 mi from City Center300 yd from Mallory Square
From   US$ 347 /nightSelect
  • Private beach with cocktail service
  • Unique dining with waterfront views
  • Full-service spa with exclusive treatments
8.4
Great152 reviews
MapView on map1.5 mi from City Center200 yd from Mallory Square
From   US$ 369 /nightSelect
  • Luxury dining with stunning ocean views
  • Rooms with private balconies and sunsets
  • Charming spa offering exotic treatments
8.6
Great402 reviews
  • Tanning Pier
  • Luxury Spa
  • Multiple Pools
From   US$ 166 /nightSelect
  • Tanning pier with direct ocean access
  • Luxury spa services on-site
  • Diverse room types for every traveler
8.4
Great578 reviews
  • Tropical Gardens
  • Adults-Only Pool
  • On-site Dining
1700 yd from City Center1.0 mi from Smathers Beach
From   US$ 199 /nightSelect
  • Four unique pool areas for relaxation
  • Luxurious villas with private terraces
  • On-site water sports rentals available
8.4
Great363 reviews
  • Outdoor Pool
  • Fitness Center
  • Beach Access
From   US$ 192 /nightSelect
  • Beachfront access to Smathers Beach
  • Lagoon-style pool with cabanas
  • Tin Cup Chalice Bar & Chill dining
8.2
Great248 reviews
  • Jala Spa
  • Shor Restaurant
  • Floating Deck
1.4 mi from City Center500 yd from Key West Shipwreck Treasure Museum
From   US$ 283 /nightSelect
  • Stunning ocean views from room balconies
  • On-site turtle habitats for unique experiences
  • Complimentary bike rentals for local exploration
8.2
Great362 reviews
  • Food Truck
  • Poolside Cabana
  • Live Music
1.7 mi from City Center1600 yd from Kayak Kings Key West
From   US$ 293 /nightSelect
  • Lively pool atmosphere with live music
  • Authentic Cuban food truck dining
  • Unique wristband room key access
8.2
Great51 reviews
  • Private Beach
  • Observation Deck
  • Fishing Marina
1.4 mi from City Center500 yd from Key West Shipwreck Treasure Museum
From   US$ 285 /nightSelect
  • Private beach with serene atmosphere
  • Spectacular sunset observation deck
  • Unique on-site marina fishing options
8.2
Great279 reviews
  • Outdoor Pool
  • On-site Restaurant
  • Pet-friendly Rooms
2.0 mi from City Center1100 yd from Kayak Kings Key West
From   US$ 200 /nightSelect
  • Free shuttle to downtown attractions
  • Iguanas around the pool area
  • Warm chocolate chip cookies on arrival
8.4
Great827 reviews
  • Heated Pool
  • Tiki Bar
  • Concierge Service
2.1 mi from City Center1800 yd from Kayak Kings Key West
From   US$ 299 /nightSelect
  • Heated pool with ocean views
  • Hourly shuttle to downtown attractions
  • Two complimentary drinks daily
8.4
Great78 reviews
  • Private Beach
  • Tropical Pool
  • Spa Services
1.6 mi from City Center200 yd from Key West Shipwreck Treasure Museum
From   US$ 699 /nightSelect
  • Private island with exclusive access
  • Award-winning dining at Latitudes restaurant
  • Luxurious cottages with panoramic ocean views
8.2
Great196 reviews
  • Private Beach
  • On-site Marina
  • Rooftop Terrace
2.2 mi from City Center600 yd from Kayak Kings Key West
From   US$ 188 /nightSelect
  • Private beach with exclusive access
  • Luxury Presidential Suite with stunning views
  • On-site marina with adventure cruises
8.4
Great397 reviews
  • Outdoor Pool
  • On-site Dining
  • Fitness Center
From   US$ 224 /nightSelect
  • Historic charm with modern luxury
  • Prime location on vibrant Duval Street
  • Unique Hemingway-themed accommodations
8.2
Great256 reviews
  • Private Cottages
  • Beach Bar
  • Outdoor Pool
1000 yd from City Center1700 yd from Smathers Beach
From   US$ 355 /nightSelect
  • Waterfront with beachfront relaxation areas
  • On-site beach bar serving local cuisine
  • Private cottages for family gatherings
8.4
Great518 reviews
  • Lagoon Pool
  • Beach Access
  • Fitness Center
From   US$ 302 /nightSelect
  • Adjacent to Smathers Beach
  • Lagoon-style pool with cabanas
  • Pet-friendly with special amenities
8.2
Great594 reviews
  • Food Truck
  • Pool Bar
  • Cigar Lounge
2.1 mi from City Center800 yd from Kayak Kings Key West
From   US$ 140 /nightSelect
  • Onsite food truck with local cuisine
  • Pet-friendly policies for larger dogs
  • Live music at poolside bar
8.2
Great936 reviews
  • Saltwater Pool
  • Bicycle Rentals
  • Outdoor Dining
1.2 mi from City Center1.1 mi from Smathers Beach
From   US$ 163 /nightSelect
  • Unique wildlife interactions for families
  • Free shuttle service to downtown attractions
  • On-site fresh seafood restaurant option
8.4
Great265 reviews
  • Saltwater Pools
  • Full Kitchens
  • Concierge Service
1700 yd from City Center300 yd from Key West Butterfly and Nature Conservatory
From   US$ 190 /nightSelect
  • Saltwater pools surrounded by lush gardens
  • Full kitchens for meal preparation convenience
  • Complimentary daily happy hour with wine
8.4
Great442 reviews
  • Heated Pools
  • Wine Bar
  • Outdoor Patio
1800 yd from City Center200 yd from Duval Street
From   US$ 109 /nightSelect
  • Adults-only atmosphere for peaceful retreats
  • Wine and cheese happy hour every evening
  • Two heated pools for year-round enjoyment
8.4
Great364 reviews
  • Tiki bar
  • Outdoor pool
  • Bicycle rentals
1700 yd from City Center600 yd from Key West Cemetery
From   US$ 271 /nightSelect
  • Complimentary happy hour events daily
  • Unique historic charm and character
  • Beautiful tropical landscaping throughout