Top Resorts in Key West

Find the Top Resorts in Key West – 10+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-12 out of 12 resorts
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8.2
Great594 reviews
MapView on map3.4 km from City Centre700 m from Kayak Kings Key West
From   US$ 140 /nightSelect
  • Onsite food truck with local cuisine
  • Live music events by the pool
  • Dog-friendly without weight restrictions
Bed & Breakfast
8.2
Great186 reviews
MapView on map2.1 km from City Centre300 m from San Carlos Institute Casa Cuba
From   US$ 165 /nightSelect
  • Historic Victorian architecture charm
  • Tropical garden courtyard breakfast
  • Pet-friendly with resident cat
Bed & Breakfast
8.2
Great359 reviews
  • Hot tub
  • Bicycle rental
  • Outdoor pools
1.7 km from City Centre500 m from Key West Cemetery
From   US$ 79 /nightSelect
  • Adult-only atmosphere for group travel
  • Bunk bed rooms sleeping up to six
  • Three outdoor pools for relaxation
8.6
Great402 reviews
  • Adult-Only Pool
  • Beachside Cafe
  • Private Cabanas
From   US$ 166 /nightSelect
  • Adult-only pool for tranquility
  • Beachside cafe with live music
  • Diverse room types for every guest
Bed & Breakfast
8.4
Great125 reviews
  • Happy Hour
  • Jacuzzi
  • Garden
2.0 km from City Centre300 m from San Carlos Institute Casa Cuba
From   US$ 125 /nightSelect
  • Historic Victorian architecture
  • Daily happy hour with complimentary drinks
  • Charming garden with jacuzzi
8.4
Great152 reviews
  • Oceanfront Pool
  • On-site Spa
  • Private Balconies
2.5 km from City Centre200 m from Mallory Square
From   US$ 369 /nightSelect
  • Complimentary welcome cocktail on arrival
  • Exceptional views from every guest room
  • On-site dining with oceanfront views
8.4
Great244 reviews
  • Outdoor pool
  • On-site spa
  • Bicycle rentals
From   US$ 145 /nightSelect
  • Charming historic architecture
  • Lush garden with koi ponds
  • Resident pet cat adds charm
8.4
Great578 reviews
  • Tropical Gardens
  • Swimming Pools
  • On-site Dining
1.5 km from City Centre1.6 km from Smathers Beach
From   US$ 199 /nightSelect
  • Four distinct pool areas for leisure
  • Unique culinary offerings and cocktails
  • Spacious villas with private outdoor terraces
8.4
Great199 reviews
  • Continental Breakfast
  • Cocktail Hour
  • Garden Terrace
2.2 km from City Centre200 m from Jackson Square
From   US$ 199 /nightSelect
  • Adults-only environment for tranquility
  • Daily cocktail hour for relaxation
  • Charming garden and terrace space
8.4
Great363 reviews
  • Lagoon Pool
  • Outdoor Bar
  • Fitness Center
From   US$ 192 /nightSelect
  • Beachfront access to Smathers Beach
  • Tropical lagoon-style pool
  • On-site Tin Cup Chalice Bar
8.4
Great135 reviews
  • Adult Pool
  • Concierge Service
  • On-site Dining
2.0 km from City Centre600 m from Key West Shipwreck Treasure Museum
From   US$ 373 /nightSelect
  • Serenity pool for adult relaxation
  • Watersports access from hotel location
  • On-site dining at waterfront restaurant
8.6
Great49 reviews
  • Hot Tub
  • Pool
  • Private Balconies
1.4 km from City Centre600 m from Key West Cemetery
From   US$ 344 /nightSelect
  • Clothing optional sundecks for relaxation
  • Complimentary cocktails at daily Happy Hour
  • Historic property with charming decor