Top Resorts in Key West

Find the Top Resorts in Key West – 80+ Quality Options from Leading Providers

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22 Guests, 1 Room
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41-60 out of 89 resorts
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Bed & Breakfast
8.4
Great360 reviews
MapView on map1.0 km from City Centre600 m from Key West Cemetery
From   US$ 213 /nightSelect
  • Adults-only environmentally-friendly inn
  • Bicycle rentals and local tours available
  • Private entrances with Caribbean artwork
8.2
Great248 reviews
MapView on map1.4 km from City Centre300 m from Key West Cemetery
From   US$ 362 /nightSelect
  • Unique bungalow-style accommodations
  • Multiple beautiful outdoor pools
  • Whimsical atmosphere with lush gardens
Bed & Breakfast
8.2
Great183 reviews
  • Tropical gardens
  • Themed rooms
  • Multiple pools
1.9 km from City Centre300 m from San Carlos Institute Casa Cuba
From   US$ 299 /nightSelect
  • Tropical gardens with unique sculptures
  • Multiple themed accommodation options
  • Outdoor breakfast by the pool
8.0
Great254 reviews
  • Swimming Pool
  • Picnic Area
  • Flat-screen TV
1.0 km from City Centre600 m from Key West Cemetery
From   US$ 139 /nightSelect
  • Outdoor swimming pool with sun terrace
  • Picnic area for family gatherings
  • Complimentary continental breakfast options
8.4
Great194 reviews
  • Outdoor pool
  • Bicycle rental
  • Barbeque area
1.7 km from City Centre300 m from Fury Water Adventures Key West
From   US$ 279 /nightSelect
  • Historic cottages with charming design
  • Tropical garden with a small pool
  • Families and pets welcome here
Bed & Breakfast
8.2
Great186 reviews
  • Tropical Garden
  • Unique Rooms
  • Bike Rentals
2.1 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
8.4
Great109 reviews
  • Rooftop Pool
  • Private Patio
  • Fitness Center
1.5 km from City Centre200 m from Duval Street
From   US$ 394 /nightSelect
  • Rooftop deck with scenic views
  • Luxury suites with private plunge pools
  • Complimentary welcome beverage on arrival
8.4
Great294 reviews
  • Poolside Spa
  • Art Deco Design
  • Luxury Suites
2.0 km from City Centre100 m from San Carlos Institute Casa Cuba
From   US$ 114 /nightSelect
  • Centrally located on vibrant Duval Street
  • Elegant Art Deco boutique accommodations
  • Heated outdoor swimming pool and spa
8.2
Great82 reviews
  • Outdoor pool
  • Private bath
  • Complimentary breakfast
2.4 km from City Centre300 m from Jackson Square
From   US$ 237 /nightSelect
  • Historic hotel built in 1911
  • Adults-only bed and breakfast atmosphere
  • Outdoor pool surrounded by lush gardens
8.4
Great442 reviews
  • Heated pools
  • Wine bar
  • Spa services
1.6 km from City Centre100 m from Duval Street
From   US$ 109 /nightSelect
  • Wine and cheese happy hour each evening
  • Two heated outdoor pools for relaxation
  • Adults-only environment for tranquility
8.2
Great180 reviews
  • Saltwater Pool
  • Happy Hour
  • Bicycle Rentals
1.9 km from City Centre100 m from Fury Water Adventures Key West
From   US$ 168 /nightSelect
  • Steps from vibrant Duval Street nightlife
  • Complimentary happy hour with personalized drinks
  • Charming courtyard and saltwater pool
8.2
Great163 reviews
  • Tropical Pool
  • Outdoor Lounge
  • Bicycle Rentals
1.5 km from City Centre500 m from Key West Cemetery
From   US$ 347 /nightSelect
  • On-site massage services for relaxation
  • Adult-only tranquil tropical garden
  • Daily happy hour with complimentary snacks
8.6
Great122 reviews
  • Pool Bar
  • Heated Pool
  • Concierge Services
1.8 km from City Centre200 m from Ernest Hemingway House
From   US$ 156 /nightSelect
  • Adult-only atmosphere enhances tranquility
  • Charming pool area with serene ambiance
  • Specialty cocktails crafted by local bartenders
8.6
Great116 reviews
  • Heated Pool
  • Hot Tub
  • Bicycle Rentals
1.7 km from City Centre200 m from Ernest Hemingway House
From   US$ 201 /nightSelect
  • Daily happy hour with complimentary snacks
  • Charming koi pond enhances tranquility
  • Turndown service includes luxury chocolates
  • Pool Bar
  • Tiki Bar
  • Outdoor Pool
3.4 km from City Centre600 m from Kayak Kings Key West
From   US$ 112 /nightSelect
  • Complimentary drink coupons for pool bar
  • Personalized concierge service by Donna
  • Live music enhances poolside atmosphere
8.2
Great161 reviews
  • Heated pool
  • Bicycle rentals
  • Private bathrooms
1.3 km from City Centre300 m from Dog Beach
From   US$ 135 /nightSelect
  • Heated lagoon-style pool for relaxation
  • Private bathrooms in every accommodation
  • Bicycle rentals for easy exploration
8.2
Great169 reviews
  • Infinity Pool
  • Private Beach
  • Kitchen Suites
3.2 km from City Centre1.7 km from Kayak Kings Key West
From   US$ 250 /nightSelect
  • Ocean-view infinity pool
  • Full kitchens in every unit
  • Private beach access
8.4
Great158 reviews
  • Outdoor pool
  • Bicycle rentals
  • Terrace seating
1.3 km from City Centre300 m from Key West Cemetery
From   US$ 139 /nightSelect
  • Victorian mansion in vibrant Old Town
  • Complimentary transportation to attractions
  • Adults-only atmosphere for relaxation
8.2
Great196 reviews
  • Private Beach
  • On-site Marina
  • Presidential Suite
3.5 km from City Centre500 m from Kayak Kings Key West
From   US$ 188 /nightSelect
  • Presidential Suite with panoramic ocean views
  • Private beach for peaceful relaxation
  • Exciting sandbar and sunset cruises available
8.4
Great355 reviews
  • Heated Pool
  • Bicycle Rentals
  • Private Cottages
1.7 km from City Centre300 m from Fury Water Adventures Key West
From   US$ 218 /nightSelect
  • Adult-only environment for serene retreats
  • Complimentary evening wine and cheese hour
  • Tropical gardens with relaxing lounge areas