Top Resorts in Key West

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

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61-80 out of 89 resorts
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8.4
Great229 reviews
MapView on map2.1 km from City Centre100 m from Jackson Square
From   US$ 289 /nightSelect
  • Daily wine and cheese happy hour
  • Tranquil courtyard with lush gardens
  • Adults-only peaceful getaway
Bed & Breakfast
8.0
Great47 reviews
MapView on map1.7 km from City Centre500 m from Key West Cemetery
From   US$ 205 /nightSelect
  • Bicycle rental service available
  • Adults-only, peaceful atmosphere
  • Garden and quiet street views
8.4
Great69 reviews
  • Cabaret Show
  • Piano Bar
  • Terrace Bar
1.7 km from City Centre200 m from Duval Street
From   US$ 360 /nightSelect
  • Live cabaret with Randy Roberts nightly
  • Gourmet dining on Duval Street
  • Historic hotel with Key West charm
8.2
Great155 reviews
  • Heated Pool
  • Concierge Services
  • On-site Bike Rentals
1.8 km from City Centre100 m from Ernest Hemingway House
From   US$ 130 /nightSelect
  • Complimentary breakfast with champagne mimosas
  • Cozy rooms with unique tropical decor
  • Heated pool surrounded by lush gardens
Bed & Breakfast
8.2
Great124 reviews
  • Heated pool
  • Private gardens
  • Cozy patios
2.1 km from City Centre200 m from Fury Water Adventures Key West
From   US$ 387 /nightSelect
  • Indulgent on-site massage services
  • Complementary breakfast with local coffee
  • Luxurious Super Deluxe King room
8.4
Great220 reviews
  • Outdoor Pool
  • Hot Tub
  • Private Balcony
3.7 km from City Centre400 m from Kayak Kings Key West
From   US$ 260 /nightSelect
  • Fully equipped kitchen in suites
  • Outdoor swimming pool with hot tub
  • Snorkeling and windsurfing activities
8.4
Great167 reviews
  • Heated Pool
  • Tropical Garden
  • Pet-friendly
From   US$ 164 /nightSelect
  • Complimentary bike rentals for exploring
  • Charming cottage-style accommodations
  • Free afternoon tea and snacks provided
8.4
Great37 reviews
  • Cocktail Bar
  • Luggage Storage
  • Kitchenette
1.7 km from City Centre200 m from Duval Street
From   US$ 189 /nightSelect
  • Adults-only atmosphere with unique cocktail bar
  • Close to popular attractions and beaches
  • Well-equipped kitchenette for in-room dining
8.4
Great302 reviews
  • Outdoor Pool
  • Tiki Bar
  • Fitness Center
1.9 km from City Centre1.8 km from Smathers Beach
From   US$ 184 /nightSelect
  • Complimentary shuttle to downtown Key West
  • Scenic waterfront promenade with beach access
  • Tiki bar serving cocktails by the pool
8.0
Great108 reviews
  • Private pool
  • Tropical garden
  • Harbor views
2.1 km from City Centre500 m from Key West Shipwreck Treasure Museum
From   US$ 215 /nightSelect
  • Adults-only oasis with tropical gardens
  • Heated outdoor pool in private setting
  • Complimentary nightly happy hour
8.6
Great167 reviews
  • Private Cottages
  • Two Pools
  • On-site Spa
1.9 km from City Centre100 m from Fury Water Adventures Key West
From   US$ 309 /nightSelect
  • Self-serve wine room experience
  • Cottages with private pools available
  • Live jazz music every Sunday evening
Bed & Breakfast
8.2
Great151 reviews
  • Swimming pool
  • Inner courtyard
  • Private balconies
1.8 km from City Centre100 m from Ernest Hemingway House
From   US$ 139 /nightSelect
  • Historic hotel on famous Duval Street
  • Charming inner courtyard with lush plants
  • Private balconies available in select rooms
8.6
Great52 reviews
  • Plunge pool
  • Concierge service
  • Unique rooms
1.3 km from City Centre300 m from Key West Cemetery
From   US$ 354 /nightSelect
  • Tropical gardens with exotic birds
  • Adults-only romantic atmosphere
  • Complimentary gourmet breakfast daily
Guest house
8.4
Great79 reviews
  • Lagoon Pool
  • Garden Terrace
  • Bicycle Rental
1.9 km from City Centre400 m from San Carlos Institute Casa Cuba
From   US$ 119 /nightSelect
  • Temperature-controlled pool for relaxation
  • Steps from historic Duval Street attractions
  • Cozy, intimate island-style accommodations
8.0
Great199 reviews
  • Saltwater Pool
  • Gumbos Bar
  • Fishing Dock
3.4 km from City Centre400 m from Kayak Kings Key West
From   US$ 265 /nightSelect
  • Saltwater pools enhance relaxation experience
  • Complimentary bicycles offered for exploration
  • Gas grills for outdoor cooking available
Guest house
8.2
Great87 reviews
  • Flat-screen TV
  • Air conditioning
  • Express check-out
1.7 km from City Centre200 m from Ernest Hemingway House
From   US$ 114 /nightSelect
  • Fully equipped kitchenette in every unit
  • Steps from Ernest Hemingway Museum
  • Short walk to Duval Street nightlife
8.4
Great123 reviews
  • 15-man jacuzzi
  • Outdoor swimming pool
  • Garden bar
1.9 km from City Centre200 m from Fury Water Adventures Key West
From   US$ 163 /nightSelect
  • Clothing-optional sundeck for men only
  • Access to Bourbon Street Pub included
  • Complimentary happy hour every evening
8.4
Great82 reviews
  • Outdoor Pool
  • Garden Courtyard
  • Free Bicycles
1.8 km from City Centre100 m from Ernest Hemingway House
From   US$ 447 /nightSelect
  • Complimentary happy hour for all guests
  • Daily breakfast with made-to-order options
  • Tropical garden courtyard with pool
8.2
Great51 reviews
  • Private Beach
  • Tiki Bar
  • Observation Deck
2.3 km from City Centre500 m from Key West Shipwreck Treasure Museum
From   US$ 285 /nightSelect
  • Spectacular sunset views from observation deck
  • Private beach for exclusive relaxation
  • Tiki bar overlooking marina and pool
  • Rooftop Lounge
  • Heated Pool
  • Bicycle Rentals
2.2 km from City Centre300 m from San Carlos Institute Casa Cuba
From   US$ 258 /nightSelect
  • Rooftop Halo Lounge with stunning views
  • Exceptional Sunday brunch with mimosas
  • Eclectic decor with Old Hollywood vibe