Top Resorts in Key West
Find the Top Resorts in Key West – 80+ Quality Options from Leading Providers
61-80 out of 89 resorts
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8.4
Great229229 reviews10
MapView on map2.1 km from City Centre100 m from Jackson Square
From
US$ 289
/night
- Daily wine and cheese happy hour
- Tranquil courtyard with lush gardens
- Adults-only peaceful getaway
Bed & Breakfast
8.0
Great4747 reviews10
MapView on map1.7 km from City Centre500 m from Key West Cemetery
From
US$ 205
/night
- Bicycle rental service available
- Adults-only, peaceful atmosphere
- Garden and quiet street views
8.4
Great6969 reviews10
- Cabaret Show
- Piano Bar
- Terrace Bar
1.7 km from City Centre200 m from Duval Street
From
US$ 360
/night
- Live cabaret with Randy Roberts nightly
- Gourmet dining on Duval Street
- Historic hotel with Key West charm
8.2
Great155155 reviews10
- Heated Pool
- Concierge Services
- On-site Bike Rentals
1.8 km from City Centre100 m from Ernest Hemingway House
From
US$ 130
/night
- Complimentary breakfast with champagne mimosas
- Cozy rooms with unique tropical decor
- Heated pool surrounded by lush gardens
Bed & Breakfast
8.2
Great124124 reviews10
- Heated pool
- Private gardens
- Cozy patios
2.1 km from City Centre200 m from Fury Water Adventures Key West
From
US$ 387
/night
- Indulgent on-site massage services
- Complementary breakfast with local coffee
- Luxurious Super Deluxe King room
8.4
Great220220 reviews10
- Outdoor Pool
- Hot Tub
- Private Balcony
3.7 km from City Centre400 m from Kayak Kings Key West
From
US$ 260
/night
- Fully equipped kitchen in suites
- Outdoor swimming pool with hot tub
- Snorkeling and windsurfing activities
8.4
Great167167 reviews10
- Heated Pool
- Tropical Garden
- Pet-friendly
From
US$ 164
/night
- Complimentary bike rentals for exploring
- Charming cottage-style accommodations
- Free afternoon tea and snacks provided
Bed & Breakfast
8.4
Great3737 reviews10
- Cocktail Bar
- Luggage Storage
- Kitchenette
1.7 km from City Centre200 m from Duval Street
From
US$ 189
/night
- Adults-only atmosphere with unique cocktail bar
- Close to popular attractions and beaches
- Well-equipped kitchenette for in-room dining
8.4
Great302302 reviews10
- Outdoor Pool
- Tiki Bar
- Fitness Center
1.9 km from City Centre1.8 km from Smathers Beach
From
US$ 184
/night
- Complimentary shuttle to downtown Key West
- Scenic waterfront promenade with beach access
- Tiki bar serving cocktails by the pool
Bed & Breakfast
8.0
Great108108 reviews10
- Private pool
- Tropical garden
- Harbor views
2.1 km from City Centre500 m from Key West Shipwreck Treasure Museum
From
US$ 215
/night
- Adults-only oasis with tropical gardens
- Heated outdoor pool in private setting
- Complimentary nightly happy hour
Hotel
8.6
Great167167 reviews10
- Private Cottages
- Two Pools
- On-site Spa
1.9 km from City Centre100 m from Fury Water Adventures Key West
From
US$ 309
/night
- Self-serve wine room experience
- Cottages with private pools available
- Live jazz music every Sunday evening
Bed & Breakfast
8.2
Great151151 reviews10
- Swimming pool
- Inner courtyard
- Private balconies
1.8 km from City Centre100 m from Ernest Hemingway House
From
US$ 139
/night
- Historic hotel on famous Duval Street
- Charming inner courtyard with lush plants
- Private balconies available in select rooms
8.6
Great5252 reviews10
- Plunge pool
- Concierge service
- Unique rooms
1.3 km from City Centre300 m from Key West Cemetery
From
US$ 354
/night
- Tropical gardens with exotic birds
- Adults-only romantic atmosphere
- Complimentary gourmet breakfast daily
Guest house
8.4
Great7979 reviews10
- Lagoon Pool
- Garden Terrace
- Bicycle Rental
1.9 km from City Centre400 m from San Carlos Institute Casa Cuba
From
US$ 119
/night
- Temperature-controlled pool for relaxation
- Steps from historic Duval Street attractions
- Cozy, intimate island-style accommodations
8.0
Great199199 reviews10
- Saltwater Pool
- Gumbos Bar
- Fishing Dock
3.4 km from City Centre400 m from Kayak Kings Key West
From
US$ 265
/night
- Saltwater pools enhance relaxation experience
- Complimentary bicycles offered for exploration
- Gas grills for outdoor cooking available
Guest house
8.2
Great8787 reviews10
- Flat-screen TV
- Air conditioning
- Express check-out
1.7 km from City Centre200 m from Ernest Hemingway House
From
US$ 114
/night
- Fully equipped kitchenette in every unit
- Steps from Ernest Hemingway Museum
- Short walk to Duval Street nightlife
Guest house
8.4
Great123123 reviews10
- 15-man jacuzzi
- Outdoor swimming pool
- Garden bar
1.9 km from City Centre200 m from Fury Water Adventures Key West
From
US$ 163
/night
- Clothing-optional sundeck for men only
- Access to Bourbon Street Pub included
- Complimentary happy hour every evening
Bed & Breakfast
8.4
Great8282 reviews10
- Outdoor Pool
- Garden Courtyard
- Free Bicycles
1.8 km from City Centre100 m from Ernest Hemingway House
From
US$ 447
/night
- Complimentary happy hour for all guests
- Daily breakfast with made-to-order options
- Tropical garden courtyard with pool
Resort
8.2
Great5151 reviews10
- Private Beach
- Tiki Bar
- Observation Deck
2.3 km from City Centre500 m from Key West Shipwreck Treasure Museum
From
US$ 285
/night
- Spectacular sunset views from observation deck
- Private beach for exclusive relaxation
- Tiki bar overlooking marina and pool
8.4
Great4242 reviews10
- Rooftop Lounge
- Heated Pool
- Bicycle Rentals
2.2 km from City Centre300 m from San Carlos Institute Casa Cuba
From
US$ 258
/night
- Rooftop Halo Lounge with stunning views
- Exceptional Sunday brunch with mimosas
- Eclectic decor with Old Hollywood vibe
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