Top Resorts in Key West
Find the Top Resorts in Key West – 100+ Quality Options from Leading Providers
21-40 out of 106 resorts
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Hotel
8.0
Great391391 reviews10
MapView on map1.8 mi from City Center1400 yd from Kayak Kings Key West
From
US$ 319
/night
- Bi-level suites accommodating up to 10 guests
- Tranquil pool with bay-front views
- Dog-friendly with special amenities
Motel
8.2
Great660660 reviews10
MapView on map1700 yd from City Center200 yd from Key West Butterfly and Nature Conservatory
From
US$ 168
/night
- Centrally located near attractions and beaches
- Large heated pool for guest relaxation
- Accessible rooms with features for comfort
8.4
Great302302 reviews10
- Tiki Bar
- Outdoor Pool
- Observation Boardwalk
1.2 mi from City Center1.1 mi from Smathers Beach
From
US$ 184
/night
- Complimentary downtown shuttle service
- On-site Tiki bar with tropical cocktails
- Scenic boardwalk for leisurely strolls
Hotel
8.4
Great758758 reviews10
- Saltwater Pool
- Bicycle Rentals
- Continental Breakfast
1400 yd from City Center400 yd from Key West Cemetery
From
US$ 139
/night
- Outdoor heated saltwater swimming pool
- Eco-friendly green boutique hotel
- Rooms with private balconies
Resort
8.4
Great109109 reviews10
- Private Plunge
- Rooftop Pool
- Fitness Center
1700 yd from City Center200 yd from Duval Street
From
US$ 394
/night
- Luxurious suites with private plunge pools
- Stunning rooftop pool and bar
- Complimentary welcome and happy hour drinks
8.2
Great169169 reviews10
- Infinity Pool
- Private Beach
- Full Kitchens
2.0 mi from City Center1.1 mi from Kayak Kings Key West
From
US$ 250
/night
- Infinity pool with ocean views
- Full kitchens in every unit
- Private beach access for guests
Resort
8.4
Great135135 reviews10
- Serenity Pool
- Starboard Bar
- Fitness Center
1.2 mi from City Center700 yd from Key West Shipwreck Treasure Museum
From
US$ 373
/night
- Multiple pool options for all guests
- Complimentary welcome drinks upon arrival
- Easy access to local watersports activities
Hotel
8.6
Great167167 reviews10
- Private Cottages
- Two Pools
- Live Music
1.2 mi from City Center100 yd from Fury Water Adventures Key West
From
US$ 309
/night
- Unique self-serve wine room experience
- Private cottages with home-like atmosphere
- Tranquil gardens with live music events
Hotel
8.4
Great244244 reviews10
- Outdoor Pool
- Garden Area
- Bicycle Rentals
From
US$ 145
/night
- Beautiful lush gardens and koi ponds
- Historic architecture with Victorian charm
- On-site Essera Spa massage services
8.2
Great208208 reviews10
- Outdoor Pools
- Bicycle Rentals
- Concierge Service
1.3 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 199
/night
- Four unique swimming pools
- Restored Victorian and Conch architecture
- Eclectic, living design property
Guest house
8.4
Great7979 reviews10
- Lagoon Pool
- Bicycle Rental
- Tropical Breakfast
1.2 mi from City Center500 yd from San Carlos Institute Casa Cuba
From
US$ 119
/night
- Temperature-controlled lagoon pool
- Intimate island-style accommodations
- Steps from Duval Street attractions
8.4
Great4242 reviews10
- Rooftop Lounge
- Outdoor Pool
- On-site Bar
1.4 mi from City Center300 yd from San Carlos Institute Casa Cuba
From
US$ 258
/night
- Rooftop Halo Lounge with vibrant atmosphere
- Exceptional Sunday brunch with unlimited mimosas
- Free bike rentals for local exploration
8.4
Great333333 reviews10
- Outdoor Pool
- Poolside Bar
- Hemingway Suite
From
US$ 159
/night
- Steps from Hemingway House and lighthouse
- Island-chic poolside bar with mojitos
- Hemingway Suite for wedding gatherings
8.2
Great248248 reviews10
- Bungalow Bar
- Continental Breakfast
- Private Pools
1600 yd from City Center300 yd from Key West Cemetery
From
US$ 362
/night
- Three inviting pools with unique atmospheres
- Charming bungalow-style accommodations
- Live music and vibrant entertainment options
8.6
Great122122 reviews10
- Orchid Bar
- Heated Pool
- Hot Tub
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 156
/night
- Adult-only atmosphere for couples
- Unique cocktails crafted by local bartenders
- Serene pool area with lush greenery
Bed & Breakfast
8.6
Great5555 reviews10
- Swimming pool
- Outdoor dining
- Master suites
1.4 mi from City Center400 yd from Key West Shipwreck Treasure Museum
From
US$ 754
/night
- Historic inn built in 1869
- Unique guest rooms with character
- King balcony rooms overlooking pool
Bed & Breakfast
8.2
Great359359 reviews10
- Outdoor pools
- Bicycle rental
- Jacuzzi
1.0 mi from City Center500 yd from Key West Cemetery
From
US$ 79
/night
- Bunk bed rooms for group accommodations
- Three inviting outdoor swimming pools
- Adults-only atmosphere for exclusive experience
8.6
Great116116 reviews10
- Heated Pool
- Koi Pond
- Daily Happy Hour
1.1 mi from City Center300 yd from Ernest Hemingway House
From
US$ 201
/night
- Daily happy hour with complimentary snacks
- Serene tropical gardens and koi pond
- Effective air conditioning in each room
Bed & Breakfast
8.4
Great157157 reviews10
- Outdoor Pool
- Bicycle Rental
- Garden
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 94
/night
- Outdoor pool with sun loungers
- Continental breakfast with Belgian waffles
- Caribbean-style buildings with balconies
8.4
Great355355 reviews10
- Heated Pool
- Private Cottages
- Wine Reception
1.0 mi from City Center300 yd from Fury Water Adventures Key West
From
US$ 218
/night
- Exclusive adults-only atmosphere
- Complimentary evening wine and cheese hour
- Beautifully landscaped gardens
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