Top Resorts in Key West

Find the Top Resorts in Key West – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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41-60 out of 106 resorts
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8.4
Great87 reviews
MapView on map1.6 mi from City Center300 yd from Key West Aquarium
From   US$ 319 /nightSelect
  • Breathtaking sunset views from hotel
  • Spacious units with kitchenettes available
  • Quiet pool area for relaxation
8.8
Great96 reviews
MapView on map1.2 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 440 /nightSelect
  • Award-winning dining at Café Marquesa
  • Historic charm with modern amenities
  • Secluded tropical gardens and pools
Bed & Breakfast
8.2
Great124 reviews
  • Heated Pool
  • On-site Spa
  • Tropical Gardens
1.3 mi from City Center200 yd from Jackson Square
From   US$ 387 /nightSelect
  • On-site massage from Essera Spa
  • Complimentary gourmet breakfast available
  • Refreshing outdoor heated swimming pool
Bed & Breakfast
8.4
Great125 reviews
  • Garden courtyard
  • Private hot tub
  • Happy hour
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 125 /nightSelect
  • Historic Victorian architecture and charm
  • Social happy hour in garden courtyard
  • Complimentary use of bicycles for guests
  • Poolside Bar
  • Private Cabanas
  • Fitness Center
2.1 mi from City Center600 yd from Kayak Kings Key West
From   US$ 112 /nightSelect
  • Live music enhances poolside atmosphere
  • Complimentary drink coupons at pool bar
  • Accessible on-site parking options
8.0
Great108 reviews
  • Private Pool
  • Tropical Garden
  • Happy Hour
1.3 mi from City Center600 yd from Key West Aquarium
From   US$ 215 /nightSelect
  • Secluded tropical garden oasis
  • Heated, private pool for relaxation
  • Complimentary happy hour by the pool
Hotel
8.4
Great662 reviews
  • Inner Courtyard
  • Wine Social
  • Outdoor Breakfast
1800 yd from City Center400 yd from Ernest Hemingway House
From   US$ 224 /nightSelect
  • Complimentary local pastries at breakfast
  • Complimentary evening wine social hour
  • Spacious inner courtyard for relaxation
8.2
Great397 reviews
  • Outdoor pools
  • Bicycle rentals
  • Beach access
1700 yd from City Center300 yd from Key West Butterfly and Nature Conservatory
From   US$ 153 /nightSelect
  • Two outdoor pools for relaxation
  • Easy access to Duval Street attractions
  • Complimentary beach access with chairs
8.4
Great220 reviews
  • Outdoor Pool
  • Hot Tub
  • Bike Hire
2.3 mi from City Center400 yd from Kayak Kings Key West
From   US$ 260 /nightSelect
  • Fully equipped suites with private balcony
  • Outdoor pool with hot tub amenities
  • On-site activities: snorkeling and fishing
8.2
Great446 reviews
  • Heated Pool
  • Bicycle Rentals
  • BBQ Area
1100 yd from City Center600 yd from Key West Cemetery
From   US$ 161 /nightSelect
  • Heated pool with pool bar
  • Complimentary continental breakfast offered
  • Bicycles available for rent
8.0
Great291 reviews
  • Outdoor Pool
  • Bicycle Rentals
  • Luggage Storage
From   US$ 129 /nightSelect
  • Charming historic inn ambiance
  • Complimentary bakery breakfast vouchers
  • Bicycle rentals for 1 cent each
8.2
Great1207 reviews
  • Rooftop Deck
  • Swimming Pool
  • Tropical Garden
1300 yd from City Center300 yd from Dog Beach
From   US$ 109 /nightSelect
  • Rooftop deck for sunbathing and stargazing
  • Tropical garden with swimming pool
  • Bicycle rentals for exploring the island
  • Outdoor Pool
  • Picnic Area
  • Sun Loungers
From   US$ 244 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Walking distance to nightlife and dining
  • Lush picnic area with tables
Bed & Breakfast
8.2
Great186 reviews
  • Garden Courtyard
  • Unique Rooms
  • Bike Rentals
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 165 /nightSelect
  • Historic Victorian architecture
  • Delicious organic breakfast options
  • Pet-friendly accommodations available
8.4
Great65 reviews
  • Outdoor Pool
  • Kitchenettes
  • Late Check-In
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 285 /nightSelect
  • Unique rooms with individual Key West charm
  • Private setting off lively Duval Street
  • Handicap accessible poolside suite available
8.2
Great658 reviews
  • Private parking
  • Heated pool
  • Tropical gardens
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 534 /nightSelect
  • Charming outdoor breakfast by the pool
  • Multiple pools for guests' relaxation
  • Historic cottages with private entries
8.2
Great180 reviews
  • Saltwater pool
  • Happy hour
  • Private entrance
1.2 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 168 /nightSelect
  • Charming courtyard and pool area
  • Complimentary breakfast with mimosas
  • Bicycle rentals for exploring Key West
Bed & Breakfast
8.2
Great183 reviews
  • Outdoor Pools
  • Pet-Friendly
  • On-Site Massage
1.2 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 299 /nightSelect
  • Unique themed accommodations
  • Lush tropical garden setting
  • Multiple outdoor pools
8.2
Great591 reviews
  • Saltwater Pool
  • Tropical Garden
  • Private Balconies
1.1 mi from City Center300 yd from Duval Street
From   US$ 205 /nightSelect
  • Charming tropical gardens for relaxation
  • Delightfully dog-friendly accommodations
  • Newly renovated Superior King Suites
8.4
Great94 reviews
  • Tiki Bar
  • Saltwater Pool
  • Private Courtyard
1.3 mi from City Center200 yd from Jackson Square
From   US$ 235 /nightSelect
  • Historic Victorian boutique hotel charm
  • Private courtyard oasis and pool
  • Complimentary wine and beer Happy Hour