Top Resorts in Florida Keys

Find the Top Resorts in Florida Keys – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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161-175 out of 175 resorts
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Aparthotel
8.4
Great59 reviews
From   US$ 125 /nightSelect
  • Private beach area for guests
  • Heated outdoor swimming pool
  • Fully equipped kitchens in units
8.2
Great51 reviews
From   US$ 285 /nightSelect
  • Spectacular sunset views from observation deck
  • Private beach for exclusive relaxation
  • Tiki bar overlooking marina and pool
8.6
Great32 reviews
  • Private beach
  • Fishing pier
  • Heated pool
From   US$ 548 /nightSelect
  • Private beach access for exclusive relaxation
  • Free kayak rentals for family adventures
  • Spacious two-bedroom villas for families
  • Rooftop Lounge
  • Heated Pool
  • Bicycle Rentals
From   US$ 258 /nightSelect
  • Rooftop Halo Lounge with stunning views
  • Exceptional Sunday brunch with mimosas
  • Eclectic decor with Old Hollywood vibe
8.4
Great65 reviews
  • Outdoor pool
  • Kitchenette
  • Concierge service
From   US$ 285 /nightSelect
  • Unique rooms and suites for every guest
  • Private setting off Duval Street's bustle
  • Free concierge for local activities
  • Outdoor Pool
  • Balcony
  • Garden
From   US$ 664 /nightSelect
  • City views from private balcony
  • Outdoor swimming pool available
  • Activities like cycling and fishing
7.4
Very good16 reviews
From   US$ 242 /nightSelect
The King Suite Balcony - At James House features an outdoor pool and views of the city, and is located about 15 minutes' walk from Key West Cemetery.
8.8
Great35 reviews
  • Outdoor Pool
  • Bicycle Rentals
  • Private Baths
From   US$ 417 /nightSelect
  • Historic inn with 7 generations of legacy
  • Adventurous activities like bike rentals
  • Charming accommodations with Victorian styling
8.4
Great94 reviews
  • Saltwater Pool
  • Vintage Tiki Bar
  • Private Courtyard
From   US$ 235 /nightSelect
  • Victorian architecture meets modern luxury
  • Private courtyard oasis with lush gardens
  • Daily Happy Hour at vintage Tiki Bar
8.4
Great49 reviews
  • Private Pools
  • Dolphin Connection
  • Cabana Club
From   US$ 209 /nightSelect
  • Private swimming pools with ocean views
  • Dolphin feeding experiences on-site
  • Cabana Club access for exclusive relaxation
8.6
Great49 reviews
  • Hot Tub
  • Pool
  • Private Balconies
From   US$ 344 /nightSelect
  • Clothing optional sundecks for relaxation
  • Complimentary cocktails at daily Happy Hour
  • Historic property with charming decor
8.4
Great39 reviews
  • Boat Docks
  • Tennis Court
  • Heated Pool
From   US$ 376 /nightSelect
  • Private beach access with daily maintenance
  • Oceanfront infinity pool overlooking beach
  • Spacious units with full kitchens
8.6
Great57 reviews
  • Private Marina
  • Fitness Center
  • Saltwater Pool
From   US$ 524 /nightSelect
  • Private boat slips for each unit
  • Spacious villas with gourmet kitchens
  • Heated saltwater swimming pool
8.0
Great291 reviews
  • Heated Pool
  • Continental Breakfast
  • Concierge Service
From   US$ 129 /nightSelect
  • Bicycle rentals at 1 cent each
  • Vouchers for local bakery breakfast
  • Charming historic inn ambiance
8.4
Great87 reviews
  • Spa centre
  • Swimming pool
  • Bicycle rentals
From   US$ 319 /nightSelect
  • Stunning sunset views over the harbor
  • Well-equipped kitchenettes in all accommodations
  • Caring and attentive staff service