Key West Boutique Hotels

7 boutique hotels in Key West: adults-only and historic inns near Duval Street with pools and free breakfast. Compare now and book.

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Check-out
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1-7 out of 7
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.3
Great3609 total reviews
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1614 yd from City Center1.0 mi from Smathers Beach
Four PoolsShuttle ServiceValet Parking
  • Forbes Best Family Hotel
  • Four distinct pool areas
  • Eco-friendly toiletries
FromUS$ 211 /nightSelect
8.8
Great4049 total reviews
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1370 yd from City Center308 yd from Key West Cemetery
Saltwater PoolBicycle RentalTesla Charging
  • Eco-certified by Florida Green
  • Outdoor heated saltwater pool
  • Tesla charging stations available
FromUS$ 169 /nightSelect
8.8
Great914 total reviews
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1638 yd from City Center537 yd from Key West Cemetery
Heated PoolSpaTiki Bar
  • Daily complimentary happy hour
  • Oldest historic hotel in Key West
  • 24-hour pool and jacuzzi access
FromUS$ 287 /nightSelect
9.1
Perfect915 total reviews
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1654 yd from City Center253 yd from Key West Butterfly and Nature Conservatory
Saltwater PoolsFull KitchensBike Rentals
  • All suites with full kitchens
  • Two saltwater pools in gardens
  • Complimentary happy hour with wine
FromUS$ 190 /nightSelect
9.4
Perfect412 total reviews
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1.1 mi from City Center203 yd from Ernest Hemingway House
Pool BarHot TubBicycle Rental
  • Adults-only tropical retreat
  • Complimentary happy hour daily
  • Tropical pool with koi pond
FromUS$ 201 /nightSelect
9.4
Perfect404 total reviews
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1.1 mi from City Center160 yd from Ernest Hemingway House
Pool BarBike RentalsTesla Charging
  • Adults-only oasis on Duval Street
  • Complimentary daily happy hour
  • Free bike rentals for exploration
FromUS$ 156 /nightSelect
8.9
Great4095 total reviews
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1703 yd from City Center357 yd from Ernest Hemingway House
Courtyard PoolSun LoungersWine Social
  • Complimentary evening wine social
  • Courtyard pool with waterfall
  • Poolside breakfast with French pastries
FromUS$ 224 /nightSelect

Key West's boutique hotels cluster in the historic Old Town, often within walking distance of Duval Street and the Ernest Hemingway House. These properties typically offer fewer than 50 rooms, with lush tropical landscaping, outdoor pools, and personalized service. Expect nightly rates from $200 to $500 depending on season and room type. Many are adults-only, making them ideal for couples seeking a quieter escape. Book well in advance for winter and spring break.

Top-rated options include the Eden House (rated 87), an art deco inn with a poolside bar and complimentary bike rentals. Santa Maria Suites Resort (rated 91) offers all-suite accommodations with full kitchens and two heated pools. The Almond Tree Inn - Adults Only (rated 94) serves a daily continental breakfast and has a poolside hot tub. Orchid Key Inn - Adults Only (rated 94) sits directly on Duval Street with a cocktail bar. Parrot Key Hotel & Villas (rated 83) features four pools and a complimentary shuttle to Old Town. Silver Palms Inn (rated 88) provides private balconies and covered parking. Truman Hotel (rated 89) mixes modern style with a pool and free WiFi.