Key West Boutique Hotels

Compare 7 hand-picked boutique hotels in Key West from $129/night. Adults-only options, poolside perks, and historic charm. Check rates now.

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Wed, 23 Sept
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Check-out
Thu, 24 Sept
Rooms and Guests2 Guests, 1 room
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1-7 out of 7
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8.3
Great3521 total reviews
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1.5 km from City Centre1.6 km from Smathers Beach
Heated PoolsPool BarWater Sports
  • Forbes Best Family Hotel
  • Four distinct pool areas
  • Eco-friendly toiletries
FromC$ 345 /nightSelect
8.8
Great894 total reviews
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1.5 km from City Centre800 m from San Carlos Institute Casa Cuba
Tiki BarHeated PoolFree Parking
  • Daily complimentary happy hour
  • Oldest Key West hotel
  • 24-hour pool access
FromC$ 328 /nightSelect
9.5
Perfect415 total reviews
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1.7 km from City Centre200 m from Ernest Hemingway House
Heated PoolPool BarBicycle Rental
  • Adults-only tropical pool retreat
  • Complimentary happy hour daily
  • Koi pond with waterfall feature
FromC$ 281 /nightSelect
9.2
Perfect901 total reviews
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1.5 km from City Centre300 m from Key West Butterfly and Nature Conservatory
Heated PoolsFull KitchenBike Rental
  • All two-bedroom suites with kitchens
  • Saltwater pools with garden setting
  • Complimentary daily happy hour wine
FromC$ 265 /nightSelect
8.8
Great3990 total reviews
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1.3 km from City Centre700 m from Ernest Hemingway House
Bicycle RentalGolf CourseTesla Charging
  • Eco-friendly certified by Florida Green Lodging
  • Heated saltwater outdoor pool
  • Tesla charging stations available
FromC$ 222 /nightSelect
8.9
Great4080 total reviews
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1.6 km from City Centre400 m from Ernest Hemingway House
Outdoor PoolPool LiftWine Social
  • Complimentary evening wine social
  • Two-floor cottage suite
  • Accessible pool with chair lifts
FromC$ 313 /nightSelect
9.4
Perfect415 total reviews
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1.8 km from City Centre200 m from Ernest Hemingway House
Heated PoolHot TubTesla Charger
  • Adults-only boutique on Duval Street
  • Poolside bar with craft cocktails
  • Complimentary bike rentals for guests
FromC$ 218 /nightSelect

Key West's boutique hotel scene combines historic architecture with modern comforts. From adults-only retreats like the Orchid Key Inn-a 3-minute walk from Hemingway House-to family-friendly resorts such as Parrot Key Hotel & Villas with its four pools, these properties cater to varied tastes. Most sit within walking distance of Duval Street or the Southernmost Point, making them ideal bases for exploring Old Town. Expect amenities like free Wi-Fi, daily breakfast, and private parking; rates typically range from $150 to $300 per night depending on season.

For a central stay, the Almond Tree Inn - Adults Only offers a heated pool, hot tub, and complimentary happy hour just minutes from the Ernest Hemingway House. Meanwhile, Truman Hotel provides a classic boutique vibe with modern rooms, a continental breakfast, and easy access to the Historic Lighthouse. Silver Palms Inn features self-catering suites with kitchenettes and is near Fort Zachary Taylor State Park. Whether you prefer an adult-only haven or a resort-like oasis, these boutique hotels deliver personalized service and a genuine Florida Keys feel.