Key West Inns

Compare 10 top-rated inns in Key West's Old Town. Historic charm, adult-only options, pools, and free breakfast. Check rates now for exclusive deals.

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Rooms and Guests2 Guests, 1 room
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Check-in
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Check-out
Tue, 13 Oct
Rooms and Guests2 Guests, 1 room
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Check-in
Mon, 12 Oct
-
Check-out
Tue, 13 Oct
Rooms and Guests2 Guests, 1 room
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1-20 out of 21
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  • Guest rating: high to low
  • Popularity: high to low
8.5
Great1494 total reviews
our site & Booking.com
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1533 yd from City Center300 yd from Key West Cemetery
Outdoor PoolsPoolside BarLive Music
  • Three outdoor swimming pools
  • Bungalow-style historic accommodations
  • Chef-curated breakfast included
FromUS$ 139 /nightSelect
7.9
Very good1713 total reviews
our site & Booking.com
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1740 yd from City Center107 yd from Duval Street
Heated PoolsHot TubOutdoor Bar
  • Adults-only tranquil oasis
  • Complimentary wine and cheese happy hour
  • Daily iguana gathering
FromUS$ 109 /nightSelect
8.8
Great1138 total reviews
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1.0 mi from City Center291 yd from Fury Water Adventures Key West
Heated PoolHot TubBike Rentals
  • 24-hour heated pool for night swims
  • Complimentary wine and cheese happy hour
  • Complimentary bike rentals for exploring
FromUS$ 152 /nightSelect
8.6
Great342 total reviews
our site & Booking.com
Outdoor PoolLoaner BikesHappy Hour
  • Adults-only historic conch cottages
  • Victorian-Bahamian architecture
  • Custom-designed loaner bikes
FromUS$ 174 /nightSelect
8.2
Great708 total reviews
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Heated PoolBike RentalsYoga Mats
  • Historic conch houses with unique rooms
  • Bike rentals at one cent each
  • Breakfast vouchers for Old Town Bakery
FromUS$ 129 /nightSelect
8.8
Great890 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$ 235 /nightSelect
9.0
Perfect2679 total reviews
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1.1 mi from City Center216 yd from Duval Street
Saltwater PoolTropical GardenFree Parking
  • Adults-only heated saltwater pool
  • Free parking in historic Old Town
  • Pet-friendly with small fee
FromUS$ 205 /nightSelect
8.0
Great3420 total reviews
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1.1 mi from City Center115 yd from Ernest Hemingway House
Heated PoolPrivate ParkingBicycle Rental
  • Private parking on-site
  • Each room with private entrance
  • Outdoor breakfast by heated pool
FromUS$ 164 /nightSelect
9.1
Perfect1161 total reviews
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1.3 mi from City Center102 yd from Red Barn Theatre
Outdoor PoolsBicycle RentalYoga Space
  • Four outdoor pools open 24 hours
  • Historic Victorian and Conch cottages
  • Complimentary bikes and yoga space
FromUS$ 175 /nightSelect
8.4
Great1141 total reviews
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1.3 mi from City Center98 yd from Jackson Square
Lagoon PoolOutdoor JacuzziWine Hour
  • Adult-exclusive tranquil atmosphere
  • Daily wine and cheese happy hour
  • Lagoon-style pool & Jacuzzi
FromUS$ 289 /nightSelect
8.3
Great7 total reviews
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1.0 mi from City Center413 yd from Key West Cemetery
Outdoor PoolWater SportsPrivate Patio
  • Private patio with pool
  • Steps from Hemingway Home
  • On-site cycling and fishing
FromUS$ 346 /nightSelect
7.0
Very good2 total reviews
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1.3 mi from City Center183 yd from Red Barn Theatre
Outdoor PoolWater SportsFishing
  • On-site water sports and fishing
  • Pet-friendly rooms with patios
  • Central garden with pool
FromUS$ 363 /nightSelect
9.0
Perfect4 total reviews
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1.3 mi from City Center157 yd from Red Barn Theatre
Private PatiosOutdoor PoolGarden
  • Private patios with city views
  • Outdoor pool and garden
  • On-site water sports access
FromUS$ 395 /nightSelect
8.5
Great1748 total reviews
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1574 yd from City Center320 yd from Key West Cemetery
Pool BarHappy HourText Concierge
  • No-fee pet policy for all dog sizes
  • Private bungalow upgrades available
  • Complimentary snorkeling gear offered
FromUS$ 168 /nightSelect
8.8
Great642 total reviews
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1.1 mi from City Center66 yd from Ernest Hemingway House
Heated PoolHot TubBicycle Rental
  • Adults-only historic B&B since 1889
  • Complimentary champagne mimosa breakfast
  • Tropical garden with heated pool and hot tub
FromUS$ 130 /nightSelect
5.5
Needs improvement2 total reviews
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1.4 mi from City Center157 yd from Red Barn Theatre
Outdoor PoolWater SportsGolf Course
  • Private entrance with balcony
  • On-site water sports
  • In-room washer and dryer
FromUS$ 333 /nightSelect
8.7
Great62 total reviews
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1.4 mi from City Center157 yd from Red Barn Theatre
Outdoor PoolPrivate PatioWater Sports
  • Every room has a private patio
  • On-site water sports facilities
  • Pets welcome at inn
FromUS$ 242 /nightSelect
7.7
Very good82 total reviews
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1.0 mi from City Center413 yd from Key West Cemetery
Water SportsGolf CoursePrivate Entrance
  • On-site water sport facilities
  • Private entrance with patio
  • On-site golf course access
FromUS$ 234 /nightSelect
8.2
Great76 total reviews
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1.4 mi from City Center157 yd from Red Barn Theatre
Outdoor PoolLive MusicWater Sports
  • Live music performances nightly
  • On-site water sport rentals
  • Outdoor pool with garden
FromUS$ 236 /nightSelect
10.0
Perfect2 total reviews
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1.4 mi from City Center157 yd from Red Barn Theatre
Heated PoolPrivate PatioWater Sports
  • Heated pool in tropical garden
  • Private entrance and patio
  • Water sports on-site access
FromUS$ 335 /nightSelect
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Key West inns offer a more intimate stay than standard hotels, often set in historic buildings within walking distance of Duval Street and the Southernmost Point. Expect amenities like outdoor pools, complimentary continental breakfast, and lush tropical gardens. Many inns cater to adults only, creating a quieter atmosphere ideal for couples. Budget ranges from mid-range to upscale, with rates varying seasonally. Parking is often limited and comes with an extra fee, and few inns have elevators due to their historic architecture.

Top-rated options include Simonton Court Historic Inn & Cottages (Superb 9.1), offering four pools and historic cottages for adult guests, and Douglas House Adult Only (Superb 9.0), a short walk from the Hemingway Home with a shared pool and garden. Eden House (Fabulous 8.7) is an art deco property with a fitness center, restaurant, and free parking - welcoming both adults and families. For a romantic getaway, Paradise Inn - Adult Exclusive (Fabulous 8.7) features a lotus pond, wine hour, and a heated pool. These inns provide direct access to Key West's culture and nightlife while offering a relaxed retreat.