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Southwinds MotelMotel
7.9
Very good1968 total reviews
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1558 yd from City Center305 yd from Key West Butterfly and Nature Conservatory
Heated PoolBicycle RentalContinental Breakfast
- Two outdoor pools in Old Town
- Steps to Duval Street
- On-site bar and liquor store
FromUS$ 153
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Old Town ManorBed & Breakfast
8.8
Great1189 total reviews
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1.3 mi from City Center238 yd from San Carlos Institute Casa Cuba
Bicycle RentalGarden CourtyardSun Terrace
- Pet-friendly with no breed restrictions
- Historic Victorian architecture & gardens
- Organic locally sourced breakfast
FromUS$ 154
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7.7
Very good1507 total reviews
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1041 yd from City Center1559 yd from Smathers Beach
Tiki BarShuttle ServiceOutdoor Pool
- Free shuttle to downtown
- Outdoor pool with tiki bar
- Breakfast served poolside daily
FromUS$ 149
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Old Town SuitesGuest house
8.2
Great496 total reviews
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1.1 mi from City Center198 yd from Ernest Hemingway House
On-site ParkingHeated JacuzziGated Compound
- Complimentary on-site parking
- Heated Jacuzzi in courtyard
- Gated compound for privacy
FromUS$ 114
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Alexander'S Guesthouse-Adult Exclusive, Lgbtq FriendlyBed & Breakfast
9.2
Perfect87 total reviews
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1520 yd from City Center632 yd from Key West Cemetery
Hot TubSwimming PoolSun Deck
- Historic 1902 Conch house
- Clothing-optional sundecks
- Complimentary poolside cocktail hour
FromUS$ 344
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8.0
Great3512 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
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The Conch House Heritage InnBed & Breakfast
9.5
Perfect68 total reviews
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1654 yd from City Center370 yd from Key West Cemetery
Outdoor PoolBicycle RentalComplimentary Breakfast
- Adults-only historic Key West inn
- National Register of Historic Places
- Complimentary breakfast with mimosas
FromUS$ 417
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Westwinds InnGuest house
8.6
Great1264 total reviews
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1.0 mi from City Center580 yd from Key West Cemetery
Heated PoolOn-site MassageBike Rental
- Two pools with heated jet spa
- Breakfast from local bakery
- On-site massage in suite
FromUS$ 210
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8.3
Great333 total reviews
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2.1 mi from City Center440 yd from Kayak Kings Key West
Boat SlipsFull KitchensSaltwater Pool
- Marina with boat slips for guests
- Fully-equipped kitchens in all units
- Interactive marina bar with games
FromUS$ 244
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Duval Inn - Key WestMotel
7.9
Very good984 total reviews
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1.2 mi from City Center68 yd from Fury Water Adventures Key West
Saltwater PoolBicycle RentalPrivate Parking
- Saltwater pool in lush gardens
- Complimentary happy hour drinks
- Historic conch house charm
FromUS$ 168
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Weatherstation Inn Circa 1911Bed & Breakfast
8.9
Great339 total reviews
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1.5 mi from City Center300 yd from Jackson Square
Fenced PoolBike ToursCultural Tours
- Historic 1911 inn in Key West
- On-site bar crawls offered
- Pool with shallow end
FromUS$ 169
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The Palms HotelHotel
8.6
Great2815 total reviews
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1081 yd from City Center548 yd from Key West Cemetery
Heated PoolBike RentalGolf Course
- Victorian architecture with character
- Dog-friendly rooms up to 75 pounds
- Complimentary bike rentals included
FromUS$ 147
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8.6
Great407 total reviews
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Heated PoolBike RentalsGarden Courtyard
- Complimentary afternoon tea
- Free bike rentals
- Private cottage patios
FromUS$ 164
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Southernmost Point Guest House & Garden BarBed & Breakfast
9.3
Perfect1402 total reviews
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1.1 mi from City Center104 yd from Key West Butterfly and Nature Conservatory
Heated PoolGarden BarBike Rental
- No resort fees on island
- Free daily drink voucher
- Historic Victorian architecture
FromUS$ 253
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Key West Harbor Inn - Adults OnlyBed & Breakfast
9.2
Perfect365 total reviews
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1.3 mi from City Center602 yd from San Carlos Institute Casa Cuba
Heated PoolPrivate GardenHappy Hour
- Adults-only harbor bed and breakfast
- Private tropical garden retreat
- Complimentary nightly happy hour
FromUS$ 200
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Ambrosia Key WestBed & Breakfast
8.9
Great938 total reviews
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1.2 mi from City Center274 yd from San Carlos Institute Casa Cuba
Whirlpool SpaOn-Site MassageBike Rentals
- Private entrances and outdoor spaces
- Three pools and whirlpool spa
- Welcome gifts and bike rentals
FromUS$ 299
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9.0
Perfect1178 total reviews
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1.3 mi from City Center337 yd from San Carlos Institute Casa Cuba
Outdoor PoolsBicycle RentalYoga Space
- Four outdoor pools open 24 hours
- Historic Victorian and Conch cottages
- Complimentary bikes and yoga space
FromUS$ 175
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Duval House - Adult OnlyBed & Breakfast
8.9
Great815 total reviews
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1.1 mi from City Center170 yd from Ernest Hemingway House
Outdoor PoolConcierge ServiceExpress Check-in
- Adults-only tranquil retreat
- Complimentary Belgian waffle breakfast
- 110-year-old Conch-style homes
FromUS$ 94
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9.3
Perfect220 total reviews
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1477 yd from City Center267 yd from Key West Cemetery
Plunge PoolGourmet BreakfastHot Tub
- Adults-only Victorian mansion
- Gourmet garden breakfast included
- Tropical gardens with bird migration
FromUS$ 256
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El Patio MotelMotel
8.2
Great3785 total reviews
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1287 yd from City Center239 yd from Dog Beach
Saltwater PoolRooftop DeckBicycle Rental
- Cuban tile floors and rooftop deck
- Saltwater pool with lush garden
- Steps from Duval Street and beach
FromUS$ 109
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8.3
Great1137 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
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Coco Plum InnBed & Breakfast
8.6
Great639 total reviews
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1.3 mi from City Center158 yd from Fury Water Adventures Key West
Heated PoolSpa ServicesBike Rental
- Adults-only former Hemingway home
- Heated pool open 24 hours
- Unique individually decorated rooms
FromUS$ 468
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Caribbean HouseGuest house
8.8
Great538 total reviews
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1.3 mi from City Center260 yd from Classic Harbor Line
Bike RentalSun LoungersWelcome Drink
- Adult-only retreat steps from Duval
- Bicycle rentals for exploring Key West
- Bistro tables with scenic street views
FromUS$ 142
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7.4
Very good1257 total reviews
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1.2 mi from City Center77 yd from San Carlos Institute Casa Cuba
Heated PoolHot TubGuaranteed Parking
- Guaranteed parking downtown
- Year-round heated pool and spa
- Daily ferry to Dry Tortugas
FromUS$ 114
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10.0
Perfect1 total review
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1.3 mi from City Center449 yd from San Carlos Institute Casa Cuba
Outdoor PoolWater SportsFishing
- On-site water sports and fishing
- Pet-friendly rooms with patios
- Central garden with pool
FromUS$ 363
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The Casablanca HotelBed & Breakfast
8.7
Great663 total reviews
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1.1 mi from City Center100 yd from Ernest Hemingway House
Outdoor PoolSun DeckBike Rental
- Historic B&B since 1898
- Tranquil tropical courtyard
- Complimentary events calendar
FromUS$ 135
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Tranquillity Guest HouseAparthotel
8.2
Great527 total reviews
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1.3 mi from City Center267 yd from Jackson Square
Outdoor PoolBike RentalPicnic Area
- Self check-in with access codes
- Tropical pool with lush gardens
- Historic vintage décor ambiance
FromUS$ 84
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The Grand GuesthouseBed & Breakfast
8.5
Great1120 total reviews
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1123 yd from City Center566 yd from Key West Cemetery
Free ParkingBicycle RentalsContinental Breakfast
- Adults-only literary-themed B&B
- Eco-friendly with complimentary bike rentals
- Free on-site parking available
FromUS$ 375
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Curry House - Room 5Aparthotel
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
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Courtney'S Place Historic Cottages & InnsGuest house
9.0
Perfect1288 total reviews
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1.0 mi from City Center261 yd from Fury Water Adventures Key West
Outdoor PoolBicycle RentalBarbecue
- Steps from Duval Street
- Free on-site parking included
- Historic cottages with kitchens
FromUS$ 219
/nightSelect
Andrews Inn & Garden CottagesBed & Breakfast
9.5
Perfect234 total reviews
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1.1 mi from City Center48 yd from Ernest Hemingway House
Saltwater PoolFree BicyclesOutdoor Shower
- Intimate six-room boutique feel
- Daily complimentary happy hour
- Free bike and beach rentals
FromUS$ 731
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8.5
Great939 total reviews
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1406 yd from City Center321 yd from Dog Beach
Heated PoolFree ParkingBicycle Rental
- No hidden resort fees
- Heated lagoon-style pool
- Gated property for added privacy
FromUS$ 135
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Papa'S HideawayHotel
9.0
Perfect33 total reviews
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1.2 mi from City Center204 yd from Duval Street
Saltwater PoolHeated PoolBicycle Hire
- Saltwater pool with heated option
- Full kitchen in studio apartments
- Bicycle hire available on site
FromUS$ 399
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1.2 mi from City Center642 yd from San Carlos Institute Casa Cuba
Indoor PoolFitness CenterYoga Classes
- Unique indoor pool in Key West
- On-site yoga and culture tours
- Family-friendly resort with pets allowed
FromUS$ 928
/nightSelect
Suite Dreams Inn By The BeachBed & Breakfast
6.9
Nice91 total reviews
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616 yd from City Center964 yd from Key West Cemetery
Private PoolBike RentalsTropical Garden
- Private heated pool suite
- On-site bike rentals
- Tropical garden with hammocks
FromUS$ 216
/nightSelect
L'Habitation Guesthouse- Adult ExclusiveBed & Breakfast
9.2
Perfect1443 total reviews
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1.4 mi from City Center205 yd from Jackson Square
Rooftop TerraceComplimentary BreakfastDaily Cocktail Hour
- Adults-only Conch House with historic charm
- Rooftop terrace for guest relaxation
- Daily cocktail hour included for guests
FromUS$ 199
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8.8
Great650 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
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8.3
Great62 total reviews
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1.4 mi from City Center397 yd from Mallory Square
Outdoor PoolPrivate PatioWater Sports
- Every room has a private patio
- On-site water sports facilities
- Pets welcome at inn
FromUS$ 242
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The Speakeasy Inn And Rum BarBed & Breakfast
9.1
Perfect434 total reviews
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1.1 mi from City Center193 yd from Duval Street
Rum BarFree ParkingKitchenettes
- Adults-only boutique on Duval Street
- Free on-site parking included
- On-site rum bar with island dining
FromUS$ 189
/nightSelect
Authors Key West GuesthouseGuest house
8.8
Great1189 total reviews
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1138 yd from City Center571 yd from Key West Cemetery
Outdoor PoolPicnic AreaContinental Breakfast
- Tropical garden plunge pool
- Outdoor picnic area available
- Quiet neighborhood guesthouse
FromUS$ 139
/nightSelect
Key West Bed And Breakfast - Adult OnlyBed & Breakfast
8.8
Great454 total reviews
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1.1 mi from City Center506 yd from Key West Cemetery
Bicycle RentalAdults OnlyBalcony Rooms
- Adults-only romantic retreat
- Complimentary bike rentals
- Flexible à la carte breakfast
FromUS$ 359
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