1-50 out of 64
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8.6
Great
Map
5.5 km from City Centre500 m from Safe Harbor
Full-Service MarinaHeated PoolsComplimentary Shuttle
- Six heated saltwater pools
- Free kayak and bike rentals
- Complimentary shuttle to Key West
From£ 103
/nightSelect
8.3
Great
Map
2.5 km from City Centre200 m from Mallory Square
Sunset PierSpaTerreLIQUID Pool
- Zero Duval Street location
- Private balconies overlooking Gulf
- On-site SpaTerre exotic treatments
From£ 275
/nightSelect


8.4
Great
Pool BarFood TruckShuttle Service
- Adults-only Cuban-themed resort
- Key West's largest swimming pool
- Complimentary shuttle to downtown
From£ 440
/nightSelect


Southernmost HotelHotel
8.8
Great
Private BeachesHeated PoolsOn-Site Spa
- Two private white sand beaches
- Three heated pools on-site
- Adults-only guesthouse options
From£ 124
/nightSelect


8.4
Great
Map
2.3 km from City Centre400 m from Mallory Square
Jala SpaShor RestaurantWaterfront Pool
- Waterfront sunset views from pool
- Gulf seafood dining at Shor
- Full-service Jala Spa
From£ 190
/nightSelect


7.7
Very good
Private BeachOceanfront PoolsWater Sports
- Largest private beach in Key West
- Historic 1920s Spanish architecture
- Complimentary water sports rentals
From£ 221
/nightSelect


8.4
Great
Map
3.3 km from City Centre800 m from Kayak Kings Key West
Food TruckPoolside CabanaFree Shuttle
- Complimentary shuttle to Old Town
- On-site food truck dining
- Two pools with live music
From£ 89
/nightSelect


8.3
Great
Map
1.5 km from City Centre1.6 km from Smathers Beach
Heated PoolsPool BarWater Sports
- Forbes Best Family Hotel
- Four distinct pool areas
- Complimentary shuttle service
From£ 109
/nightSelect


7.0
Very good
Map
3.4 km from City Centre700 m from Kayak Kings Key West
Food TruckPool CabanasBicycle Rental
- Free shuttle to Old Town
- On-site food truck dining
- Live music by the pool
From£ 104
/nightSelect


Pier House Resort & SpaResort
8.5
Great
Map
2.4 km from City Centre200 m from Mallory Square
Private BeachFull-service SpaBeach Bar
- Private white sand beach
- Only full-service spa in Key West
- Former headquarters of local legends
From£ 237
/nightSelect


8.3
Great
Map
3.2 km from City Centre1000 m from Kayak Kings Key West
Complimentary ShuttlePoolside CabanasTiki Bar
- Free shuttle to downtown and airport
- Warm cookies at check-in
- Zero-entry pool & tiki bar
From£ 112
/nightSelect


8.9
Great
Map
1.8 km from City Centre200 m from Ernest Hemingway House
Outdoor PoolGardenBicycle Rental
- Adults-only tropical oasis
- Historic Conch-style homes
- On lively Duval Street
From£ 70
/nightSelect


8.2
Great
Lagoon PoolPoolside BarBeach Access
- Adjacent to Smathers Beach
- Tin Cup Chalice Bar & Chill
- Daily kids' arts and crafts
From£ 135
/nightSelect


9.1
Perfect
Map
1000 m from City Centre1.5 km from Smathers Beach
Private BeachOutdoor PoolTiki Bar
- Private beach with sunset views
- Wristband room key system
- Oceanfront tiki bar dining
From£ 170
/nightSelect


8.6
Great
Outdoor PoolLoaner BikesTropical Gardens
- Adults-only retreat near Duval Street
- Historic Victorian-Bahamian architecture
- Daily happy hour with cocktails
From£ 129
/nightSelect


Eden HouseInn
8.7
Great
Map
1.5 km from City Centre500 m from Key West Cemetery
Heated PoolTiki BarFree Parking
- Oldest hotel in Key West since 1975
- Complimentary daily happy hour
- 24-hour heated pool and jacuzzi
From£ 175
/nightSelect


8.3
Great
Pool ClubPerla RestaurantFitness Center
- Historic hotel on Duval Street
- Hemingway & Capone stayed here
- Cuban-inspired dining & mojitos
From£ 167
/nightSelect


Sunset Key CottagesResort
9.2
Perfect
Map
2.6 km from City Centre200 m from Mallory Square
Latitudes RestaurantFull-Service SpaTennis Court
- Private island accessible only by ferry
- Award-winning Latitudes on-site restaurant
- Complimentary breakfast basket delivered daily
From£ 520
/nightSelect


8.1
Great
Map
1.8 km from City Centre200 m from Ernest Hemingway House
Private ParkingHeated PoolsTropical Gardens
- Private parking on-site in Key West
- Multiple heated pool areas for guests
- Personalized local recommendations from staff
From£ 210
/nightSelect


Caribbean HouseGuest house
8.9
Great
Map
2.1 km from City Centre300 m from Ernest Hemingway House
Bicycle RentalSun LoungersWelcome Drink
- Adult-only hotel for couples
- 4-minute walk to Duval Street
- Bicycle rental on site
From£ 106
/nightSelect


8.7
Great
Map
2.0 km from City Centre700 m from San Carlos Institute Casa Cuba
Serenity PoolPeloton BikesCovered Parking
- Three pools including adults-only
- State-of-the-art fitness center
- Rare onsite covered parking
From£ 307
/nightSelect


8.8
Great
Map
1.3 km from City Centre300 m from Key West Cemetery
Heated Saltwater PoolTesla ChargingBicycle Rental
- Florida Green Lodging certified
- Outdoor heated saltwater pool
- Tesla charging stations available
From£ 178
/nightSelect


Southwinds MotelMotel
8.0
Great
Map
1.4 km from City Centre300 m from Key West Butterfly and Nature Conservatory
Heated PoolsBicycle RentalConcierge Desk
- Two outdoor pools in Old Town
- 2-min walk to Duval Street
- Tipsy Rooster Bar & Liquor Store
From£ 114
/nightSelect


8.0
Great
Map
3.4 km from City Centre600 m from Kayak Kings Key West
Pool BarHot TubFree Shuttle
- Complimentary daily drink passes
- Free shuttle to Old Town Key West
- Lively pool bar with music
From£ 65
/nightSelect


9.2
Perfect
Map
1.5 km from City Centre300 m from Key West Butterfly and Nature Conservatory
Saltwater PoolsFull KitchensBike Rentals
- All two-bedroom suites with full kitchens
- Two heated saltwater pools with gardens
- Complimentary daily happy hour with wine
From£ 141
/nightSelect


8.8
Great
Map
2.9 km from City Centre1.3 km from Kayak Kings Key West
Full KitchenBay-front PoolGrocery Delivery
- Eco-friendly sustainability program
- In-suite grocery delivery service
- On-site craft beer tastings
From£ 75
/nightSelect


8.4
Great
Heated PoolPoolside BarMojito Bar
- Steps from Hemingway House & lighthouse
- On-site mojito bar with signature cocktails
- Historic 1800s architecture with modern style
From£ 118
/nightSelect


Southernmost Point Guest House & Garden BarBed & Breakfast
9.3
Perfect
Map
1.7 km from City Centre100 m from Key West Butterfly and Nature Conservatory
Heated PoolBicycle RentalFree Parking
- Zero resort fees on the island
- Daily drink ticket for guests
- Historic Victorian architecture
From£ 188
/nightSelect


8.4
Great
Map
3.4 km from City Centre1.6 km from Kayak Kings Key West
Heated PoolPool BarFree Shuttle
- Two complimentary drinks daily
- Free shuttle to downtown and airport
- Heated ocean-view pool with bar
From£ 97
/nightSelect


7.2
Very good
Map
1.5 km from City Centre300 m from Key West Butterfly and Nature Conservatory
Private BeachOceanfront DiningSunset Sails
- Only private natural sand beach
- Award-winning Key Lime Pie
- On-site sunset sailing excursions
From£ 126
/nightSelect


Truman HotelHotel
8.9
Great
Map
1.6 km from City Centre400 m from Ernest Hemingway House
Courtyard PoolWine SocialAccessible Pool
- Complimentary wine social 5-6 PM
- Courtyard pool with waterfall jets
- Accessible pool with chair lift
From£ 167
/nightSelect


7.6
Very good
Map
1000 m from City Centre1.4 km from Smathers Beach
Tiki BarOutdoor PoolPoolside Breakfast
- Poolside tiki bar with cabanas
- Free shuttle to downtown & beach
- On-site bike and scooter rentals
From£ 111
/nightSelect


Island City HouseHotel
9.1
Perfect
Heated PoolBike RentalKoi Ponds
- Three historic buildings from 1912
- Heated pool with lush gardens
- Resident cat Bert delights guests
From£ 108
/nightSelect


The Artist HouseBed & Breakfast
9.4
Perfect
Map
2.0 km from City Centre300 m from San Carlos Institute Casa Cuba
JacuzziBike RentalsCourtyard Garden
- Historic Victorian architecture & charm
- Daily social happy hour in garden
- Exclusive access to Secret Garden
From£ 93
/nightSelect


Blue Marlin MotelMotel
8.8
Great
Map
1.5 km from City Centre200 m from Key West Butterfly and Nature Conservatory
Heated PoolBike RentalContinental Breakfast
- Steps from Southernmost Point landmark
- Heated outdoor pool
- Bicycle rental on site
From£ 106
/nightSelect


Opal Key Resort & MarinaResort
8.6
Great
Heated PoolSpa CenterWater Sports
- Waterfront adjacent to aquarium
- On-site spa with couples massage
- Complimentary shuttle service
From£ 225
/nightSelect


Nyah - Adult ExclusiveBed & Breakfast
7.6
Very good
Map
1.6 km from City Centre500 m from Key West Cemetery
Outdoor PoolsHot TubBike Rental
- Bunk beds for groups up to six
- Three outdoor tropical pools
- Complimentary happy hour daily
From£ 59
/nightSelect


8.0
Great
Map
1.9 km from City Centre1.8 km from Smathers Beach
Private BeachHeated PoolTiki Bar
- No resort fees or parking fees
- Private beach and boardwalk
- Complimentary shuttle to downtown
From£ 137
/nightSelect


The Key West HotelHotel
8.0
Great
Map
2.2 km from City Centre300 m from San Carlos Institute Casa Cuba
Outdoor PoolPoolside BarPet Friendly
- Island-inspired small plates dining
- Leather armchairs and candlelit decor
- Year-round pool with sun loungers
From£ 811
/nightSelect


Map
2.0 km from City Centre600 m from San Carlos Institute Casa Cuba
Indoor PoolFitness CenterPool Bar
- 24-hour concierge and security service
- On-site yoga classes and local culture tours
- Extensive garden and outdoor leisure spaces
From£ 690
/nightSelect


9.0
Perfect
Map
1.8 km from City Centre200 m from Duval Street
Heated PoolSaltwater PoolSun Terrace
- Adults-only tropical garden oasis
- Heated saltwater pool year-round
- Pet-friendly with private balconies
From£ 153
/nightSelect


The Palms HotelHotel
8.5
Great
Map
1000 m from City Centre600 m from Key West Cemetery
Heated PoolPoolside BreakfastPicnic Area
- Complimentary bike rentals explore Key West
- Pet-friendly rooms for dogs up to 75 lbs
- Victorian architecture with charming character
From£ 109
/nightSelect


7.8
Very good
Map
3.5 km from City Centre500 m from Kayak Kings Key West
Private BeachHeated PoolOn-site Marina
- Private beach with Gulf views
- Complimentary champagne on arrival
- Free daily shuttle downtown
From£ 115
/nightSelect


H2O Suites- Adults OnlyResort
9.2
Perfect
Map
1.5 km from City Centre200 m from Duval Street
Rooftop PoolPlunge PoolsBike Rental
- Adults-only luxury suites
- Private plunge pools in suites
- Complimentary happy hour daily
From£ 222
/nightSelect


Westwinds InnGuest house
8.5
Great
Map
1.7 km from City Centre600 m from Key West Cemetery
Heated Jet SpaBike RentalsOn-Site Massage
- Two pools with heated jet spa
- Historic Old Town Key West location
- Complimentary breakfast from local bakery
From£ 156
/nightSelect


8.3
Great
Map
3.4 km from City Centre500 m from Kayak Kings Key West
Tiki BarPool CabanasEvent Space
- Personalized concierge by Donna
- Daily free drink coupons
- Poolside live music
From£ 83
/nightSelect


Ambrosia Key WestMotel
8.8
Great
Map
1.9 km from City Centre300 m from San Carlos Institute Casa Cuba
Multiple PoolsWhirlpool SpaBike Rental
- Three tropical pools & spa
- In-room breakfast delivery
- Pets welcome in select suites
From£ 222
/nightSelect


Authors Key West GuesthouseGuest house
8.8
Great
Map
1.0 km from City Centre600 m from Key West Cemetery
Outdoor PoolPicnic AreaSun Terrace
- Tropical garden with outdoor pool
- Outdoor picnic and seating area
- Quiet neighborhood for relaxation
From£ 100
/nightSelect


Duval Inn - Key WestMotel
7.9
Very good
Map
1.9 km from City Centre100 m from Fury Water Adventures Key West
Saltwater PoolCourtyard GardenHappy Hour
- Saltwater pool in lush courtyard
- Complimentary happy hour with drinks
- Steps from Duval Street attractions
From£ 125
/nightSelect


9.1
Perfect
Map
2.1 km from City Centre300 m from San Carlos Institute Casa Cuba
Four Outdoor PoolsHistoric CottagesBicycle Rental
- Adults-only with four pools
- Historic cottages with private porches
- Complimentary bicycle hire
From£ 130
/nightSelect
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