1-50 out of 85
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
7.9
Very good568 total reviews
our site & Booking.com
Private BeachSpa al MaréOceanfront Pools
- Largest private beach in Key West
- Historic 1920s architecture and charm
- Adults-only oceanfront pool
FromUS$ 297
/nightSelect
8.1
Great1068 total reviews
our site & Booking.com
Lagoon PoolAirport ShuttleDog Amenities
- Steps from Smathers Beach
- Daily poolside smoothies and crafts
- Pet-friendly with dog amenities
FromUS$ 182
/nightSelect
8.4
Great749 total reviews
our site & Booking.com
Map
1.5 mi from City Center387 yd from Mallory Square
Jala SpaWaterfront PoolBike Rentals
- Waterfront sunset views
- Full-service Jala Spa
- Complimentary bike rentals
FromUS$ 310
/nightSelect
8.3
Great2019 total reviews
our site & Booking.com
Map
2.1 mi from City Center851 yd from Kayak Kings Key West
Rum RowFood TruckShuttle Service
- Two poolside bars with live music
- Complimentary shuttle to Old Town
- On-site food truck dining
FromUS$ 119
/nightSelect
8.4
Great248 total reviews
our site & Booking.com
Map
1.5 mi from City Center151 yd from Mallory Square
Sunset PierSpaTerreLiquid Pool
- Zero Duval Street address
- Three on-site waterfront restaurants
- SpaTerre Balinese and Thai treatments
FromUS$ 509
/nightSelect
7.5
Very good440 total reviews
our site & Booking.com
Map
1649 yd from City Center290 yd from Key West Butterfly and Nature Conservatory
Private BeachFour MarlinsWater Sports
- Only natural sand beach in Key West
- Award-winning Key lime pie on-site
- Complimentary beach popsicle service
FromUS$ 332
/nightSelect
8.2
Great1472 total reviews
our site & Booking.com
Food TruckPool BarShuttle Service
- Key West's largest swimming pool
- Adults-only Cuban-inspired resort
- Cuban food truck on-site
FromUS$ 143
/nightSelect
Pier House Resort & SpaResort
8.3
Great757 total reviews
our site & Booking.com
Map
1.5 mi from City Center213 yd from Mallory Square
Private BeachFull-Service SpaHistoric Bar
- Private white sand beach
- Full-service spa
- Historic Chart Room bar
FromUS$ 319
/nightSelect
8.3
Great3696 total reviews
our site & Booking.com
Map
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$ 147
/nightSelect
Opal Key Resort & MarinaResort
8.6
Great1650 total reviews
our site & Booking.com
Lagoon PoolSunset DeckTin Cup Bar
- Two unique outdoor event venues
- Accessible facilities with guest lifts
- Pet-friendly with dog amenities
FromUS$ 302
/nightSelect
8.0
Great872 total reviews
our site & Booking.com
Map
2.0 mi from City Center1007 yd from Kayak Kings Key West
Outdoor PoolTiki BarBike Rental
- Complimentary shuttle to downtown
- Warm cookies at check-in
- Iguanas roam pool area
FromUS$ 186
/nightSelect
8.1
Great543 total reviews
our site & Booking.com
Pool ClubRooftop TerracePerla Restaurant
- Hemingway Suite with private rooftop terrace
- Historic Hotel of America landmark
- Cuban-inspired dining with mojito tasting
FromUS$ 224
/nightSelect
8.5
Great2078 total reviews
our site & Booking.com
Map
2.1 mi from City Center1716 yd from Kayak Kings Key West
Heated PoolPoolside BarComplimentary Shuttle
- Two free daily drinks at bar
- Heated ocean-view pool
- Free shuttle to downtown
FromUS$ 130
/nightSelect
The Garden HouseGuest house
8.7
Great369 total reviews
our site & Booking.com
Map
1.2 mi from City Center435 yd from San Carlos Institute Casa Cuba
Private ParkingBicycle RentalSun Terrace
- Adults-only garden retreat
- Private parking on-site
- Select rooms with pool views
FromUS$ 119
/nightSelect
8.8
Great1122 total reviews
our site & Booking.com
Map
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
8.3
Great670 total reviews
our site & Booking.com
Map
1.2 mi from City Center1.1 mi from Smathers Beach
Tiki BarPrivate BeachFree Shuttle
- Free shuttle to downtown Key West
- Tiki bar with poolside cocktails
- Private beach with kayak launch
FromUS$ 184
/nightSelect
7.0
Very good1953 total reviews
our site & Booking.com
Map
2.1 mi from City Center743 yd from Kayak Kings Key West
Food TruckPool BarBicycle Rental
- Free shuttle to Old Town
- On-site food truck dining
- Large dogs welcome
FromUS$ 140
/nightSelect
H2O Suites- Adults OnlyResort
9.3
Perfect534 total reviews
our site & Booking.com
Map
1680 yd from City Center171 yd from Duval Street
Rooftop PoolPlunge PoolsPool Bar
- Adults-only rooftop pool oasis
- Private plunge pools in suites
- Complimentary welcome drink and happy hour
FromUS$ 299
/nightSelect
7.9
Very good2036 total reviews
our site & Booking.com
Map
2.2 mi from City Center499 yd from Kayak Kings Key West
Private BeachHeated PoolWater Shuttle
- Private beach with Gulf views
- Complimentary champagne upon arrival
- Free shuttle to downtown Key West
FromUS$ 194
/nightSelect
9.0
Perfect1099 total reviews
our site & Booking.com
Map
2.0 mi from City Center1.1 mi from Kayak Kings Key West
Infinity PoolPrivate BeachFull Kitchens
- Beatles-themed bar and grill
- Private beach for guests only
- Full kitchens in every suite
FromUS$ 250
/nightSelect
7.7
Very good1417 total reviews
our site & Booking.com
Map
2.1 mi from City Center582 yd from Kayak Kings Key West
Tiki BarShuttle ServiceEV Charging
- Free shuttle to Old Town
- Two complimentary daily drinks
- Tiki bar by outdoor pool
FromUS$ 87
/nightSelect
Ibis Bay ResortResort
7.7
Very good2341 total reviews
our site & Booking.com
Map
1.2 mi from City Center1.2 mi from Smathers Beach
Private BeachSaltwater PoolWater Sports
- Wildlife feedings with macaws & sharks
- On-site jet ski and kayak rentals
- Free hourly shuttle to Duval St
FromUS$ 123
/nightSelect
8.8
Great4131 total reviews
our site & Booking.com
Map
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
Nyah - Adult ExclusiveBed & Breakfast
7.6
Very good1914 total reviews
our site & Booking.com
Map
1.0 mi from City Center472 yd from Key West Cemetery
Outdoor PoolsHot TubBike Rental
- Bunk beds for groups up to six
- Three outdoor pools for adults
- Daily happy hour included
FromUS$ 79
/nightSelect
9.0
Perfect3197 total reviews
our site & Booking.com
Map
997 yd from City Center1647 yd from Smathers Beach
Private BeachOutdoor PoolHot Tub
- Private beach sunset views
- Wristband key system
- Complimentary pool smoothies
FromUS$ 272
/nightSelect
The Gardens HotelHotel
9.1
Perfect269 total reviews
our site & Booking.com
Map
1.1 mi from City Center126 yd from Fury Water Adventures Key West
Heated PoolsWine GallerySpa Services
- Adults-only garden oasis
- Cottages with private pools
- Self-serve wine room
FromUS$ 309
/nightSelect
8.4
Great1481 total reviews
our site & Booking.com
Map
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 good1757 total reviews
our site & Booking.com
Map
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
8.3
Great82 total reviews
our site & Booking.com
Map
1.4 mi from City Center241 yd from San Carlos Institute Casa Cuba
Rooftop LoungeTempt RestaurantInfinity Pool
- Adults-only boutique on Duval Street
- Rooftop Halo Lounge with sunset views
- Signature Creole-inspired menu at Tempt
FromUS$ 254
/nightSelect
9.0
Perfect653 total reviews
our site & Booking.com
Map
2.3 mi from City Center472 yd from Kayak Kings Key West
Private BeachFull KitchenLagoon Pool
- Private beach for resort guests
- Full kitchens in every suite
- Zero-entry lagoon-shaped pool
FromUS$ 359
/nightSelect
Eden HouseInn
8.8
Great977 total reviews
our site & Booking.com
Map
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
9.2
Perfect925 total reviews
our site & Booking.com
Map
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
Blue Marlin MotelMotel
8.8
Great5105 total reviews
our site & Booking.com
Map
1682 yd from City Center170 yd from Key West Butterfly and Nature Conservatory
Heated PoolContinental BreakfastBicycle Rental
- Steps from southernmost point
- Complimentary trolley tickets
- Heated outdoor pool
FromUS$ 139
/nightSelect
8.3
Great965 total reviews
our site & Booking.com
Mojito BarPoolside BarBicycle Rentals
- On-site mojito bar with signature cocktails
- Complimentary bicycle rentals for guests
- Daily happy hour and live music poolside
FromUS$ 278
/nightSelect
9.4
Perfect412 total reviews
our site & Booking.com
Map
1.1 mi from City Center204 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
8.3
Great2852 total reviews
our site & Booking.com
Map
2.1 mi from City Center514 yd from Kayak Kings Key West
Tiki BarHeated PoolPool Cabanas
- Personalized concierge service by Donna
- Poolside Tiki bar with live music
- Free daily drink coupons included
FromUS$ 112
/nightSelect
Island City HouseHotel
9.0
Perfect1025 total reviews
our site & Booking.com
Heated PoolBike RentalSpa
- Historic 1912 property with 3 buildings
- Resident cat Bert delights guests
- Lush tropical gardens with koi pond
FromUS$ 145
/nightSelect
9.4
Perfect406 total reviews
our site & Booking.com
Map
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
7.9
Very good229 total reviews
our site & Booking.com
Map
1.6 mi from City Center325 yd from Mallory Square
Outdoor PoolSpa CenterKitchenettes
- Suites with kitchenettes and sunset views
- Staff-led marine life presentations
- Secluded location near Duval Street
FromUS$ 326
/nightSelect
Truman HotelHotel
8.9
Great4128 total reviews
our site & Booking.com
Map
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
7.8
Very good138 total reviews
our site & Booking.com
Map
1.4 mi from City Center488 yd from Mallory Square
Private BeachHeated PoolSky Deck
- Private beach with marina views
- Lively Tiki bar with sunset views
- Fishing directly from the marina
FromUS$ 285
/nightSelect
8.6
Great355 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
9.0
Perfect2907 total reviews
our site & Booking.com
Map
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
8.2
Great286 total reviews
our site & Booking.com
Map
1.2 mi from City Center114 yd from Fury Water Adventures Key West
Clothing-Optional SundeckHeated PoolPool Bar
- Adults-only gay male guesthouse
- Clothing-optional sundeck
- Located above Duval Street nightclub
FromUS$ 163
/nightSelect
The Artist HouseBed & Breakfast
9.4
Perfect352 total reviews
our site & Booking.com
Map
1.3 mi from City Center259 yd from San Carlos Institute Casa Cuba
Hot TubBicycle RentalCourtyard Garden
- Historic Victorian architecture in Key West
- Exclusive access to Secret Garden
- Social happy hour with complimentary drinks
FromUS$ 125
/nightSelect
Marreros Guest Mansion - Adult OnlyBed & Breakfast
9.3
Perfect143 total reviews
our site & Booking.com
Map
1.3 mi from City Center113 yd from Jackson Square
Adults OnlySaltwater PoolHappy Hour
- Adults-only retreat for ages 21+
- Year-round saltwater heated pool
- Complimentary happy hour daily
FromUS$ 235
/nightSelect
9.1
Perfect248 total reviews
our site & Booking.com
Map
1.1 mi from City Center166 yd from Duval Street
Outdoor PoolCabaret TheaterPiano Bar
- Live cabaret with Randy Roberts
- Adults-only 21+ policy
- Complimentary cooked-to-order breakfast
FromUS$ 320
/nightSelect
8.1
Great701 total reviews
our site & Booking.com
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
Duval HouseBed & Breakfast
8.9
Great853 total reviews
our site & Booking.com
Map
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
/nightSelect
7.7
Very good1568 total reviews
our site & Booking.com
Map
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
/nightSelect
Show more
- 1
- 2
Districts
| 🏨 Hotels in Key West | 85 |
| 👛 Lowest price | 79 USD |
| ✍️ Hotels Reviews | 23 498 |