Historical hotels in Key West
Find the Top Historical hotels in Key West – 20+ Quality Options from Leading Providers
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Hotel
From
US$ 166
/night
- Tanning pier with direct ocean access
- Luxury spa services on-site
- Diverse room types for every traveler
8.4
Great363363 reviews10
From
US$ 182
/night
- Beachfront access to Smathers Beach
- Lagoon-style pool with cabanas
- Tin Cup Chalice Bar & Chill dining
8.2
Great570570 reviews10
2.1 mi from City Center900 yd from Kayak Kings Key West
From
US$ 119
/night
Featuring a gym and a swimming pool, the 24 North Hotel Key West is located 10 minutes by car from Fort Zachary Taylor Historic State Park.
Resort
8.4
Great577577 reviews10
- Tropical Gardens
- Adults-Only Pool
- On-site Dining
1700 yd from City Center1.0 mi from Smathers Beach
From
US$ 245
/night
- Four unique pool areas for relaxation
- Luxurious villas with private terraces
- On-site water sports rentals available
Hotel
8.4
Great824824 reviews10
- Heated Pool
- Tiki Bar
- Concierge Service
2.1 mi from City Center1800 yd from Kayak Kings Key West
From
US$ 535
/night
- Heated pool with ocean views
- Hourly shuttle to downtown attractions
- Two complimentary drinks daily
8.2
Great279279 reviews10
- Outdoor Pool
- On-site Restaurant
- Pet-friendly Rooms
2.0 mi from City Center1100 yd from Kayak Kings Key West
From
US$ 226
/night
- Free shuttle to downtown attractions
- Iguanas around the pool area
- Warm chocolate chip cookies on arrival
8.4
Great302302 reviews10
- Tiki Bar
- Outdoor Pool
- Observation Boardwalk
1.2 mi from City Center1.1 mi from Smathers Beach
From
US$ 184
/night
- Complimentary downtown shuttle service
- On-site Tiki bar with tropical cocktails
- Scenic boardwalk for leisurely strolls
Hotel
- Bi-level suites
- Private pool
- Grocery delivery
1.8 mi from City Center1400 yd from Kayak Kings Key West
From
US$ 230
/night
- Bi-level suites accommodating up to 10 guests
- Tranquil pool with bay-front views
- Dog-friendly with special amenities
Resort
- Saltwater Pool
- Bicycle Rentals
- Outdoor Dining
1.2 mi from City Center1.2 mi from Smathers Beach
From
US$ 123
/night
- Unique wildlife interactions for families
- Free shuttle service to downtown attractions
- On-site fresh seafood restaurant option
Hotel
8.2
Great594594 reviews10
- Food Truck
- Pool Bar
- Cigar Lounge
2.1 mi from City Center800 yd from Kayak Kings Key West
From
US$ 140
/night
- Onsite food truck with local cuisine
- Pet-friendly policies for larger dogs
- Live music at poolside bar
8.4
Great355355 reviews10
- Heated Pool
- Private Cottages
- Wine Reception
1.0 mi from City Center300 yd from Fury Water Adventures Key West
From
US$ 152
/night
- Exclusive adults-only atmosphere
- Complimentary evening wine and cheese hour
- Beautifully landscaped gardens
8.0
Great417417 reviews10
2.1 mi from City Center600 yd from Kayak Kings Key West
From
US$ 414
/night
Offering a tiki bar onsite, along with a hot tub and an outdoor swimming pool, the upscale Hilton Garden Inn Key West / The Keys Collection boasts a location in an entertainment area.
Hotel
8.4
Great757757 reviews10
- Saltwater Pool
- Bicycle Rentals
- Continental Breakfast
1400 yd from City Center400 yd from Key West Cemetery
From
US$ 558
/night
- Outdoor heated saltwater swimming pool
- Eco-friendly green boutique hotel
- Rooms with private balconies
Resort
8.4
Great265265 reviews10
- Saltwater Pools
- Full Kitchens
- Concierge Service
1700 yd from City Center300 yd from Key West Butterfly and Nature Conservatory
From
US$ 190
/night
- Saltwater pools surrounded by lush gardens
- Full kitchens for meal preparation convenience
- Complimentary daily happy hour with wine
- Infinity Pool
- Private Beach
- Full Kitchens
2.0 mi from City Center1.1 mi from Kayak Kings Key West
From
US$ 250
/night
- Infinity pool with ocean views
- Full kitchens in every unit
- Private beach access for guests
8.2
Great196196 reviews10
- Private Beach
- On-site Marina
- Rooftop Terrace
2.2 mi from City Center500 yd from Kayak Kings Key West
From
US$ 324
/night
- Private beach with exclusive access
- Luxury Presidential Suite with stunning views
- On-site marina with adventure cruises
8.0
Great532532 reviews10
- Poolside Bar
- Private Cabanas
- Fitness Center
2.1 mi from City Center600 yd from Kayak Kings Key West
From
US$ 357
/night
- Live music enhances poolside atmosphere
- Complimentary drink coupons at pool bar
- Accessible on-site parking options
8.4
Great220220 reviews10
- Outdoor Pool
- Hot Tub
- Bike Hire
2.3 mi from City Center500 yd from Kayak Kings Key West
From
US$ 359
/night
- Fully equipped suites with private balcony
- Outdoor pool with hot tub amenities
- On-site activities: snorkeling and fishing
Bed & Breakfast
8.4
Great125125 reviews10
- Garden courtyard
- Private hot tub
- Happy hour
1.3 mi from City Center200 yd from Red Barn Theatre
From
US$ 125
/night
- Historic Victorian architecture and charm
- Social happy hour in garden courtyard
- Complimentary use of bicycles for guests
8.0
Great199199 reviews10
- Saltwater pool
- Marina access
- BBQ facilities
2.1 mi from City Center500 yd from Kayak Kings Key West
From
US$ 244
/night
- Private access to fishing opportunities
- Spacious two-bedroom units for families
- Gumbos bar next to the water
Motel
- Rooftop Deck
- Swimming Pool
- Tropical Garden
1300 yd from City Center300 yd from Dog Beach
From
US$ 208
/night
- Rooftop deck for sunbathing and stargazing
- Tropical garden with swimming pool
- Bicycle rentals for exploring the island
8.2
Great563563 reviews10
1100 yd from City Center1600 yd from Smathers Beach
From
US$ 149
/night
Located 10 minutes by car from Ripley's Believe It or Not, the inviting Fairfield Inn & Suites By Marriott Key West offers a swimming pool and a gym facility for guests.
Guest house
8.4
Great674674 reviews10
- On-site Spa
- Bike Rentals
- Tropical Gardens
1.0 mi from City Center600 yd from Key West Cemetery
From
US$ 210
/night
- Two sparkling outdoor pools
- On-site massage services available
- Complimentary continental breakfast offered
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