Historic Hotels in Key West

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Best Historic Hotels in Key West

Staying at historic hotels in Key West allows guests to immerse themselves in the island's fascinating past while enjoying modern comforts. These accommodations often boast unique architecture, rich history, and close proximity to local attractions.

8.5

Good

(1290 Reviews)

+ 81 photos

Hampton Inn Key West Fl

3755 S. Roosevelt Boulevard
Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Snack bar
Free airport shuttle
Fitness center
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Elevator
Express check-in/ -out
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Located about 3 miles from Southernmost Point and 4 miles from Duval Street, Hampton Inn Key West FL offers comfortable rooms featuring flat-screen TVs, microwaves, and small refrigerators. Guests can enjoy a heated pool with ocean views, alongside poolside dining at the Cheekie Hut. The property also features a business center and laundry facilities for added convenience. With a friendly 24-hour front desk, guests receive support whenever needed. Nearby attractions include the Hemingway House, just a short drive away.

Price comparison

Average Price 130 US$

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From 130 US$
Check booking site for details
From 130 US$

8.4

Good

(363 Reviews)

+ 68 photos

Courtyard By Marriott Key West Waterfront

3031-41 North Roosevelt Boulevard
Wi-Fi
Free parking
Baggage storage
24-hour reception
24-hour security
Poolside snack bar
Restaurant
Welcome drink
Coffee shop
Fitness center
Outdoor swimming pool
Heated swimming pool
Jacuzzi
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Golf course
Beach access
Sun loungers
Beach umbrellas
Children's menu
Cribs
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
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Courtyard By Marriott Key West Waterfront offers a prime location on the Gulf of Mexico, featuring spacious rooms equipped with gone-in-room safes and flat-screen TVs. Guests can take a refreshing dip in the outdoor heated pool or unwind in the hot tub during their stay. Convenient amenities include a fitness center and a 24-hour reception for guest ease. The hotel is also located a short distance from Fort Zachary Taylor and offers easy access to local dining and shopping. Its convenient transportation options make it a perfect choice for exploring Key West.

Price comparison

Average Price 184 US$

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From 184 US$
Check booking site for details
From 184 US$

8.3

Good

(2180 Reviews)

+ 97 photos

Fairfield By Marriott Inn & Suites Key West At The Keys Collection

3852 North Roosevelt Boulevard
Wi-Fi
Free parking
24-hour reception
24-hour security
Bar/ Lounge area
Welcome drink
Snack bar
Paid shuttle service
Fitness center
Outdoor swimming pool
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Cycling
Canoeing
Fishing
Snorkeling
Diving
Golf course
Tennis court
Sun loungers
Beach umbrellas
Cribs
No pets allowed
Air conditioning
No smoking on site
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Situated off US-1, the Fairfield By Marriott Inn & Suites Key West At The Keys Collection features a modern aesthetic with welcoming spaces that include an outdoor pool and Tiki bar area. The property provides spacious rooms outfitted with cable TVs and microwaves, promising comfort for both short and extended stays. Guests can partake in the daily complimentary breakfast buffet before venturing out to visit local attractions like the Hemingway House. Additionally, a scooter rental service conveniently operates from the hotel, facilitating exploration of nearby environments.

Price comparison

Average Price 112 US$

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From 112 US$
Check booking site for details
From 112 US$

8.0

Good

(598 Reviews)

+ 97 photos

Doubletree By Hilton Grand Key Resort

3990 S. Roosevelt Blvd
24-hour reception
Outdoor swimming pool
Air conditioning
Children's menu
Cribs
Sun loungers
Fitness center
Free airport shuttle
Golf course
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
VIP check-in/ -out
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
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The Doubletree By Hilton Grand Key Resort is a newly renovated property located just a short drive from historic Old Town and Duval Street. Guests enjoy the convenience of a complimentary shuttle service and exceptional amenities, including a picturesque pool with cabana seating and a vibrant bar. Each room features comfortable furnishings and essential conveniences. The onsite Palm Haven Restaurant offers a menu rich in fresh seafood and local flavors. With nearby attractions including the Ernest Hemingway Home and Southernmost Point Buoy, this resort serves as an excellent base for exploration.

Price comparison

Average Price 186 US$

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From 186 US$
Check booking site for details
From 186 US$

7.6

Good

(1028 Reviews)

+ 97 photos

Fairfield Inn & Suites By Marriott Key West

2400 North Roosevelt Boulevard
Wi-Fi
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Paid shuttle service
Fitness center
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
VIP check-in/ -out
Sun loungers
Board games
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Fairfield Inn & Suites By Marriott Key West features a large outdoor swimming pool surrounded by poolside cabanas. Each vibrant room includes modern conveniences, with many offering private balconies for additional comfort. The hotel's proximity to Smathers Beach allows guests to effortlessly enjoy sun and surf, while the poolside tiki bar serves refreshing drinks. Breakfast is catered daily by the enthusiastic team, including hot items and continental favorites. Designed for both relaxation and fun, this inn stands out for its engaging atmosphere and access to local attractions.

Price comparison

Average Price 149 US$

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From 149 US$
Check booking site for details
From 149 US$

7.6

Good

(1010 Reviews)

+ 97 photos

Hilton Garden Inn Key West / The Keys Collection

3850 North Roosevelt Boulevard
Wi-Fi
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Paid shuttle service
Fitness center
Outdoor swimming pool
Jacuzzi
Laundry
Flat-screen TV
Elevator
Business center
Cycling
Fishing
Snorkeling
Diving
Golf course
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Hilton Garden Inn Key West / The Keys Collection offers modern accommodations with convenient amenities, located close to the airport and a short drive from Duval Street. Guests enjoy meals at the Garden Grille restaurant and unwind at the poolside tiki bar. The property includes a fitness center for those who want to stay active during their visit. Suites are designed with comfort in mind, featuring microwaves and refrigerators. Local attractions, including the Ernest Hemingway Home and Southernmost Point, are easily accessible, enhancing the stay for visiting guests.

Price comparison

Average Price 87 US$

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From 87 US$
Check booking site for details
From 87 US$

9.0

Good

(446 Reviews)

+ 85 photos

Hyatt Vacation Club At Beach House

5051 Overseas Hwy
Free Wi-Fi in rooms
Free parking
Outdoor swimming pool
Air conditioning
Cribs
Beach access
Jacuzzi
Fishing
Snorkeling
Wind surfing
Flat-screen TV
Dryer
Electric kettle
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
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Hyatt Vacation Club At Beach House is situated just 4 miles from Duval Street, offering spacious suites that include kitchens and separate dining rooms, perfect for families and extended stays. The resort boasts an outdoor pool and hot tub, enriching the guest experience with leisure options. The property is also close to local attractions such as East Martello Museum and features bike rentals for those wanting to explore the area further. With a unique bar offering lite fare and refreshing beverages, guests can unwind after a day of adventures.

Price comparison

Average Price 359 US$

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From 359 US$
Check booking site for details
From 359 US$

8.6

Good

(633 Reviews)

+ 97 photos

Westwinds Inn

914 Eaton Street
Wi-Fi
Outdoor dining area
Picnic area/ Tables
Outdoor swimming pool
Heated swimming pool
Laundry
Flat-screen TV
Cookware/ Kitchen utensils
Fishing
Snorkeling
Diving
No pets allowed
Air conditioning
Non-smoking rooms
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Westwinds Inn provides a cozy escape just a short walk from Duval Street, where guests can discover local shops and dining options. The inn features comfortable, uniquely decorated accommodations with convenient amenities. Guests can enjoy two outdoor pools surrounded by lush tropical gardens and unwind in a relaxing environment. Each morning, a complimentary continental breakfast awaits, setting guests up for a day of exploration. With the Key West Cemetery and Truman Little White House nearby, the inn is ideally situated for those wanting to explore the area's history.

Price comparison

Average Price 210 US$

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From 210 US$
Check booking site for details
From 210 US$

8.3

Good

(1390 Reviews)

+ 97 photos

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard
Wi-Fi
Baggage storage
24-hour reception
24-hour security
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Coffee shop
Free shuttle service
Fitness center
Outdoor swimming pool
Heated swimming pool
Jacuzzi
Leisure/ TV room
Elevator
Express check-in/ -out
Cycling
Yoga class
Children's play area
Cribs
Board games
Pets allowed
Air conditioning
No smoking on site
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Blue Flamingo Resort Key West offers a tropical atmosphere with newly renovated island-inspired rooms. The resort features a vast outdoor area for recreation, complete with a pool and poolside dining at Rum Row and Toasted Coconut. An upbeat ambiance encourages guests to partake in games and fun activities. For easy transportation, complimentary shuttle service to Old Town is available, allowing guests to explore downtown without hassle. Set at the gateway to Key West, the resort effortlessly combines relaxation with vibrant social offerings.

Price comparison

Average Price 119 US$

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From 119 US$
Check booking site for details
From 119 US$

Historic Key West Inns

Staying at historic inns in Key West provides a unique opportunity to experience the island's rich heritage while enjoying personalized service. These welcoming accommodations often feature beautifully restored properties.

8.7

Good

(747 Reviews)

+ 97 photos

Paradise Inn - Adult Exclusive

819 Simonton Street
Wi-Fi
Baggage storage
Welcome drink
Outdoor swimming pool
Jacuzzi
Flat-screen TV
Adults only
Cycling
Fishing
Snorkeling
Diving
Golf course
Sun loungers
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
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Paradise Inn - Adult Exclusive is a charming property located near prominent attractions such as the Ernest Hemingway Home and Key West Lighthouse. With landscaped grounds featuring koi ponds, the inn provides a tranquil atmosphere for relaxation. Guests can enjoy modern amenities like Wi-Fi and complimentary breakfast, alongside unique offerings like a wine and cheese hour in the evenings. The outdoor pool with a fountain feature adds to the charm of this adult-exclusive accommodation, creating an intimate setting for couples. Accessible to Higgs Beach and the Key West Museum of Art & History, this inn is perfect for those seeking both exploration and tranquility.

Price comparison

Average Price 152 US$

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From 152 US$
Check booking site for details
From 152 US$

Key West boasts a rich history dating back over 200 years, filled with vibrant culture and stunning architecture. The streets are lined with historical treasures, from the Ernest Hemingway Home to the beautiful Key West Lighthouse, providing an enchanting backdrop to everything from lively street festivals to tranquil sunsets. The hotel scene in Key West offers a variety of accommodation options, including numerous historic hotels and charming inns. With a total of 9 hotels, each establishment brings its unique flair, ranging from cozy boutique inns to family-friendly resorts, providing a perfect base for exploring local attractions like Mallory Square and Smathers Beach.