Key West

Key West Hotels with Bars

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Hotels with Bars in Key West

Browse the best hotels with bars in Key West for relaxing evenings.
Top Picks
Lowest Price
Closest to Downtown
Top Reviewed
99+
Hotels in Key West
Featured facilities: Restaurant
Very Good
109 reviews
8.0/10
1 night
From US$87
Check Availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Spa, Snack bar, Restaurant
Very Good
108 reviews
8.9/10
1 night
From US$202
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99+
Hotels in Key West
Featured facilities: Restaurant
Very Good
135 reviews
8.4/10
1 night
From US$108
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99+
Hotel near Downtown Key West,Key West
Located in Key West (Key West Historic District), Westwinds Inn is within a 15-minute walk of Duval Street and Florida Keys Beaches. This hotel is 0.7 mi (1.2 km) from Mallory Square and 1.3 mi (2 km) from Southernmost Point. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional features at this hotel include barbecue grills and a vending machine. Mingle with other guests at the complimentary reception, held on select days. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lobby, luggage storage, and laundry facilities. Make yourself at home in one of the 26 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.

"Traveling during the Christmas New Year, the price is a bit expensive, but the room is still very comfortable, the sofa bed is open to a double bed, suitable for families of 3-4 people. The environment is very good, there is a terrace. Parking spaces near the peak season are difficult to find. You must pay special attention to the parking spaces of local residents. There is a residence written on the ground."
Great
105 reviews
9.0/10
1 night
From US$130
Check Availability
67
Hotel near Duval,Key West
With a stay at H2O Suites - Adults Only in Key West (Old Town Key West), you'll be steps from Duval Street and 3 minutes by foot from Key West Butterfly and Nature Conservatory. This hotel is 0.2 mi (0.4 km) from South Beach and 0.3 mi (0.5 km) from Southernmost Point. Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Relax with your favorite drink at the bar/lounge or the poolside bar. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and a 24-hour front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and minibars. Your pillowtop bed comes with premium bedding. Rooms have private balconies or patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"Hotel location is good, 9 minutes walk from Hemingway's former residence, very close to the iconic photo punching resort, the hotel is new, parking is convenient, the charge is reasonable, the front desk attitude is good."
Amazing
102 reviews
9.6/10
1 night
From US$261
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99+
Hotels in Key West
Featured facilities: Restaurant
Very Good
44 reviews
8.6/10
1 night
From US$108
Check Availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Cafe, Spa, Snack bar
Good
108 reviews
7.8/10
1 night
From US$162
Check Availability
99+
Hotels in Key West
Featured facilities: Snack bar, Restaurant
Very Good
122 reviews
8.4/10
1 night
From US$108
Check Availability
99+
Hotel near Duval,Key West
Featured facilities: Spa, Restaurant
Great
99 reviews
9.1/10
1 night
From US$188
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99+
Hotels in Key West
Featured facilities: Snack bar, Minibar, Restaurant
Very Good
116 reviews
8.7/10
1 night
From US$131
Check Availability
See all hotels with bar in Key West

Explore Other Travelers Reviews of Key West Hotels

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Explore honest ratings and real traveler reviews to help you find the perfect stay

The Gardens Hotel

9.6/10
Amazing
Posted on Oct 28, 2025
Sherly-yxf
The hotel is very satisfied and meets the name of the Garden Hotel. The front desk service is very good, with you explaining one by one. is that there are fewer breakfast options, and it is recommended to have pictures for people with language barriers. For example, there are four practices for eggs, and I don't understand them at all.
Price per night from:US$247

The Perry Hotel & Marina Key West

9.4/10
Amazing
Posted on May 8, 2024
Guest User
The hotel is very good, but not a giant hotel, in a beautiful environment as long as you are in the hotel (face to the marina) but in a +/- industrial area but safe. A ship is available every hour for you to take to the city (about 15min car). Room very clean and spacious with balcony. 2 swimming pools and 3 restaurants in the hotel. Serviettes available for the swimming pool. Heat staff
Price per night from:US$115

Duval House

9.3/10
Great
Posted on Jul 22, 2025
Guest User
Great place to stay for escape room lovers… Check-in closes at 9pm, and staff clock out. There isn’t a 24hours reception desk, so if you’re driving down be sure to leave plenty of time and get in contact so that you receive your late check-in instructions, unlike us. We arrived at 10pm, to a locked gate, with no idea what the code to get in was, and as we do not have US phones, were unable to call the staff. A guest kindly let us into the resort, and there is a phone on top of a mail box with an out of hours number. After calling, staff were able to talk us through how to get our keys, but the series of steps definitely made it feel like an escape room. Room: Small and compact room. This hotel is laid out like a series of small cabin style huts. To be fair it had all the essentials, and was clean. The sink was in the room separate from the toilet and shower which was a bit strange. All amenities provided. Unfortunately, the AC unit is very loud, but there is also a fan, which is quieter, and tolerable to have on when sleeping. It is hard to sleep with the AC on. Staff were very pleasant and accommodating. Free drinks on check in and check out, no nasty surprises with the resort fee, which is $21.50. Breakfast options were limited, consisting of fruit (melon and pineapple), mini-pastries, granola yoghurt pots and waffles. Instant coffee in flasks. Waffles were made fresh by the staff. Plenty of cats were roaming around the resort. Extras: Only a small car park was available, with about 6 spaces. It costs $30 to park here overnight, but there is street parking available outside for $6/hr between 8am-10pm. You can hire bikes to explore Key West for $15 per day. Location: Very lively location, best location, right in the heart of all the shops, bars and cafes, walking distance to all the attractions.
Price per night from:US$180

Winslows Bungalows - Key West Historic Inns

9.0/10
Great
Posted on Oct 2, 2022
Guest User
Location: Very good, walking distance to everything in Key West. Service: Thanks for providing early check-in in hot weather. The second time I went to the counter, the waiter could call out my last name. facility: The bed set was very clean and pleasant, the best bed I've slept in since travelling for a month. The bedside clock was so annoying that I had to unplug the battery and put it back on when I checked out. There is a front yard, but the room is very small, and there is no place to spread the 26-inch suitcase. Since it is the first floor of the bungalow, there are inevitably all kinds of insects in the room. Living in room #84 in the second district, next to the swimming pool is inevitably a bit lively at night. The occupants of room 85 next door are quite noisy watching TV all day. Soundproofing is not very good, although not entirely the hotel's problem. Food: Breakfast was better than average.
Price per night from:US$200

Blue Flamingo Resort Key West

8.8/10
Very Good
Posted on Feb 7, 2026
Guest User
The front desk was wonderful, room was good, pool area very nice. The problem was the cleaning crew. We wanted to stay until checkout at 11:00, as our flight didn’t leave until 2:30. At 10:00, two cleaning ladies with their cart parked directly outside our window, constantly looking into our window, just waiting for us to leave. We were extremely uncomfortable! No one likes to be watched from a peeping Tom outside their window. It was terrible. When we were finally left, we couldn’t get out the door because their cart was blocking the way.
Price per night from:US$138

Havana Cabana at Key West

8.7/10
Very Good
Posted on Oct 19, 2025|Room, 1 King Bed, Accessible (Havana)
DEGuest User
We had a wonderful stay at Havana Cabana in Key West! Parking was very easy and uncomplicated, which made everything super convenient. Our room was beautiful, with a lovely view of the ocean and the classic car in front of the hotel. The pool area was amazing very clean, with lots of fun floats, swim rings, and loungers to relax on. Just a small tip: be a bit careful with the bees around the pool area, but it wasn’t a big problem. At check-in, we were welcomed with a delicious cocktail and some small snacks. The shuttle service worked perfectly, and the driver was extremely friendly and helpful. Thank you! Overall, we absolutely loved our stay and would definitely come back again. Highly recommended!
Price per night from:US$107

Fairfield Inn & Suites Key West at the Keys Collection

8.6/10
Very Good
Posted on Feb 2, 2026
Guest User
This place was way over priced ($450 nightly) for what it offered, styrofoam cups in the room, a buffet breakfast with small choices, long walk to reception, No restaurant, no bar, definitely NOT for the elderly.  It’s a typical Fairfield MOTEL,  nothing to write home about, far too expensive, I wouldn’t stay here again.
Price per night from:US$127

The Reach Key West, Curio Collection by Hilton

8.4/10
Very Good
Posted on Oct 30, 2025
Guest User
The hotel was great, clean and with all the necessary. The service at the restaurant was rather slow. The main remark relates to lack of clarity from Trip and the hotel on added costs: valet parking is ”mandatory” as the hotel doesn't allow guests to self park. This comes at a (hidden) cost of 50 usd per day plus taxes. The manager didn't mention this when we asked about the big deposit they were taking on our credit card. Unfortunate surprise contrasting with the wonderful time we had at the hotel.
Price per night from:US$167

Southwinds Motel

8.4/10
Very Good
Posted on Aug 24, 2019
FEI
The location of the motel is very good, only two blocks from the southernmost point and only 10 minutes from the public baths. However, the lobby is too difficult to find, which one is, one bite and two bites. The lobby was found only after the reminder of the good bartender. There is no problem in the room, it is ventilation, the windows of the toilet can not be opened, moisture and taste can not go out. Because the terrain is relatively low, the store does not seem to care much, so the parking place is water. Fortunately, in the summer, I slipped out of the cab wearing slippers. The most extravagant thing is that there are three swimming pools, 8:00-22:00, just play.
Price per night from:US$121

Amsterdam's Curry Mansion Inn

8.0/10
Very Good
Posted on Apr 25, 2025
Guest User
Fantastic historical house in the heart of Key West. Checkin is a breeze but if you like human interactions, this is not for you as you are on your own. There is a small F&B team on premise but that;s it. But all the instructions provided are perfect and it's a breeze to get into your room. The house is stunning and right next to Duval street and all the main attractions. The rooms are comfy and simple. Would definitely recommend!
Price per night from:US$116

Frequently Asked Questions

What are the best hotels with Bar in Key West?

How much does it cost to stay in Key West hotels with Bar?

For hotels with Bar in Key West, the average price on weekdays is US$431, and the average price on weekends (Friday - Saturday) is US$579.

What are the best luxury hotels with Bar in Key West?

If you’re after premium services and first-class amenities, you’ll find plenty of luxury hotels with Bar in Key West to suit your needs. Casa Marina Key West, Curio Collection by Hilton (price from US$180) and The Artist House (price from US$110) are some of the best luxury hotels available.

What are the best hotel deals for Key West hotels with Bar?

Trip.com offers great travel deals all year long. Visit the promotions page to find the latest discounts and special offers on Trip.com.

Key West Hotels with bar Information

Total Properties45
Number of Reviews 4,787
Highest PriceUS$1,835
Lowest PriceUS$115
Weekday Avg. PriceUS$431
Weekend Avg. PriceUS$579