Key West

Key West Hotels with Bars

Select your dates to discover hotels with bars in Key West for drinks, comfort, and a relaxing stay.

Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Hotels with Bars in Key West

Discover top hotels in Key West with bars for unwinding at the end of the day.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near Duval,Key West
With a stay at Duval House in Key West (Old Town Key West), you'll be steps from Duval Street and Ernest Hemingway Home and Museum. This bed & breakfast is 0.5 mi (0.8 km) from Florida Keys Beaches and 0.5 mi (0.9 km) from Southernmost Point. Take advantage of recreation opportunities such as bicycles to rent or take in the view from a terrace and a garden. Additional amenities at this bed & breakfast include concierge services, wedding services, and a picnic area. Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 29 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"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."
Great
101 reviews
9.1/10
1 night
From CAD 153
Check availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Restaurant
Very Good
101 reviews
8.9/10
1 night
From CAD 379
Check availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Spa, Snack bar, Restaurant
Very Good
107 reviews
8.1/10
1 night
From CAD 106
Check availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Spa, Snack bar, Restaurant
Very Good
109 reviews
8.9/10
1 night
From CAD 366
Check availability
99+
Hotels in Key West
Featured facilities: Restaurant
Very Good
135 reviews
8.4/10
1 night
From CAD 198
Check availability
99+
Hotels in Key West
Featured facilities: Restaurant
Very Good
44 reviews
8.6/10
1 night
From CAD 247
Check availability
99+
Hotel near Downtown Key West,Key West
With a stay at The Garden House in Key West (Key West Historic District), you'll be a 4-minute walk from Duval Street and 8 minutes by foot from Florida Keys Beaches. This bed & breakfast is 0.6 mi (0.9 km) from Mallory Square and 0.7 mi (1.2 km) from Ernest Hemingway Home and Museum. Be sure to enjoy recreational amenities including an outdoor pool and bicycles to rent. Additional amenities at this bed & breakfast include concierge services and a picnic area. Featured amenities include express check-in, express check-out, and luggage storage. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 12 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include electric kettles, and housekeeping is provided daily.

"The quality of the facility was okay, but needed improvement. Little things like drawers that didn't stay on the glides were annoying. Breakfast was good, fresh waffles with fruit, hardboiled eggs and yogurt."
Great
101 reviews
9.0/10
1 night
From CAD 140
Check availability
61
Hotels in Key West
Featured facilities: Cafe, Restaurant
Great
105 reviews
9.2/10
1 night
From CAD 562
Check availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Snack bar, Restaurant
Great
100 reviews
9.2/10
1 night
From CAD 389
Check availability
99+
Hotels in Key West
Featured facilities: Snack bar, Restaurant
Very Good
117 reviews
8.7/10
1 night
From CAD 194
Check availability
See All Hotels With bar in Key West

Latest Reviews for Key West Hotels

See all
Read genuine traveler ratings & reviews to find your perfect stay.

Westwinds Inn

9.1/10
Great
Posted onDec 27, 2024
Guest User
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.
Price per night from:CAD 211

Hampton Inn Key West

8.8/10
Very Good
Posted onOct 5, 2024
Guest User
The room was big, comfortable and quiet. Although it was in the airport area, we couldn't hear any airplane sounds. We drove ourselves, and it was convenient to stay anywhere with a car. We didn't have to choose a hotel in the city, after all, the city was so small.
Price per night from:CAD 269

Blue Flamingo Resort Key West

8.7/10
Very Good
Posted onFeb 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:CAD 347

Margaritaville Beach House Key West

8.7/10
Very Good
Posted onAug 25, 2023
Guest User
It’s too far out from the main area although there’s a shuttle into town. All our clothes smelt damp after just 4 days of being there. The room felt very damp the bed especially. Pool is ok but I’m sure you’d struggle to get a sun bed in high season. The beach is nice across the street but the sunbeds are rentable from a company $$$
Price per night from:CAD 308

The Reach Key West, Curio Collection by Hilton

8.5/10
Very Good
Posted onJun 29, 2024
Guest User
The hotel has its own private beach and swimming pool, which is very suitable for a leisurely vacation. There are also many children's game equipment, suitable for the whole family. The surrounding attractions and restaurants are very concentrated, so it is recommended to rent a car/bike to travel. You can also use the hotel's isolated Casa Marina pool beach, which is also very convenient.
Price per night from:CAD 277

Fairfield Inn & Suites Key West at the Keys Collection

8.5/10
Very Good
Posted onAug 24, 2025
Guest User
I had a hard time locating the hotel because the address is N. Roosevelt, but the entrance to the hotel is after the road becomes S. Roosevelt. When I walked around my room barefoot, I got dirt on my feet that the carpet hid. The lighting in the bathroom wasn't bright enough to see my face closely enough to shave. The breakfast was good. The pool was nice. I was concerned when I saw earplugs on my nightstand with a card saying the neighbors could get a little noisy; thankfully I had a quiet night.
Price per night from:CAD 239

Parrot Key Hotel & Villas

8.4/10
Very Good
Posted onSep 4, 2025
Viktoriia
Very beautiful villas, green and nice with a few pools and hammocks. It is far from city center and no access to the beach directly, if you would like just walk out and explore, there is a free shuttle bus to the beach and to the city center every other hour (sometimes two hours), otherwise for a lazy weekend - just perfect.
Price per night from:CAD 237

Casa Marina Key West, Curio Collection by Hilton

8.2/10
Very Good
Posted onMar 4, 2024
Nanjipangqie
The location of the hotel is of high quality, and the facilities and environment are good. The bedding is clean and comfortable, and the typical American breakfast in the morning is very comfortable to sit outside and enjoy. Worth a visit!
Price per night from:CAD 350

Amsterdam's Curry Mansion Inn

8.0/10
Very Good
Posted onApr 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:CAD 292

Ibis Bay Resort

7.9/10
Good
Posted onFeb 4, 2020
CNMEILING
The price is not very high and the environment is ok. There are two roads away from the sunset. The hotel has a free car to pick up and drop off. Ancillary services are okay, and pizza is just across the street. Can bring children. The room is small and not suitable for an extra bed. Toothbrush without toothpaste.
Price per night from:CAD 132

FAQs

Where is the best place for a stay with Bar in Key West?

What’s the typical price for hotels with Bar in Key West?

For hotels with Bar in Key West, the average price on weekdays is CAD 493, and the average price on weekends (Friday–Saturday) is CAD 637.

What's the best high-end place with Bar to stay in Key West?

There are many luxury hotels with Bar in Key West. Casa Marina Key West, Curio Collection by Hilton (from CAD 333) is very popular.

What are some great hotel promotions for property with Bar in Key West?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Key West Hotels with bar Information

Total properties51
Number of reviews5,193
Highest priceCAD 3,809
Lowest priceCAD 215
Weekday Avg. PriceCAD 493
Weekend Avg. PriceCAD 637