A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Hotels with Bars / Lounges in Key West, Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Bars / Lounges

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Key West hotels with a bar

Pool

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,757 reviews)
"Great place, great environment, friendly staff."
United States
Gabriel
The price is P7,987
P12,577 total
includes taxes & fees
Nov 1 - Nov 2
Blue Flamingo Resort Key West
A swimming pool with lounge chairs and palm trees.

2. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.2 out of 10, Very good, (1,349 reviews)
"Room was very comfortable, staff was very helpful and breakfast was good"
United States
Darlene
The price is P7,390
P10,115 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Garden Inn Key West / The Keys Collection
A marina with boats docked, a pool area, and a building with a white facade.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,795 reviews)
"Great location and great staff!!"
United States
Kevin
The price is P8,063
P12,806 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Key West Resort & Marina
A pool area with lounge chairs and gazebos, surrounded by palm trees.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,126 reviews)
"The hotel was a spectacular place near the airport."
United States
Suset
The price is P8,517
P11,737 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

5. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.8 out of 10, Excellent, (1,174 reviews)
"Amazing stay"
Canada
Sandra
The price is P7,987
P10,781 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,302 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is P7,732
P8,698 total
includes taxes & fees
Nov 1 - Nov 2
The Perry Hotel & Marina Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,479 reviews)
"Very kind Staff, clean bedrooms… amazing and cozy stay. Thank you!"
United States
Carmen
The price is P10,088
P15,013 total
includes taxes & fees
Nov 17 - Nov 18
Parrot Key Hotel & Villas
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (996 reviews)
"Great location"
United States
Michael
The price is P15,803
P22,101 total
includes taxes & fees
Nov 15 - Nov 16
Casa Marina Key West, Curio Collection by Hilton
A dining table with plates of food, a drink, and a view of a pool and palm trees.

9. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,800 reviews)
"Perfect beach view from the room."
United States
Naoki
The price is P14,621
P20,492 total
includes taxes & fees
Nov 1 - Nov 2
Margaritaville Beach House Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2,415 reviews)
"Great stay"
United States
Sebastian
The price is P6,850
P9,766 total
includes taxes & fees
Nov 1 - Nov 2
Ibis Bay Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Key West Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful property with private beach."
ANITA 1-night trip
Posted 4 hours ago
Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

Searching for hotels with bars in Key West?
If you prefer a place to stay where you can enjoy a drink after a day of exploring, Key West features 2618 properties, including 153 accommodations with an onsite bar. While you're here, consider a visit to Duval Street and Florida Keys Beaches.
What are the best hotels with bars in Key West?
Here's a few of the top Key West accommodations with bars: Margaritaville Beach House Key West: Hotel with restaurant. Enjoy the bar, breakfast, and free airport shuttle. Casa Marina Key West, Curio Collection by Hilton: Resort with restaurant. Enjoy the bar, free WiFi, and 2 outdoor pools. Havana Cabana at Key West: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Blue Flamingo Resort Key West: Hotel with 2 restaurants. Enjoy the 2 poolside bars, free WiFi, and 2 outdoor pools. DoubleTree Resort by Hilton Grand Key - Key West: Resort with restaurant. Enjoy the bar, free WiFi, and breakfast.
How many hotels with onsite bars should I expect to find in Key West?
Expedia has 153 hotels with a bar in Key West.
What is there to do in Key West?
Delight in the outdoors by visiting Florida Keys Beaches, then check out the local bars and enjoy a refreshing drink. Other places to see include Duval Street. Key West is recognized for its great live music, entertainment choices, and lively bars.
When is the best time to visit Key West?
Visiting local bars in Key West is better when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.
How can I get to Key West and around the area?
You might want to make the most of these transportation options in and around Key West: Fly into Key West Intl. Airport (EYW), which is located 3 mi (4.8 km) away from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia