Title: Book the Best Hotels with BARS in Florida Keys in 2025 | Expedia.ca

  

[Florida Keys Travel Guide](https://expedia.ca/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)

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# Find Hotels with Bar in Florida Keys

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## Check availability on Florida Keys Hotels with Bar

## Top Florida Keys Hotels with Bar

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

Matecumbe

9.2/10

Wonderful

(1540)

"Wonderful property, breakfast was awesome "

CA $212

CA $317 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment (Osprey Apartment-Private Balcony) | In-room dining](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/50a2d118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/645dd277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/ed036535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain Pips Marina & Hideaway

Marathon

9.0/10

Wonderful

(1009)

"Very clean , walking distance to restaurant and pool, nice friendly staff. Enjoyed our stay."

CA $89

CA $140 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

Matecumbe

9.2/10

Wonderful

(1224)

"Beautiful and relaxing hotel!!"

CA $167

CA $282 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/2ac07b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5710a846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Beach House Key West

Key West

8.8/10

Excellent

(1775)

"Great place to stay"

CA $251

CA $370 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Oceanfront Suite King](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2f598fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Alligator Reef Oceanfront Accessible Room King Bed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/1b5ced17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/28233e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amara Cay Resort

Matecumbe

8.8/10

Excellent

(1255)

"Great hotel with a perfect location and friendly staff."

CA $177

CA $293 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/66659102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c052003d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Key Largo Manatee Bay

Key Largo

8.8/10

Excellent

(1011)

"Enjoyed our stay!!! "

CA $160

CA $180 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/3484f3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Key West / The Keys Collection

New Town

7.8/10

Good

(1103)

"Very nice hotel."

CA $130

CA $185 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Standard King Bed](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/e7a0378c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lime Tree Bay Resort

Long Key

9.2/10

Wonderful

(1078)

"So close to the ocean was amazing. "

CA $158

CA $241 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information)

![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/fe602972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/b0c6ffbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/c354d50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Faro Blanco Resort

Marathon

9.0/10

Wonderful

(1001)

"Everyone was so nice and accommodating. Especially loved the outdoor bar, the infinity pool and the staff at the Starbucks counter!"

CA $211

CA $293 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/bf4f58dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/af88a0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/19311fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Del Mar Resort and Marina

Key Largo

8.4/10

Very good

(1619)

"Great value. Huge room."

CA $128

CA $184 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&regionId=6023765&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true)

## Top Florida Keys Hotel Reviews

![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg)

### Holiday Inn Key Largo by IHG

10/10 Excellent

"Awesome trip stayed there for seven days had a blast down by the pool and the tiki hut and the iguanas are fun to watch as are the curly tail lizards no problem we had in the room was the toilet didn’t flush very well. It did flush but it was slow. The restaurant next-door within walking distance is nice pool tables and some other games and all we had a great time if you do go here make sure you go to Rob’s Marina feed the tarpon and go along the snorkeling trip to the lighthouse. You will be amazed. Happy travels."

[](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

![Captain Pips Marina & Hideaway](//images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg)

### Captain Pips Marina & Hideaway

10/10 Excellent

"everything was wonderful. couldn't find the remote for the ac unit in the livingroom freezing! and cable didnt work in the bedroom "

[](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information)

![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"The rooms have 2 levels. There’s living room and kitchen downstairs. The couch downstairs makes into bed and then the main bedroom is up stairs. If you have a friend that snores you can get away to another bedroom "

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Bayside Inn Key Largo](//images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg)

### Bayside Inn Key Largo

10/10 Excellent

"The staff was so nice and I loved the little beach/ pool area!"

[](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

![Playa Largo Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg)

### Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"Staff was great, pool area was beautiful. Great Food and drink options. Very relaxing, did not need to leave the resort. Shout out to Matt the bartender who was amazing!"

[](https://expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

![Creekside Inn Islamorada](//images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg)

### Creekside Inn Islamorada

10/10 Excellent

"Great little place on the water. Easy access for boating. Hidden Gem. We will definitely be booking again soon. "

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg)

### Reefhouse Resort & Marina

10/10 Excellent

"Bartender should be more helpful Saturday 10/4/25 Carlos was very helpful "

[](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Staff was extremely accommodating, Property is stunning with numerous activities. "

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Excelent"

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

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