The 10 Best Hotels with Bars in Florida Keys 2018 (with UPDATED Prices)

Ocean Pointe Suites at Key Largo

US$266

US$255

OceanPointe.com

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Reservations.com

US$263

Agoda.com

US$263

Otel.com

US$266

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2,496 reviews

#1 Best Value of 37 Hotels with Bars in Florida Keys

“Great condos, restaurant on site - limited lunch menu but the option is nice - fabulous pool bar with great umbrella drinks! - junior Olympic pool and large hot tub, tennis courts, beach and marina.”
“... and a full kitchen so you could cook and launder for yourself (even though the local restaurants were amazing!!!) The pool area was fab and very family orientated, with a great pool bar with drinks and snacks.”

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Glunz Ocean Beach Hotel & Resort

US$450

Booking.com

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Expedia.com

US$430

Orbitz.com

US$430

Agoda.com

US$450

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923 reviews

#2 Best Value of 37 Hotels with Bars in Florida Keys

“If you want a bartender with a personality that can keep a smile on your face and a glass full she is the life of Havana Jacks.”
“There is a very nice pool with bar service from the restaurant next door during the day.”

We compared the lowest prices from 12 websites

Most Booked

Havana Cabana at Key West

US$297

Booking.com

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Orbitz.com

US$297

Agoda.com

US$297

Expedia.com

US$297

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226 reviews

#3 Best Value of 37 Hotels with Bars in Florida Keys

“The pool bar is awesome and Steve and Beth Ann are absolutely the best Steve makes a great Rum Punch and if you are looking for a refreshing Pina Colada or the best Strawberry Daiquiri then you need to ask for Bet...”
“Shuttle to Duval was very convenient; Steve, the bartender, was super friendly and made us the best mojitos!”

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We compared the lowest prices from 14 websites

Amara Cay Resort

US$389

Booking.com

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Hotels.com

US$389

Expedia.com

US$389

Agoda.com

US$389

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1,570 reviews

#4 Best Value of 37 Hotels with Bars in Florida Keys

“Wonderful service, from the front desk, Mrs. Nick shuttle ( our son loved him) to the bar staff, the housekeeping and the maintenance staff.. Loved Sparrows, the outside Cafe by the pool.”
“Pool bar was great (under a huge thatched tiki-hut) with fans to keep the heat at bay along with TVs for those that just can’t stay away from sports (lol) PERFECT for a romantic getaway.”

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We compared the lowest prices from 14 websites

Southernmost Beach Resort

US$529

US$450

Official Site

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Hotels.com

US$450

Agoda.com

US$529

Expedia.com

US$450

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7,007 reviews

#5 Best Value of 37 Hotels with Bars in Florida Keys

“Loved this place-very friendly and helpful staff, wonderful location about a mile from all the action, enjoyed the pools and pool bar and the sunset you can see from the West Lawn.”
“The pool bar team was always upbeat and fun! Stacey and LT at the Dewey/La Mer house provided exceptional service and it was great to wake up to an ocean view each day.”

We compared the lowest prices from 12 websites

Playa Largo Resort & Spa, Autograph Collection

US$349

Autograph

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Booking.com

US$349

Hotelpower.com

US$344

Agoda.com

US$349

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1,057 reviews

#6 Best Value of 37 Hotels with Bars in Florida Keys

“JP at the Pool bar (best margaritas!!!) and Kevin at the towel counter (the best!)!!! Rio, Jessica, Yesmin and Cassandra are amazing servers!!! Thank you, thank you, for making our stay even better than the last!”
“Wayne at the breakfast dining room was very solicitous of our needs, and Kevin at the outdoor pool bar and the rest of the crew by the pool, Schobaina, Ivan, Gary, Trey, and Jose were all great as well.”

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Savings alert! 17% below average rates

The price you found is 17% lower than this hotel's average rate of US$418/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

We compared the lowest prices from 15 websites

Courtyard by Marriott Marathon Florida Keys

US$379

Courtyard

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Booking.com

US$379

Hotelpower.com

US$374

ZenHotels.com

US$472

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787 reviews

#7 Best Value of 37 Hotels with Bars in Florida Keys

“The staff was very attentive and welcoming, specially Carline at the lobby bar who was very warm and helpful providing us with great information of the local area and the best beach to enjoy.”
“The hotel had everything I required for an enjoyable stay; comfy bed, clean hotel, fridge in the room, Starbucks in the lobby, awesome pool w/ view, great pool bar, awesome pool food, jet ski's at the property.”

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We compared the lowest prices from 15 websites

Casa Marina Key West, A Waldorf Astoria Resort

US$710

US$599

Hilton.com

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Booking.com

US$619

Reservations.com

US$619

Lol.travel

US$710

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8,020 reviews

#8 Best Value of 37 Hotels with Bars in Florida Keys

“The pool bar staff (Julie, Robyn, Kaye, Sharm & Constantine) welcomed us like old friends and helped make our holiday so wonderful.”
“... valet staff to the front desk always professionally welcoming and happy to assist (Steve Tresh the front desk manager is excellent) to the pool bar (Robyn and Linda) our ten day stay was relaxing and personal.”

We compared the lowest prices from 17 websites

Hyatt Place Marathon Florida Keys

US$359

Hyatt.com

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Booking.com

US$359

Cancelon

US$343

ZenHotels.com

US$414

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1,688 reviews

#9 Best Value of 37 Hotels with Bars in Florida Keys

“I must give a special shout-out to Dawn, the bar tender at Light House grill who mixes the best tropical drinks in Florida and provides 5-star service.”
“Excellent location,friendly staff and great restaurant and pool bar.Quality food and healthy breakfast buffet.”

We compared the lowest prices from 18 websites

The Gates Hotel | Key West

US$459

US$288

Booking.com

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travelup.com

US$286

Agoda.com

US$288

bedfinder

US$459

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1,375 reviews

#10 Best Value of 37 Hotels with Bars in Florida Keys

“She is entertaining to talk to, and best bartender I have ever met!! Great personality and fun to be around!! You must stop and have Beidy make you a fantastic Rum Row Punch!!”
“It was a great day for the pool and Sun for a great weekend with my friends, today we have the best Excellent experience with our Bar tender BRENT, he was helpful with All our questions About the Key West experien...”

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We compared the lowest prices from 15 websites

The Perry Hotel Key West

US$309

Booking.com

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Agoda.com

US$309

Expedia.com

US$309

Orbitz.com

US$309

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639 reviews

#11 Best Value of 37 Hotels with Bars in Florida Keys

“Excellent restaurants and pool bar, good music around the pool everyday and the staff was always friendly and helpful.”
“The pool area is fabulous with fire pits, hammocks, sand sections, and a full bar Salty Oyster with delicious food.”

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We compared the lowest prices from 12 websites

Key West Marriott Beachside Hotel

US$603

US$508

Booking.com

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Marriott Hotels

US$508

Agoda.com

US$508

ZenHotels.com

US$603

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3,084 reviews

#12 Best Value of 37 Hotels with Bars in Florida Keys

“... staff that will happily take care of your every need; the food is consistently good with excellent choices on all meal menus and an outstanding bar service and food that I would rate the best in Key West.”
“I had a great, relaxing day by the Pool...love the amenities, but definitely the pool is the best of what they have to offer...had a blast, great drinks, great server, great bartender!!! Bob was on point and never...”

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We compared the lowest prices from 11 websites

Ibis Bay Beach Resort

US$305

Agoda.com

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Booking.com

US$305

Expedia.com

US$305

Hotels.com

US$305

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1,336 reviews

#13 Best Value of 37 Hotels with Bars in Florida Keys

“The Stoned Crab serves excellent drinks, and the bartender David is awesome!!! Make sure you experience the seafood tower while there!”
“Relaxing on the water there, Large bar, easy location and easy to find.”

We compared the lowest prices from 11 websites

H2O Suites Hotel

US$399

Booking.com

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Agoda.com

US$399

Expedia.com

US$399

Hotels.com

US$399

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415 reviews

#14 Best Value of 37 Hotels with Bars in Florida Keys

“We stayed in H2O Suits for 5 nights last month, the room was incredible beautiful and comfortable, staff by pool bar were amazing and helpful, hotel location awesome, really worth staying in there, we definitely w...”
“Make sure you take advantage of the up on the roof pool & bar, free Mimosas & Bloody Mary in the morning & wine & snacks in the afternoon till 5. Also close to the Duval loop free bus service that will get you aro...”

We compared the lowest prices from 10 websites

The Holiday Inn Express & Suites Marathon

US$438

US$380

Booking.com

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Agoda.com

US$380

Reservations.com

US$380

Lol.travel

US$438

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1,627 reviews

#15 Best Value of 37 Hotels with Bars in Florida Keys

“We had a great time at creek club with George the bar tender keeping us entertained.”
“The wait/bar staff was so nice and super super friendly!”

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Parrot Key Hotel & Villas

US$359

Parrot Key

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Booking.com

US$319

Agoda.com

US$319

getaroom.com

US$535

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4,530 reviews

#16 Best Value of 37 Hotels with Bars in Florida Keys

“Quiet adult only pool Great pool bar, fish tacos are good Zac will Make You any drink you like Just let him Know What you fancy Shuttle into town ( too far to walk) I will Definitely be back with the hubby”
“One of the pools also features the pool-bar, with a great variety of beers, spirits/liquor, and cocktails – they even have a 2-for-1 happy hour in the evenings.”

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Holiday Inn Key Largo

US$191

Booking.com

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Agoda.com

US$191

Cancelon

US$181

Lol.travel

US$220

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1,719 reviews

#17 Best Value of 37 Hotels with Bars in Florida Keys

“Susan the bartender was so helpful and friendly!! helped us with a dinner spot on the bay to see the sunset.”
“There is a tiki bar with a great bartender (Susan) and a café in the hotel that had wonderful breakfast.”

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The Southernmost House

US$407

Booking.com

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Agoda.com

US$407

Orbitz.com

US$387

Hotwire.com

US$387

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936 reviews

#18 Best Value of 37 Hotels with Bars in Florida Keys

“The history of this place is fascinating and the owner Michael and his wonderful staff including the lovely Devin behind the pool-bar, made our visit so enjoyable.”
“Karl the bar tender is a pro! "BEST" Maitai in Key West!!... and being handicapped, I experienced the true kindness of one of the housekeepers, Ms. Darima who "INSISTED" on taking my heavy suitcase down the tall s...”

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Special DealFree breakfast with your stay

Savings alert! 14% below average rates

The price you found is 14% lower than this hotel's average rate of US$475/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

We compared the lowest prices from 11 websites

MB at Key Largo

US$379

Booking.com

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Agoda.com

US$352

Priceline

US$361

Travelocity

US$379

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