Hotels with Bar in Sugarloaf Key
Florida
United States of America
Hotels with Bar
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A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Sugarloaf Key Hotel Guide - Hotels with Bar in Sugarloaf Key, Summerland Key

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Our top choices for Sugarloaf Key hotels with a bar

A waterfront building with a flat roof, large windows, and a balcony.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property

Summerland Key

8.2 out of 10, Very good, (1,000 reviews)

8.2/10

Very good

(1,000 reviews)

"We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again."

David

The price is €101

€101

includes taxes & fees

30 Nov - 1 Dec

Sugar Loaf Lodge

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A marina with boats docked, a swimming pool, and palm trees.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1,318 reviews)

9.4/10

Exceptional

(1,318 reviews)

"Good place to stay."

Dharmesh Raju

The price is €171

€171

includes taxes & fees

30 Nov - 1 Dec

The Perry Hotel & Marina Key West

A marina with boats docked, a pool area, and a building with a white facade.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A clear view of turquoise ocean water and a blue sky with clouds.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4.0 star property

Stock Island

9.0 out of 10, Wonderful, (1,796 reviews)

9.0/10

Wonderful

(1,796 reviews)

"Great location and great staff!!"

Kevin

The price is €191

€191

includes taxes & fees

16 Nov - 17 Nov

Hilton Key West Resort & Marina

A pool area with lounge chairs and gazebos, surrounded by palm trees.

A spacious room with a high ceiling, large windows, and a view of palm trees.

A modern dining area with multiple tables and chairs, large windows, and ceiling fans.

An outdoor patio area with tables and chairs, umbrellas, and 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, (1,143 reviews)

8.4/10

Very good

(1,143 reviews)

"This is a very comfortable place to stay"

Wendi

The price is €168

€168

includes taxes & fees

29 Nov - 30 Nov

DoubleTree Resort by Hilton Grand Key - Key West

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

5. Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property

Summerland Key

7.8 out of 10, Good, (1,000 reviews)

7.8/10

Good

(1,000 reviews)

"Everything was amazing staff was very accommodating would definitely recommend"

Stephen

The price is €176

€176

includes taxes & fees

16 Nov - 17 Nov

Looe Key Reef Resort

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

A modern office space with a reception desk, computer, and seating area.

6. 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, (1,204 reviews)

8.8/10

Excellent

(1,204 reviews)

"Amazing stay"

Sandra

The price is €162

€162

includes taxes & fees

29 Nov - 30 Nov

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

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

A modern living room with a sectional sofa, a small round table, and a potted plant.

7. 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, (1,355 reviews)

8.2/10

Very good

(1,355 reviews)

"Room was very comfortable, staff was very helpful and breakfast was good"

Darlene

The price is €159

€159

includes taxes & fees

1 Dec - 2 Dec

Hilton Garden Inn Key West / The Keys Collection

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a balcony, a bed, a desk, and two chairs.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

8. Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1,582 reviews)

9.0/10

Wonderful

(1,582 reviews)

"Would definitely stay there again"

John

The price is €157

€157

includes taxes & fees

17 Nov - 18 Nov

Hampton Inn Key West FL

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A beach with palm trees, lounge chairs, and umbrellas.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

9. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1,485 reviews)

9.0/10

Wonderful

(1,485 reviews)

"Great stay! Would visit again."

Chanele

The price is €195

€195

includes taxes & fees

29 Nov - 30 Nov

Parrot Key Hotel & Villas

A hotel with a swimming pool, sun loungers, and palm trees.

A spacious living area with a sofa, chairs, a coffee table, and a swing chair.

A beachside resort with palm trees, outdoor seating, and a food truck.

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

10. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property

New Town

8.6 out of 10, Excellent, (2,797 reviews)

8.6/10

Excellent

(2,797 reviews)

"Nice resort very family friendly"

Sigrid A

The price is €178

€178

includes taxes & fees

15 Nov - 16 Nov

Blue Flamingo Resort Key West

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.

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Top Sugarloaf Key Hotel Reviews

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A modern restaurant with a wooden counter, seating area, and large windows.

Courtyard by Marriott Key West Waterfront

Northside Resort

10/10 Excellent

Lovely place! The staff are so friendly and go far and beyond to make stay the best possible.

OLIVIER

Reviewed August 14, 2025Reviewed August 14, 2025

Courtyard by Marriott Key West Waterfront

A hotel with a swimming pool, balconies, and a view of the sea.

A balcony with a view of the ocean, a table, chairs, and a railing.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Amazing hotel. Particular mention to the staff who were so lovely!

Evelyn

Reviewed January 7, 2023Reviewed January 7, 2023

Hyatt Centric Key West Resort and Spa

A pool area with lounge chairs and a table, surrounded by palm trees.

A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

A building with a neon sign that reads "Orchid Key Inn."

A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

FABULOUS! Friendly and efficient mgmt & staff. Beautiful renovations and decorating. Property and amenities well-maintained and working wonderfully. Superb location. Great bar/lounge on property. Will be back. Thank you.

Deborah

Reviewed December 11, 2020Reviewed December 11, 2020

Orchid Key Inn - Adults Only

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A large, two-story house with a prominent tower and a covered porch.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

Southernmost House - Adult Exclusive

Old Town Key West

10/10 Excellent

Great location and beautiful view. We had a wonderful stay.

Alan

Reviewed March 27, 2020Reviewed March 27, 2020

Southernmost House - Adult Exclusive

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Sugarloaf Key Hotel Guide - Hotels with Bar in Sugarloaf Key, Summerland Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sugarloaf Key hotels with a bar

1. Sugar Loaf Lodge

2. The Perry Hotel & Marina Key West

3. Hilton Key West Resort & Marina

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Looe Key Reef Resort

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

7. Hilton Garden Inn Key West / The Keys Collection

8. Hampton Inn Key West FL

9. Parrot Key Hotel & Villas

10. Blue Flamingo Resort Key West

Top Sugarloaf Key Hotel Reviews

Courtyard by Marriott Key West Waterfront

10/10 Excellent

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