Hotels with Bars / Lounges in Cudjoe Key
Florida
United States of America
Hotels with Bars / Lounges
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A sign reading "CUDJOE KEY" by a coastal road with a clear sky and calm sea.

Hotels with Bars / Lounges in Cudjoe Key

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Cudjoe 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)

"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."

Mariia

The price is S$143

S$143

includes taxes & fees

30 Nov - 1 Dec

Sugar Loaf Lodge

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.

2. 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 S$232

S$232

includes taxes & fees

10 Nov - 11 Nov

Looe Key Reef Resort

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.

3. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1,315 reviews)

9.4/10

Exceptional

(1,315 reviews)

"Good place to stay."

Dharmesh Raju

The price is S$234

S$234

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.

4. 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)

9.0/10

Wonderful

(1,795 reviews)

"Great location and great staff!!"

Kevin

The price is S$245

S$245

includes taxes & fees

15 Nov - 16 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.

5. 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, (1,133 reviews)

8.4/10

Very good

(1,133 reviews)

"The hotel was a spectacular place near the airport."

Suset

The price is S$221

S$221

includes taxes & fees

15 Nov - 16 Nov

DoubleTree Resort by Hilton Grand Key - Key West

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.

6. 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, (1,356 reviews)

8.2/10

Very good

(1,356 reviews)

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

Darlene

The price is S$202

S$202

includes taxes & fees

15 Nov - 16 Nov

Hilton Garden Inn Key West / The Keys Collection

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.

7. 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

8.6 out of 10, Excellent, (1,189 reviews)

8.6/10

Excellent

(1,189 reviews)

"Amazing stay"

Sandra

The price is S$219

S$219

includes taxes & fees

15 Nov - 16 Nov

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

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.

8. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property

New Town

8.6 out of 10, Excellent, (2,778 reviews)

8.6/10

Excellent

(2,778 reviews)

"Nice resort very family friendly"

Sigrid A

The price is S$253

S$253

includes taxes & fees

15 Nov - 16 Nov

Blue Flamingo Resort Key West

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.

9. Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1,572 reviews)

9.0/10

Wonderful

(1,572 reviews)

"Would definitely stay there again"

John

The price is S$271

S$271

includes taxes & fees

30 Nov - 1 Dec

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.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1,484 reviews)

9.0/10

Wonderful

(1,484 reviews)

"Great stay! Would visit again."

Chanele

The price is S$269

S$269

includes taxes & fees

29 Nov - 30 Nov

Parrot Key Hotel & Villas

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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Hotels with Bars / Lounges in Cudjoe Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cudjoe Key hotels with a bar

1. Sugar Loaf Lodge

2. Looe Key Reef Resort

3. The Perry Hotel & Marina Key West

4. Hilton Key West Resort & Marina

5. DoubleTree Resort by Hilton Grand Key - Key West

6. Hilton Garden Inn Key West / The Keys Collection

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

8. Blue Flamingo Resort Key West

9. Hampton Inn Key West FL

10. Parrot Key Hotel & Villas

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