A waterfront with a pier, calm water, and houses with palm trees in the background.

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

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Check availability on Sugarloaf Key Hotels with Bar

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Sugarloaf Key hotels with a bar

A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
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.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Richard
€118
includes taxes & fees
12 Oct - 13 Oct
Sugar Loaf Lodge
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Michel
€75
includes taxes & fees
5 Oct - 6 Oct
Looe Key Reef Resort
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.
A marina with numerous boats docked, a swimming pool, and palm trees.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
€178
includes taxes & fees
6 Oct - 7 Oct
Hilton Key West Resort & Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
€262
includes taxes & fees
4 Oct - 5 Oct
Margaritaville Beach House Key West
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.

5. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
€159
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A beach with palm trees, clear blue water, and a pier extending into the sea.

6. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
€162
includes taxes & fees
30 Sept - 1 Oct
Beachside Resort & Residences
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.

7. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
€129
includes taxes & fees
30 Sept - 1 Oct
Ibis Bay Beach Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A modern office space with a reception desk, computer, and seating area.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Patricia
€142
includes taxes & fees
30 Sept - 1 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with lounge chairs and palm trees.
Sports facility
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

9. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
€129
includes taxes & fees
6 Oct - 7 Oct
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 hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Jaycie
€164
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
View all properties

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"I really really loved this hotel its amazing. All you need is in it."
Marlane 1-night trip
Posted 1 hour ago
Casa Marina Key West, Curio Collection by Hilton
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Very nice with a friendly staff"
Mark 6-night trip
Posted 2 hours ago
Hampton Inn Key West FL
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."
David John 5-night trip
Posted 4 hours ago
Southernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 18 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"The hotel is outside of town. The beach on the edge of the property is not very nice so it’s definitely not a pro. The restaurant and bar was closed for remodel when we went and being so far away from town we had to drive to find food. I feel like I over paid for the reservation. However, the rooms are nice and clean, the vending machines are stocked. There is plenty of parking and the pool seemed thumping."
Hector 1-night trip
Posted 21 hours ago
Ibis Bay Beach Resort
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Hotel is very conveniently located to old town Key West. The renovations that have been made to the hotel really make it a very fun place to stay."
Bryan 3-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 1 day ago
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Close to everything, comfortable stay"
Nancy 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

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