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

Sugarloaf Key Hotel Guide - Hotels with Air Conditioning in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Hotels with Air Conditioning

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 air conditioning

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 swimming pool with a surrounding deck, palm trees, and lounge chairs.
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
30 Sept - 1 Oct
Sugar Loaf Lodge
A wooden deck with a hanging hammock and a view of a green landscape.
A modern kitchen with a central island, bar stools, and a dining area with a round table.
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A spacious living room with a flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.

2. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
United States
Tom H.
Starlight Serenity - Hideaway with Stunning Views
A wooden deck with a railing, wicker chairs, and a view of greenery.
A two-story house with a balcony and a staircase leading to the upper level.
A modern bedroom with a large bed, two windows, a ceiling fan, and a green bench.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.

3. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
€551
includes taxes & fees
30 Sept - 1 Oct
Starlight Serenity - Hideaway w Stunning Views
A tropical resort with a clear blue pool surrounded by lush palm trees and a thatched-roof hut.
A bedroom with a bed, a ceiling fan, a window, and a mirror.
Two jet skis on a clear turquoise sea with a pier in the background.
A wooden walkway leading to a yellow building with a thatched roof, surrounded by palm trees and a sandy beach.

4. Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
United States
Harvey(Tabb) M.
Private and Exclusive Florida Keys Getaway
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
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.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

5. 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 waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A sign for 'Venture Out' with a gravel path and bushes in front.

6. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Blue Mountain Footwear F.
€356
includes taxes & fees
30 Sept - 1 Oct
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A sunset view with a thatched structure and a palm tree by a calm body of water.

7. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
€171
includes taxes & fees
4 Oct - 5 Oct
Parmer's Resort
A waterfront property with a covered porch, a boat dock, and a clear sky.
A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

8. SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
€356
includes taxes & fees
30 Sept - 1 Oct
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
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.

9. 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 cozy room with a brown leather sofa, a white table, and a ceiling fan.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A row of houseboats docked at a marina with clear reflections in the water.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

10. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
Daisybel
€239
includes taxes & fees
30 Sept - 1 Oct
Old Wooden Bridge Resort and Marina
View all properties

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"A"
Jeffery 4-night trip
Posted less than an hour ago
Casa Marina Key West, Curio Collection by Hilton
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Shuttle bus to central areas. Staff were great"
Shirley 2-night trip
Posted less than an hour ago
Beachside Resort & Residences
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"n"
Luis 1-night trip
Posted 1 hour 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 19 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 22 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

Frequently asked questions

How much do hotels with air conditioning in Sugarloaf Key cost?
You can expect to pay between €75 and €551 per night for hotels with air conditioning in Sugarloaf Key. Whatever your budget and travel plans, your ideal stay is just a few keystrokes away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with air conditioning in Sugarloaf Key?
If you're on your way to Sugarloaf Key and searching for a family-friendly hotel with air conditioning, check out Looe Key Reef Resort. This 2.5-stars stay also comes with a nearby beach and WiFi. After checking in and chilling together in your home away from home, it's time to explore the sights. Florida Keys Beaches and Sugarloaf Beach are among the best family-friendly attractions in Sugarloaf Key.
Why book your hotel with air conditioning in Sugarloaf Key with Expedia?
Expedia has unbeatable rates on hotels with air conditioning in Sugarloaf Key. If you're on a budget, select how much you're willing to spend and the preferred star rating of your hotel. Then make use of our filters to search for air-conditioned digs with amenities like a kitchen or a pool. We'll help you find the perfect fit whatever your style of travel or plans.
How can I find cheap hotels with air conditioning in Sugarloaf Key?
With Expedia's user-friendly filter tool, getting your hands on cheap hotels with air conditioning in Sugarloaf Key has never been easier. To discover properties with AC that'll make your wallet happy, tailor your search results by star rating and budget.
What is there to do in Sugarloaf Key near my hotel with air conditioning?
The ideal travel accessory is a well-planned to-do list. Florida Keys Beaches is a good spot to start your sightseeing in Sugarloaf Key.

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