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

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Check availability on Sugarloaf Key Adventure Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Sugarloaf Key adventure hotels

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
NT$4,561
NT$6,167 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's 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.

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
NT$3,620
NT$6,011 total
includes taxes & fees
Sep 24 - Sep 25
The Perry Hotel & Marina Key West
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 beach with a palm tree and two chairs.
A person standing by a window overlooking a beach with palm trees and the ocean.

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
NT$5,647
NT$8,343 total
includes taxes & fees
Oct 7 - Oct 8
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

4. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
NT$3,521
NT$5,964 total
includes taxes & fees
Sep 27 - Sep 28
Havana Cabana at Key West
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
NT$3,748
NT$6,001 total
includes taxes & fees
Sep 27 - Sep 28
Blue Flamingo Resort Key West
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.
A large house with a pool, surrounded by lush greenery.
A concrete pathway flanked by lush green foliage, leading to a shaded area.

6. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
NT$16,432
NT$30,988 total
includes taxes & fees
Sep 24 - Sep 25
Atlantic View Luxury Villa with Pool
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 beach wedding setup with white chairs, a wooden arch, and lanterns.

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
NT$7,081
NT$10,180 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa
A modern interior with a staircase, a sofa set, a wooden table, and a television.
A spacious room with a large bed, a sofa, a chair, a small table, and a television.
A pathway flanked by lush green foliage leading to a gated entrance.
A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.

8. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Key West Historic District
United States
Robin
NT$6,001
NT$6,751 total
includes taxes & fees
Sep 29 - Sep 30
Simonton Court Historic Inn & Cottages
A dining area with a wooden table and chairs, a blue sofa, and a view of the outdoors through a glass door.
A spacious living area with a dining table and chairs, a sofa, and a coffee table. There are ceiling fans, artwork on the walls, and a TV mounted on the wall.
A bedroom with two beds, a ceiling fan, a TV, and a balcony with a view of greenery.
A wooden deck with a pool, lounge chairs, and umbrellas.

9. Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
Old Town Key West
NT$14,762
NT$27,135 total
includes taxes & fees
Sep 27 - Sep 28
Sunnyside Up by Brightwild Pool Parking
A pool area with a waterfall feature, surrounded by palm trees and a white fence.
A single-story house with a front porch, a small staircase, and a fenced yard.
A living room with a sofa, armchair, and a TV stand with a flat-screen TV.
A living room with a sofa, coffee table, and a red chair. There is a ceiling fan, a large window with blinds, and a door leading to another room.

10. Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
Old Town Key West
NT$17,814
NT$36,901 total
includes taxes & fees
Oct 1 - Oct 2
Poolside Paradise by Brightwild Heated Pool
View all properties

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"Nice, spacious rooms. Nice Pool and fantastic bar tender! Maintenance speedy if needed. Nice to have the shuttle to/from downtown. Enjoyed our stay very much."
Karen 4-night trip
Posted less than an hour ago
Beachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful ambiance."
charles 2-night trip
Posted 1 hour ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Friendly and helpful staff. Love the 2 pools. It's great that they have a complimentary shuttle to take you downtown."
Melissa 1-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Tyrone was extremely helpful with any need that came up. Even when it was not his responsibility, he made sure we were taken care of"
Benjamin Neil 3-night trip
Posted 3 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Me encantó la verdad muy limpio trankilo y para ir en familia y con niños lo recomiendo mucho gracias"
Suany 2-night trip
Posted 1 day ago
Hampton Inn Key West FL
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Great"
Sergio 2-night trip
Posted 1 day ago
Ibis Bay Beach Resort
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"
Jamie 1-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West

Frequently asked questions

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What is there to do in Sugarloaf Key near my hotel for couples?
Once you've settled into your hotel, venture out and explore the fantastic things Sugarloaf Key has on offer. Florida Keys Beaches is a great attraction to add to your must-see list.

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