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Compare and book 4 Star hotels in Fleming Key, Key West

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Check availability on Fleming Key 4 Star Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Fleming Key 4-star hotels

A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A beach with a palm tree and two chairs.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

1. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
£226
includes taxes & fees
15 Oct - 16 Oct
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

2. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
£175
includes taxes & fees
15 Oct - 16 Oct
Havana Cabana at Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

3. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Rita
£235
includes taxes & fees
25 Oct - 26 Oct
Casa Marina Key West, Curio Collection by Hilton
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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 couple holding hands in a tropical setting with palm trees and greenery.

4. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
£141
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A large conference room with round tables, chairs, and a central carpeted area.
A hotel room with a bed, a desk, a chair, a balcony with a view, and a ceiling fan.

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
£134
includes taxes & fees
27 Oct - 28 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool with lounge chairs and palm trees.
Sports facility
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

6. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Eli
£121
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Key West / The Keys Collection
A deck with sun loungers and a railing overlooking the sea.
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

7. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United Kingdom
Olwen
£197
includes taxes & fees
28 Oct - 29 Oct
Southernmost Beach Resort and Guesthouses
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A marina with boats docked, a beach resort building, and palm trees.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

8. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Andre
£120
includes taxes & fees
15 Oct - 16 Oct
Ibis Bay Beach Resort
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A marina with boats docked, a swimming pool, and palm trees.

9. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
£140
includes taxes & fees
28 Oct - 29 Oct
The Perry Hotel & Marina Key West
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
Northside Resort
United States
Anthony
£172
includes taxes & fees
15 Oct - 16 Oct
Parrot Key Hotel & Villas
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A beach with palm trees, clear blue water, and a pier extending into the sea.
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.

11. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Brenna
£172
includes taxes & fees
15 Oct - 16 Oct
Beachside Resort & Residences
A two-story building with a covered entrance, palm trees, and a bench outside.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
£192
includes taxes & fees
18 Oct - 19 Oct
Winslow's Bungalows - Key West Historic Inns
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
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.

13. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
£148
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
£180
includes taxes & fees
28 Oct - 29 Oct
The Reach Key West, Curio Collection by Hilton
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.
A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

15. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
£212
includes taxes & fees
27 Oct - 28 Oct
Hyatt Vacation Club at Windward Pointe, 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 large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
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.

16. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Andrew
£144
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Key West FL
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

17. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
£343
includes taxes & fees
15 Oct - 16 Oct
Pier House Resort & Spa
A hotel with a covered entrance, multiple balconies, and palm trees.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

18. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
£250
includes taxes & fees
15 Oct - 16 Oct
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern office space with a reception desk, computer, and seating area.
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 wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

19. 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
Brian
£143
includes taxes & fees
25 Oct - 26 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A tropical outdoor area with palm trees, hanging plants, and string lights.
A wooden deck with lush greenery and a pool area.
A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.
An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

20. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
United States
Maricela
£131
includes taxes & fees
15 Oct - 16 Oct
Douglas House - Adults Only
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Top Fleming Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Director of rooms, Chris, could not have been more of a help and a gentleman. Every staff member we ran into was delightful and more than willing to help with any questions or concerns. The hotel was wonderful in the pool, fantastic as well as the restaurants."
James 1-night trip
Posted 4 hours ago
The Perry Hotel & Marina Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The resort was excellent. It was clean. The staff were very accommodating. The breakfast & dinners we had a The beach side Cafe were very good. The bars closed rather early on the resort by 9pm. We felt that one bar on the resort should open until 11pm to accommodate guests that want stay at the resort in the evening. Also a shuttle to and from the airport should be offered."
JoAnn 5-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent"
MARIO 2-night trip
Posted 6 hours ago
Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We went to Duval Street and Town Everyday, The Hilton KW Resort & Marina Shuttle Driver “Fausto” was a 15 Star!! He was so accommodating, professional, helpful people person, on time and just a Genuine Nice Guy! Wish everyone that we meant was like him!! Top Notch!!!!!👏👏🙌🙌 🌟🌟💫"
Michelle 5-night trip
Posted 8 hours ago
Hilton Key West Resort & Marina
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Loved complimentary transportation!"
Robert 2-night trip
Posted 9 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We loved this resort! We will definitely be returning here in the future. Great location- not far from Duvall St but close enough that it’s only a 10 minute drive."
Vernon 4-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This was our second stay here. We love the low key vibe. The staff is always pleasant to deal with. The rooms are nice and the pool was well maintained. The food was great. All around great experience will be back again and again."
Jason T 7-night trip
Posted 1 day ago
Havana Cabana at Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Great location. Walking distance to Anything you’d want to do in Key West. Housekeeping staff very attentive. Valets very friendly and quick to attend. Room was clean spacious and bed comfortable. Restaurant was just OK. Staff there not as friendly and attentive. Pool was ok."
Amy 3-night trip
Posted 2 days ago
Opal Key Resort & Marina, Key West

Find out more about Fleming Key

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
Kick back in the comfort and quality of The Marker Key West Harbour Resort. This 4-star hotel around Fleming Key is highly recommended by many Expedia customers and comes with concierge services and premium bedding. Another traveller favourite in or near this neighbourhood is Hyatt Centric Key West Resort and Spa. A resort and spa facilities are a couple of things that make it popular.
How much does it cost to stay in a 4-star hotel in Fleming Key?
Expedia can help you quickly locate the perfect 4-star hotel for your getaway in Fleming Key. Use our handy filter tool to fine-tune your search by things like budget, amenities and star rating and get access to awesome deals in a couple of clicks.
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What's the difference between 5-star and 4-star hotels in Fleming Key?
Offering an inviting guest experience and upmarket décor, 4-star hotels are a fabulous option for your Fleming Key escape. These kinds of accommodation generally come with loads of handy amenities that make it simple to unpack and relax — think large beds, bathrobes, restaurants and gyms. Or get a taste of the high life at a 5-star hotel designed to indulge you in high-end perks and amenities. On-site health clubs, premium toiletries and gourmet dining are typically featured at these swanky retreats.

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