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Fleming Key 4 Stars Hotels

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Check availability on Fleming Key 4 Star Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Fleming Key 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
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.
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.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
NT$5,216
NT$8,190 total
includes taxes & fees
Sep 29 - Sep 30
Southernmost Beach Resort and Guesthouses
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 couple holding hands in a tropical setting with palm trees and greenery.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
NT$3,752
NT$6,007 total
includes taxes & fees
Sep 28 - Sep 29
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
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.
A resort with a beach, a dock, and a water view.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
NT$6,535
NT$9,566 total
includes taxes & fees
Oct 4 - Oct 5
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
NT$6,415
NT$9,431 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa
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 room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
NT$6,637
NT$9,470 total
includes taxes & fees
Sep 28 - Sep 29
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
NT$6,002
NT$7,824 total
includes taxes & fees
Sep 28 - Sep 29
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
NT$3,525
NT$5,970 total
includes taxes & fees
Sep 28 - Sep 29
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A hotel with a central courtyard, palm trees, and a fountain.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Craige
NT$3,851
NT$5,404 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree Resort by Hilton Grand Key - Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A spacious lobby with green sofas, a coffee table, and a dining area.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
NT$7,512
NT$10,599 total
includes taxes & fees
Sep 30 - Oct 1
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A beach with palm trees, lounge chairs, and umbrellas.
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
NT$4,192
NT$6,538 total
includes taxes & fees
Oct 12 - Oct 13
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
NT$3,668
NT$6,067 total
includes taxes & fees
Sep 27 - Sep 28
The Perry Hotel & Marina Key West
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
Mackenzie
NT$6,351
NT$8,753 total
includes taxes & fees
Sep 28 - Sep 29
Winslow's Bungalows - Key West Historic Inns
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 restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
NT$8,225
NT$10,503 total
includes taxes & fees
Sep 28 - Sep 29
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
NT$3,778
NT$6,154 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A balcony with a table set for breakfast, overlooking the sea.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
NT$6,168
NT$9,405 total
includes taxes & fees
Sep 29 - Sep 30
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
NT$6,331
NT$9,271 total
includes taxes & fees
Oct 4 - Oct 5
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A tropical setting with palm trees and a building with a white facade and dark roof.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
NT$6,583
NT$9,407 total
includes taxes & fees
Oct 5 - Oct 6
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

18. Eden House

Eden House
Key West Historic District
Canada
Erik
NT$3,622
NT$4,563 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
NT$7,907
NT$11,039 total
includes taxes & fees
Sep 27 - Sep 28
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A couple walking along a poolside pathway surrounded by lush greenery.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A bar area with a counter, chairs, and a clock.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Forrest
NT$8,901
NT$10,014 total
includes taxes & fees
Oct 26 - Oct 27
The Gardens Hotel
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Top Fleming Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Ok so it would have been nice to know the beach front at the resort was being worked on and the resorts water front was buried in sea weed. Also the ocean side pool was closed until September 25th. Stayed in the Avalon bed and breakfast, our windows were frosted to block the view of the neighboring building and was very noisy from neighboring rooms and the coffee shop. A/C in the room barely kept the room cool and water pressure was very low. I would recommend staying in other buildings on the resort."
Andrew 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Love staying here when can I come to Key West"
Julio 2-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Food and Drinks were excellent. Some things on the property were a bit run down. However, place was clean. Really nice pool and bar facilities. Beautiful beach."
Liz 2-night trip
Posted 1 hour ago
Margaritaville Beach House Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Basic and pretty clean, rooms need updating overall. Shuttle is nice"
Kandi 3-night trip
Posted 3 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Perry hotel and marina has excellent views staff comfort and convenience"
Richard 5-night trip
Posted 5 hours ago
The Perry Hotel & Marina Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Air conditioning was noisy. But other than that we loved our stay."
Andrew 6-night trip
Posted 7 hours ago
Hyatt Centric Key West Resort and Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

8/10 Good
"Clean and convenient wish the ac was a little colder"
Barry 5-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"
Rebecca 2-night trip
Posted 2 days ago
Winslow's Bungalows - Key West Historic Inns

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 Harbor Resort. This 4-star hotel around Fleming Key is highly recommended by many Expedia customers and comes with concierge services and premium bedding. Another traveler favorite in or near this neighborhood 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.
  • Search for the lowest price from NT$4,563
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 accommodations 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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