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Find 4 Star Hotels in Fleming Key, FL from ￥26,368

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Check availability on Fleming Key 4 Star Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Fleming Key 4-star hotels

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 beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Jacob Stuart
￥27,628
￥42,673 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Terra
￥19,768
￥31,130 total
includes taxes & fees
Oct 28 - Oct 29
Blue Flamingo Resort Key West
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 resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
￥43,367
￥59,810 total
includes taxes & fees
Nov 2 - Nov 3
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 balcony with a view of the ocean, a table, chairs, and a railing.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Joseph
￥37,091
￥52,783 total
includes taxes & fees
Oct 25 - Oct 26
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 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 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
Siamak
￥34,606
￥48,921 total
includes taxes & fees
Oct 28 - Oct 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 balcony with a sofa, a round table, and a view of the cityscape.
A beach with clear turquoise water, snorkelers, and a large building in the background.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
￥41,054
￥51,536 total
includes taxes & fees
Oct 25 - Oct 26
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
￥26,705
￥40,122 total
includes taxes & fees
Oct 21 - Oct 22
Havana Cabana at Key West
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.
A balcony with a view of a pool area, palm trees, and outdoor seating.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Danee
￥17,626
￥25,179 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - 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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Robert
￥35,570
￥50,716 total
includes taxes & fees
Oct 28 - Oct 29
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 tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
￥24,094
￥36,200 total
includes taxes & fees
Oct 29 - Oct 30
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 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.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥15,196
￥26,368 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
￥26,630
￥37,984 total
includes taxes & fees
Oct 25 - Oct 26
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
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.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Ann
￥40,927
￥52,267 total
includes taxes & fees
Nov 4 - Nov 5
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 clear view of turquoise ocean water and a blue sky with clouds.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
￥18,717
￥30,330 total
includes taxes & fees
Oct 26 - Oct 27
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 dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Jeremy
￥47,394
￥66,158 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking 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
Brett
￥25,098
￥38,902 total
includes taxes & fees
Oct 28 - Oct 29
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 tropical setting with palm trees and a building with a white facade and dark roof.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Dana Nicole
￥29,847
￥43,564 total
includes taxes & fees
Oct 25 - Oct 26
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 cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
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.

18. Eden House

Eden House
Key West Historic District
United States
Michelle
￥23,811
￥30,002 total
includes taxes & fees
Oct 26 - Oct 27
Eden House
A pool area with lounge chairs and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
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.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
￥47,394
￥64,017 total
includes taxes & fees
Oct 26 - Oct 27
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
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.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
￥42,620
￥47,947 total
includes taxes & fees
Oct 27 - Oct 28
The Gardens Hotel
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Top Fleming Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Great location on the water"
Jaime 3-night trip
Posted 13 hours ago
Casa Marina Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"Air conditioning in the rooms are wonderful. Our shower broke, front desk quickly got us a new room. Bartender Levan was Great!!! He’s very attentive and makes tasty drinks. We would stay here again."
Ralph 3-night trip
Posted 17 hours ago
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Enjoyed my stay. Staff was nice and friendly. Bartender at Flama Cabana was awesome."
Mark 2-night trip
Posted 19 hours ago
Havana Cabana at Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Limpio .buena atención. Transporte rápido para el centro y playa parqueo incluido para muchos carros"
rene 2-night trip
Posted 22 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Very nice place to stay they even offer a shuttle bus to duval"
Cipriano 1-night trip
Posted 23 hours ago
Blue Flamingo Resort Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

8/10 Good
"The location was in great for walking to duval street and other areas. The check in process was a bit chaotic. Our room was double booked, but they got it fixed right away. They have a beach on property but it was not swimmable. The ocean was muddy and the seaweed smelled bad. The pool was a good time."
Tina 2-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Great hotel will definitely stay again"
Ann 2-night trip
Posted 1 day ago
Opal Key Resort & Marina, Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything was exceptional at Pier House. Breakfast by the water every morning great music and drinks from the bar, well maintained property and beach! Staff went out of their way and were very kimd. Our room with lanai was fantastic! Thank you Pier House!"
Steven 3-night trip
Posted 2 days ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."
Eliot 2-night trip
Posted 4 days ago
The Perry Hotel & Marina Key West

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 ￥26,368
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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