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Find 4 Star Hotels in Fleming Key, FL from $154

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Check availability on Fleming Key 4 Star Hotels

Tonight
Oct 20 - Oct 21
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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 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
Jacob Stuart
$239 nightly
$269 total
Oct 25 - Oct 26
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
Pool
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.
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
$175 nightly
$197 total
Oct 25 - Oct 26
Total with taxes and fees
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
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.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
$248 nightly
$279 total
Oct 25 - Oct 26
Total with taxes and fees
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Joseph
$296 nightly
$333 total
Oct 25 - Oct 26
Total with taxes and fees
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 room with a bed, a TV, a coffee table, a sofa, and a view of 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.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
$275 nightly
$310 total
Oct 25 - Oct 26
Total with taxes and fees
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
THOMAS
$289 nightly
$325 total
Oct 25 - Oct 26
Total with taxes and fees
La Concha Key West, Autograph Collection
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 covered outdoor seating area with a pool in the background.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
$226 nightly
$254 total
Oct 21 - Oct 22
Total with taxes and fees
Havana Cabana at Key West
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A conference room with a large white screen, multiple tables, and chairs.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.
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
$137 nightly
$154 total
Oct 29 - Oct 30
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Robert
$215 nightly
$242 total
Oct 25 - Oct 26
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
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
$194 nightly
$219 total
Oct 28 - Oct 29
Total with taxes and fees
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
$164 nightly
$184 total
Oct 26 - Oct 27
Total with taxes and fees
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
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.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
$245 nightly
$276 total
Oct 25 - Oct 26
Total with taxes and fees
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 restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Ann
$294 nightly
$331 total
Oct 25 - Oct 26
Total with taxes and fees
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
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.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
$170 nightly
$191 total
Oct 27 - Oct 28
Total with taxes and fees
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A balcony with a table set for breakfast, overlooking the sea.
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
$371 nightly
$417 total
Oct 26 - Oct 27
Total with taxes and fees
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.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Brett
$156 nightly
$176 total
Oct 25 - Oct 26
Total with taxes and fees
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 marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Dana Nicole
$244 nightly
$275 total
Oct 25 - Oct 26
Total with taxes and fees
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 cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
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
$171 nightly
$192 total
Oct 28 - Oct 29
Total with taxes and fees
Eden House
A pool area with lounge chairs 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 neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.
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
$359 nightly
$404 total
Oct 26 - Oct 27
Total with taxes and fees
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
Gisele
$299 nightly
$336 total
Oct 27 - Oct 28
Total with taxes and fees
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 5 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 9 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 10 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 14 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 14 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 17 hours 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 19 hours 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 1 day 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 3 days ago
The Perry Hotel & Marina Key West

Find out more about Fleming Key

Fleming Key Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Fleming Key, Key West are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Fleming Key 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Fleming Key. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Fleming Key, Key West, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Fleming Key hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
The Marker Key West Harbor Resort and Hyatt Centric Key West Resort and Spa are two highly recommended retreats located in or near Fleming Key. Both have a 4-star rating and offer luxury comfort alongside an unbeatable traveler experience. Book a stay at the first and get access to a swimming pool and premium bedding. The second has premium bedding and beauty services, among other amenities.
How much does it cost to stay in a 4-star hotel in Fleming Key?
Expedia can help you easily find the perfect 4-star hotel for your getaway in Fleming Key. Use our handy filter tool to fine-tune your search by things like price, amenities and property star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from $154
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 terrific option for your Fleming Key trip. These types of stays generally come with lots of handy amenities that make it a breeze to unpack and unwind — think complimentary bathrobes, restaurants and pools. Or enjoy even more lavishness at a 5-star hotel designed to pamper with luxury perks and amenities. Full-service health clubs, premium toiletries and world-class dining are typically featured at these plush retreats.

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