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Find 4 Star Hotels in Fleming Key, FL from $170

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Check availability on Fleming Key 4 Star Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
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 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 beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
$229 nightly
$258 total
Sep 29 - Sep 30
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
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 spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
$168 nightly
$189 total
Sep 29 - Sep 30
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 resort with a beach, a dock, and a water view.
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.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
$291 nightly
$327 total
Oct 4 - Oct 5
Total with taxes and fees
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 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.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
$295 nightly
$332 total
Oct 4 - Oct 5
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 entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
$265 nightly
$298 total
Sep 29 - Sep 30
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 modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A balcony with a sofa, a round table, and a view of the cityscape.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Mary
$219 nightly
$246 total
Sep 29 - Sep 30
Total with taxes and fees
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 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.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
$167 nightly
$188 total
Sep 29 - Sep 30
Total with taxes and fees
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 hotel with a central courtyard, palm trees, and a fountain.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Craige
$151 nightly
$170 total
Sep 30 - Oct 1
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 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.
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
Coni
$294 nightly
$331 total
Sep 29 - Sep 30
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 beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
$173 nightly
$195 total
Oct 4 - Oct 5
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 balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A marina with boats docked, a swimming pool, and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
$192 nightly
$216 total
Sep 29 - Sep 30
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 bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
$245 nightly
$276 total
Sep 29 - Sep 30
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
Susan
$294 nightly
$331 total
Sep 29 - Sep 30
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 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 clear view of turquoise ocean water and a blue sky with clouds.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
$180 nightly
$202 total
Oct 4 - Oct 5
Total with taxes and fees
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
$263 nightly
$296 total
Sep 29 - Sep 30
Total with taxes and fees
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 resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking 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
$259 nightly
$291 total
Oct 5 - Oct 6
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 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
Joelle
$252 nightly
$284 total
Oct 5 - Oct 6
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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
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
Canada
Erik
$180 nightly
$202 total
Sep 30 - Oct 1
Total with taxes and fees
Eden House
A pool area with lounge chairs and palm trees.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
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
$309 nightly
$348 total
Sep 29 - Sep 30
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 bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A couple walking along a poolside pathway surrounded by lush greenery.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Forrest
$296 nightly
$333 total
Oct 1 - Oct 2
Total with taxes and fees
The Gardens Hotel
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Top Fleming Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"All good"
Ankur 1-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location and superb private beach"
Stian 3-night trip
Posted 3 hours ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 5 hours ago
The Perry Hotel & Marina Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Excellent getaway spot for families or big groups. We loved it. Had a great time celebrating my bday! ✨"
Angelica 2-night trip
Posted 8 hours ago
Parrot Key Hotel & Villas
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Great location"
Mary 5-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
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 day ago
Margaritaville Beach House Key West
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 3 days ago
Winslow's Bungalows - Key West Historic Inns

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 $170
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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