𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Fleming Key from S$128 (2026) - Fully Refundable Options - Expedia

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Go beyond your typical stay in Fleming Key

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16 Oct - 18 Oct

Our top choices for Fleming Key hotels

A building with a white exterior, a large red awning, and a gated entrance.

A pool area with lounge chairs and a lifebuoy.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

1. Authors of Key West Guest House

Key West Historic District

United States

Robbie

S$128

includes taxes & fees

8 Oct - 9 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

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 hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

A modern office space with a reception desk, computer, and seating area.

2. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

United States

Brian

S$216

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with lounge chairs and palm trees.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

Sports facility

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

3. Hilton Garden Inn Key West / The Keys Collection

New Town

United States

Eli

S$200

includes taxes & fees

13 Oct - 14 Oct

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A hotel with a central courtyard, palm trees, and a fountain.

4. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Nancy

S$209

includes taxes & fees

14 Oct - 15 Oct

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.

5. Hampton Inn Key West FL

Key West

United States

Jaycie

S$243

includes taxes & fees

25 Oct - 26 Oct

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 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.

6. Hyatt Centric Key West Resort and Spa

Key West Historic District

United States

yendy

S$435

includes taxes & fees

25 Oct - 26 Oct

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A tall palm tree with a white building in the background.

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.

7. Parrot Key Hotel & Villas

Northside Resort

United States

Anthony

S$252

includes taxes & fees

14 Oct - 15 Oct

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 swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

8. Beachside Resort & Residences

Key West

United States

James

S$257

includes taxes & fees

8 Oct - 9 Oct

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 beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A marina with boats docked, a beach resort building, and palm trees.

9. Ibis Bay Beach Resort

Northside Resort

United States

Stephanie

S$219

includes taxes & fees

8 Oct - 9 Oct

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 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.

10. Blue Flamingo Resort Key West

New Town

United States

Esteban

S$242

includes taxes & fees

11 Oct - 12 Oct

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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.

11. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

United States

Coni

S$397

includes taxes & fees

25 Oct - 26 Oct

A marina with boats docked, a pool area, and a building with a white facade.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

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.

12. Hilton Key West Resort & Marina

Stock Island

United States

Molly

S$244

includes taxes & fees

14 Oct - 15 Oct

A bright green porch with hanging planters, a wooden chair, and a railing.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

A marina with multiple boats docked, wooden pilings, and a dock with ropes.

13. Caribbean House

Old Town Key West

United States

Kelsie

S$203

includes taxes & fees

11 Oct - 12 Oct

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

A wooden door with glass panels, leading to an interior space with furniture and plants.

14. Tropical Inn

Old Town Key West

United States

Natalie

S$187

includes taxes & fees

8 Oct - 9 Oct

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 cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

15. Havana Cabana at Key West

New Town

United States

Stephanie

S$284

includes taxes & fees

25 Oct - 26 Oct

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A modern restaurant with a wooden counter, seating area, and large windows.

16. Courtyard by Marriott Key West Waterfront

Northside Resort

United States

Everton

S$264

includes taxes & fees

26 Oct - 27 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

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.

An outdoor dining area with tables and chairs, overlooking the ocean.

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

United States

Darlene

S$332

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A multi-story hotel with balconies and a well-lit entrance.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

18. The Laureate Key West

New Town

United States

Eileen

S$264

includes taxes & fees

25 Oct - 26 Oct

A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

A patio area with white metal tables and chairs, surrounded by potted plants and palm trees.

A pool with a lion head sculpture in the center.

A potted yellow orchid plant in a garden setting with a brick pathway, palm trees, and a white building in the background.

19. Artist House Key West

Key West Historic District

United States

NATHAN

S$259

includes taxes & fees

2 Nov - 3 Nov

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

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'.

A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

20. The Marker Key West Harbor Resort

Key West Historic District

United States

Keith

S$371

includes taxes & fees

26 Oct - 27 Oct

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Top Fleming Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent

"The only thing that I didn’t like was the bar staff"

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"Great place! Rooms were nice. So was staff. Great breakfast with lots of choices."

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Great hotel and pool!"

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent

"Staff at reception are genuinely welcoming."

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent

"It was good"

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Perfect! Great surroundings, staff & people! Convenient to get to everything!"

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent

"Staff was great! Rooms were clean! Had a great stay!"

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent

"Great place definitely staying there next time"

More cheap stays in Fleming Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL

S$204

11 Oct - 12 Oct

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL

S$209

8 Oct - 9 Oct

includes taxes & fees

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

S$219

8 Oct - 9 Oct

includes taxes & fees

Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL

S$235

8 Oct - 9 Oct

includes taxes & fees

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

S$243

25 Oct - 26 Oct

includes taxes & fees

9/10 Wonderful! (1,547 reviews)

Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL

S$249

12 Oct - 13 Oct

includes taxes & fees

8.6/10 Excellent! (1,388 reviews)

Hotels in Fleming Key with star rating

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