Fleming Key Hotel & Accommodation Deals 2026 from AU$135 - Compare prices by date

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Go beyond your typical stay in Fleming Key

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Our top choices for Fleming Key hotels

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 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.

1. Pier House Resort & Spa

Key West Historic District

Roberto

AU$368

includes taxes & fees

30 Aug - 31 Aug

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A two-story yellow house with a porch, white railings, and green shutters.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

A hotel with a pool, bicycles, and lush greenery.

2. Silver Palms Inn & Historic Homes

Old Town Key West

Shawn

AU$213

includes taxes & fees

25 Aug - 26 Aug

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 tall palm tree with a white building in the background.

3. Parrot Key Hotel & Villas

Northside Resort

Melvin

AU$305

includes taxes & fees

1 Sept - 2 Sept

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.

4. Ocean Key Resort - A Noble House Resort

Key West Historic District

Debbie

AU$454

includes taxes & fees

8 Sept - 9 Sept

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 tropical setting with palm trees and a building with a white facade and dark roof.

5. The Marker Key West Harbor Resort

Key West Historic District

Danny Lee

AU$350

includes taxes & fees

1 Sept - 2 Sept

A modern interior with a staircase, a sofa set, a wooden table, and a television.

A spacious room with a large bed, a sofa, a chair, a small table, and a television.

A pathway flanked by lush green foliage leading to a gated entrance.

A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.

6. Simonton Court Historic Inn & Cottages

Key West Historic District

Robin

AU$234

includes taxes & fees

26 Aug - 27 Aug

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 beachfront hotel with multiple-story buildings, palm trees, and beach chairs.

A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

7. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

AU$318

includes taxes & fees

1 Sept - 2 Sept

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A lush garden with a variety of tropical plants and a paved walkway.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

8. Duval House

Old Town Key West

Melissa

AU$190

includes taxes & fees

31 Aug - 1 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

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

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

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

9. Ibis Bay Beach Resort

Northside Resort

Nicolas

AU$214

includes taxes & fees

25 Aug - 26 Aug

A hotel with a swimming pool, balconies, and a view of the sea.

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.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

10. Hyatt Centric Key West Resort and Spa

Key West Historic District

Giuseppa

AU$409

includes taxes & fees

7 Sept - 8 Sept

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

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

11. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Dirk

AU$426

includes taxes & fees

14 Sept - 15 Sept

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

12. Almond Tree Inn Hotel - Adults Only

Old Town Key West

Michelle

AU$262

includes taxes & fees

30 Aug - 31 Aug

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

A hotel with a white facade, multiple balconies, and lush tropical landscaping.

A pink building with a white door, a balcony with a white railing, and a view of a pool area.

A row of bicycles parked in front of a building with a white balcony and a palm tree.

13. The Palms Hotel

Old Town Key West

Marcus

AU$233

includes taxes & fees

9 Sept - 10 Sept

A spacious room with a wooden floor, white furniture, and large windows.

A modern living room with a sofa, two armchairs, a coffee table, and a small table with a lamp. There is a large window with shutters, an air conditioning unit, and a view of greenery outside.

A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.

A paved pathway surrounded by lush greenery and palm trees.

14. Paradise Inn Key West - Adults Only

Old Town Key West

Jaime

AU$221

includes taxes & fees

2 Sept - 3 Sept

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

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.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

15. Authors of Key West Guest House

Key West Historic District

Kasi

AU$140

includes taxes & fees

3 Sept - 4 Sept

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

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

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

A beach with palm trees, clear blue water, and a pier extending into the sea.

16. Beachside Resort & Residences

Key West

JOSEPH

AU$301

includes taxes & fees

25 Aug - 26 Aug

17. The Independent Inn - Formerly Heron House Court

Key West Historic District

Kelly

AU$172

includes taxes & fees

25 Aug - 26 Aug

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

A bar area with a thatched roof, wooden chairs, and a poolside view.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

18. Hampton Inn Key West FL

Key West

Christopher Lynn

AU$185

includes taxes & fees

30 Aug - 31 Aug

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

A narrow room with a bed, a potted plant, and a window with blinds.

19. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West

Jaime

AU$225

includes taxes & fees

25 Aug - 26 Aug

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

20. Westwinds Inn

Key West Historic District

Karen

AU$208

includes taxes & fees

2 Sept - 3 Sept

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Top Fleming Key Hotel Reviews

Recent Reviews in Fleming Key

Southernmost Beach Resort and Guesthouses

8/10 Good

"The pool had fun activities all the days we were there. The food was really good at the restaurant on site."

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Beachside Resort & Residences

10/10 Excellent

"Me gustó mucho y lo recomiendo muy buena atención y muy limpio"

Havana Cabana at Key West

10/10 Excellent

"Beautiful place I will go back"

Parrot Key Hotel & Villas

10/10 Excellent

"The rooms was spacious and immaculate. Check in was very pleasant, we were greeted with mimosas by the staff. The pool and restaurant were amazing as well. Centralized location just minutes form restaurants and activities."

Hampton Inn Key West FL

10/10 Excellent

"outdoor pool"

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Entire stay was fabulous"

Margaritaville Beach House Key West

10/10 Excellent

"Excelente estadía, buena limpieza, buen trato el sitio hermoso"

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"So we have stayed here both times coming to Key West. The staff is outstanding and very nice from check in.. to check out. I will say that when you purchase through Expedia make sure you still have enough to pay for the resort fees and tax... they are NOT included."

More cheap accommodation in Fleming Key

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

AU$185

30 Aug - 31 Aug

includes taxes & fees

9/10 Wonderful! (1,483 reviews)

Tranquility Guest House

302 Angela st Key West FL

AU$208

30 Aug - 31 Aug

includes taxes & fees

8.8/10 Excellent! (20 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

AU$214

25 Aug - 26 Aug

includes taxes & fees

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL

AU$234

26 Aug - 27 Aug

includes taxes & fees

9.8/10 Exceptional! (1,005 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

AU$238

7 Sept - 8 Sept

includes taxes & fees

8.6/10 Excellent! (1,389 reviews)

Weatherstation Inn

57 Front St Key West FL

AU$281

25 Aug - 26 Aug

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Explore a world of travel with Expedia

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Search Fleming Key hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Fleming Key

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Fleming Key hotels

1. Pier House Resort & Spa

2. Silver Palms Inn & Historic Homes

3. Parrot Key Hotel & Villas

4. Ocean Key Resort - A Noble House Resort

5. The Marker Key West Harbor Resort

6. Simonton Court Historic Inn & Cottages

7. Southernmost Beach Resort and Guesthouses

8. Duval House

9. Ibis Bay Beach Resort

10. Hyatt Centric Key West Resort and Spa

11. Casa Marina Key West, Curio Collection by Hilton

12. Almond Tree Inn Hotel - Adults Only

13. The Palms Hotel

14. Paradise Inn Key West - Adults Only

15. Authors of Key West Guest House

16. Beachside Resort & Residences

17. The Independent Inn - Formerly Heron House Court

18. Hampton Inn Key West FL

19. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

20. Westwinds Inn

Top Fleming Key Hotel Reviews

Recent Reviews in Fleming Key

Southernmost Beach Resort and Guesthouses

DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Havana Cabana at Key West

Parrot Key Hotel & Villas

Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Margaritaville Beach House Key West

Hyatt Vacation Club at Windward Pointe, Key West

More cheap accommodation in Fleming Key

Hampton Inn Key West FL

Tranquility Guest House

Ibis Bay Beach Resort

Simonton Court Historic Inn & Cottages

Southwinds Motel

Weatherstation Inn

Explore a world of travel with Expedia

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