Book The Best Hotels in Fleming Key, FL for 2026 from CA $130 - Fully Refundable Options

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Our top choices for Fleming Key hotels

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.

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

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

1. Silver Palms Inn & Historic Homes

Old Town Key West

sam

CA $113

CA $222 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

2. Ibis Bay Beach Resort

Northside Resort

Stephanie

CA $143

CA $206 total

includes taxes & fees

Sep 28 - Sep 29

A pool area with lounge chairs and a cabana.

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

A balcony with a table set for breakfast, overlooking the sea.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

3. Ocean Key Resort - A Noble House Resort

Key West Historic District

Brian

CA $275

CA $419 total

includes taxes & fees

Sep 29 - Sep 30

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

A beach with palm trees, lounge chairs, and umbrellas.

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.

4. Parrot Key Hotel & Villas

Northside Resort

Anthony

CA $177

CA $280 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A pool area with lounge chairs and a lifebuoy.

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

5. Authors of Key West Guest House

Key West Historic District

Avamarie

CA $115

CA $130 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

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

6. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

CA $293

CA $428 total

includes taxes & fees

Sep 28 - Sep 29

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

A modern dining area with a glass table, four chairs, and a ceiling fan.

7. Beachside Resort & Residences

Key West

James

CA $123

CA $274 total

includes taxes & fees

Sep 27 - Sep 28

A deck with sun loungers and a railing overlooking the sea.

A couple walking on a deck with lounge chairs and a railing overlooking the ocean.

A beachfront hotel with multiple balconies, a well-maintained lawn, and a clear view of the ocean.

A balcony with white railings, a view of the beach, and palm trees.

8. Southernmost Beach Resort and Guesthouses

Old Town Key West

Krystle

CA $232

CA $364 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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.

9. Duval House

Old Town Key West

Christopher

CA $139

CA $187 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

10. Almond Tree Inn Hotel - Adults Only

Old Town Key West

John

CA $220

CA $247 total

includes taxes & fees

Sep 29 - Sep 30

A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.

A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.

11. The Southernmost Inn - Adults Only

Old Town Key West

jeff

CA $101

CA $177 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool surrounded by palm trees and a natural rock formation.

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.

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

12. Havana Cabana at Key West

New Town

Silvia

CA $157

CA $265 total

includes taxes & fees

Sep 28 - Sep 29

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.

13. Margaritaville Beach House Key West

Key West

TRICIA LYNN

CA $295

CA $421 total

includes taxes & fees

Sep 28 - Sep 29

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.

14. The Marker Key West Harbor Resort

Key West Historic District

Joelle

CA $293

CA $419 total

includes taxes & fees

Oct 5 - Oct 6

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.

15. Pier House Resort & Spa

Key West Historic District

Cheryl

CA $291

CA $426 total

includes taxes & fees

Oct 4 - Oct 5

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A hotel entrance with a sign reading "Heron House Office."

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

16. Heron House - Adult Only

Old Town Key West

Fernando

CA $164

CA $231 total

includes taxes & fees

Sep 28 - Sep 29

A swimming pool with lounge chairs and palm trees.

A modern living room with a sectional sofa, a small round table, and a potted plant.

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

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

17. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

CA $149

CA $208 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

18. Tropical Inn

Old Town Key West

Molly

CA $136

CA $189 total

includes taxes & fees

Sep 27 - Sep 28

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 gray sofa, wooden staircase, and a kitchen in the background.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

19. Eden House

Key West Historic District

Erik

CA $178

CA $224 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

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

20. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

CA $253

CA $285 total

includes taxes & fees

Sep 28 - Sep 29

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Top Fleming Key Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Just a very nice serene place to stay. The room was huge (we had both units), the balcony was spacious and amazing looking out towards the Gulf of Mexico, and the staff was very friendly. Can't wait to return to this property again."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Amazing time"

Ibis Bay Beach Resort

10/10 Excellent

"😊"

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!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Staff was very friendly. The room was spacious but the mattress was sunken in the middle. The hotel has a beautiful view of the marina if you get a Stock Island room. The burgers at the Salty Oyster are SO GOOD! The shuttle runs like clockwork and is very convenient for visiting Duval/Downtown area. I felt completely safe as a solo traveler,"

Margaritaville Beach House Key West

10/10 Excellent

"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"

Pier House Resort & Spa

8/10 Good

"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Southwinds Motel

10/10 Excellent

"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

More cheap stays in Fleming Key

Alexander Palms Court

715 South St Key West FL

CA $169

CA $190 total

Sep 27 - Sep 28

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

CA $143

CA $206 total

Sep 28 - Sep 29

includes taxes & fees

8.2/10 Very good! (2,387 reviews)

Tranquility Guest House

302 Angela st Key West FL

CA $97

CA $235 total

Sep 29 - Sep 30

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

CA $215

CA $242 total

Oct 1 - Oct 2

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

CA $176

CA $245 total

Sep 28 - Sep 29

includes taxes & fees

8.6/10 Excellent! (1,385 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

CA $155

CA $245 total

Oct 1 - Oct 2

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Hotels in Fleming Key with star rating

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Find hotels in Fleming Key, FL from CA $130

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Fleming Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Fleming Key hotels

1. Silver Palms Inn & Historic Homes

2. Ibis Bay Beach Resort

3. Ocean Key Resort - A Noble House Resort

4. Parrot Key Hotel & Villas

5. Authors of Key West Guest House

6. Hyatt Centric Key West Resort and Spa

7. Beachside Resort & Residences

8. Southernmost Beach Resort and Guesthouses

9. Duval House

10. Almond Tree Inn Hotel - Adults Only

11. The Southernmost Inn - Adults Only

12. Havana Cabana at Key West

13. Margaritaville Beach House Key West

14. The Marker Key West Harbor Resort

15. Pier House Resort & Spa

16. Heron House - Adult Only

17. Hilton Garden Inn Key West / The Keys Collection

18. Tropical Inn

19. Eden House

20. Courtyard by Marriott Key West Waterfront

Top Fleming Key Hotel Reviews

Beachside Resort & Residences

DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Winslow's Bungalows - Key West Historic Inns

The Perry Hotel & Marina Key West

Margaritaville Beach House Key West

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

Southwinds Motel

More cheap stays in Fleming Key

Alexander Palms Court

Ibis Bay Beach Resort

Tranquility Guest House

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Hotels in Fleming Key with star rating

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