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

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Go beyond your typical stay in Fleming Key

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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.

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

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

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

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

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

2. Ibis Bay Beach Resort

Northside Resort

Stephanie

CA $143

CA $207 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with lounge chairs and a cabana.

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.

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 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, a sandy shore, and a calm sea under a clear sky.

4. Parrot Key Hotel & Villas

Northside Resort

Anthony

CA $176

CA $279 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 marina with jet skis docked in front of a hotel with a dock and a boat in the background.

A beach wedding setup with white chairs, a wooden arch, and lanterns.

6. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

CA $294

CA $430 total

includes taxes & fees

Sep 28 - Sep 29

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.

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 beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

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.

8. Southernmost Beach Resort and Guesthouses

Old Town Key West

Krystle

CA $232

CA $365 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 two-story building with a white picket fence, a mailbox, and a small tree in front.

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

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

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

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

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 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.

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.

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 covered outdoor seating area with a pool in the background.

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

12. Havana Cabana at Key West

New Town

Silvia

CA $157

CA $266 total

includes taxes & fees

Sep 27 - Sep 28

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 beach with a palm tree and two chairs.

13. Margaritaville Beach House Key West

Key West

TRICIA LYNN

CA $295

CA $421 total

includes taxes & fees

Oct 13 - Oct 14

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

A covered outdoor area with a pool, palm trees, and lounge chairs.

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 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.

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 hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

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

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 $165

CA $232 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with lounge chairs and palm trees.

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

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

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

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.

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 cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

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

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

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

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

Ibis Bay Beach Resort

8/10 Good

"Nice and clean, I would stay again. Great breakfast!"

Southwinds Motel

10/10 Excellent

"Excellent excellent work"

Blue Flamingo Resort Key West

10/10 Excellent

"Loved my stay, wished it was longer."

Hampton Inn Key West FL

10/10 Excellent

"Loved it everything was great"

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"

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"

More cheap stays in Fleming Key