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Check prices for these dates

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Fleming Key hotels

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

1. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Avamarie
€88
includes taxes & fees
4 Oct - 5 Oct
Authors of Key West Guest House
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 two-story building with a white picket fence, a mailbox, and a small tree in front.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

2. Duval House

Duval House
Old Town Key West
United States
Christopher
€117
includes taxes & fees
1 Oct - 2 Oct
Duval House
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.

3. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
€129
includes taxes & fees
30 Sept - 1 Oct
Ibis Bay Beach Resort
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
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.
An outdoor patio with tables and chairs, surrounded by trees and a house.

4. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
United States
jeff
€120
includes taxes & fees
30 Sept - 1 Oct
The Southernmost Inn - Adults Only
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 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.'

5. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
€129
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Key West / The Keys Collection
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.

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
United States
sam
€147
includes taxes & fees
30 Sept - 1 Oct
Silver Palms Inn & Historic Homes
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.

7. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
€162
includes taxes & fees
30 Sept - 1 Oct
Beachside Resort & Residences
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 spacious lobby with a central seating area, two staircases, and multiple potted plants.

8. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Gustavo
€165
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.
A covered outdoor area with a wooden staircase, seating, and potted plants.
A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.
A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

9. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West
United States
Travis
€134
includes taxes & fees
30 Sept - 1 Oct
The Grand Guesthouse
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, 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.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
€181
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
A bright green porch with hanging planters, a wooden chair, and a railing.
Room
A marina with multiple boats docked, wooden pilings, and a dock with ropes.
A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

11. Caribbean House

Caribbean House
Old Town Key West
United States
David
€122
includes taxes & fees
30 Sept - 1 Oct
Caribbean House
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern office space with a reception desk, computer, and seating area.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Patricia
€142
includes taxes & fees
30 Sept - 1 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A wooden deck with wicker furniture, a white staircase, and a lush garden 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.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

13. Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
United States
Fernando
€144
includes taxes & fees
30 Sept - 1 Oct
Heron House - Adult Only
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
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 modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

14. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
€166
includes taxes & fees
1 Oct - 2 Oct
Blue Flamingo Resort Key West
A swimming pool with clear water, surrounded by lush greenery and palm trees.
A bathroom with a white sink, three bottles of body lotion, and a white towel.
A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.
A covered porch with white columns and wicker furniture.

15. Tranquility Guest House

Tranquility Guest House
Old Town Key West
United States
Sandra
€159
includes taxes & fees
30 Sept - 1 Oct
Tranquility Guest House
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
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.

16. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
€178
includes taxes & fees
6 Oct - 7 Oct
Hilton Key West Resort & Marina
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 breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

17. Tropical Inn

Tropical Inn
Old Town Key West
United States
Natalie
€144
includes taxes & fees
1 Oct - 2 Oct
Tropical Inn
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 balcony, a bed, a desk, and two chairs.

18. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Jaycie
€164
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
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.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

19. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
€156
includes taxes & fees
6 Oct - 7 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with a brick patio, potted plants, and a covered seating area.
A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.
A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.
A house with a porch, a sign reading "Garden House," and a number "329" on the door.

20. The Garden House

The Garden House
Key West Historic District
United States
Jeff
€114
includes taxes & fees
30 Sept - 1 Oct
The Garden House
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Top Fleming Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Shuttle bus to central areas. Staff were great"
Shirley 2-night trip
Posted less than an hour ago
Beachside Resort & Residences
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Mauricio 1-night trip
Posted 7 hours ago
Havana Cabana at Key West

Hotels in Fleming Key with star rating

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