Fleming Key Hotel & Accommodation Deals 2026 from NZ$178 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Fleming Key

Pet friendly

Apartment

Pool

Apart hotel

Spa

Condo

Spa pool

Family friendly

Resort

Houseboat

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Fleming Key hotels

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

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

A pool area with lounge chairs and a lifebuoy.

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

1. Authors of Key West Guest House

Key West Historic District

Avamarie

NZ$178

includes taxes & fees

4 Oct - 5 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 wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

New Town

Patricia

NZ$287

includes taxes & fees

1 Oct - 2 Oct

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.'

3. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

NZ$260

includes taxes & fees

6 Oct - 7 Oct

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

A hotel room with a balcony, a bed, a desk, and two chairs.

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

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

4. Hampton Inn Key West FL

Key West

Jaycie

NZ$331

includes taxes & fees

7 Oct - 8 Oct

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

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

5. Duval House

Old Town Key West

Christopher

NZ$239

includes taxes & fees

5 Oct - 6 Oct

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 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.

6. Ibis Bay Beach Resort

Northside Resort

Stephanie

NZ$319

includes taxes & fees

1 Oct - 2 Oct

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.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

7. Blue Flamingo Resort Key West

New Town

Esteban

NZ$319

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

8. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

NZ$298

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

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

9. Havana Cabana at Key West

New Town

Gustavo

NZ$334

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

10. Silver Palms Inn & Historic Homes

Old Town Key West

sam

NZ$334

includes taxes & fees

5 Oct - 6 Oct

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

11. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

NZ$589

includes taxes & fees

4 Oct - 5 Oct

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

A garden with a stone pathway, a wooden fence, and various tropical plants.

A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.

A pool area with a covered seating area, palm trees, and a small pavilion.

12. Alexander Palms Court

Old Town Key West

Andrew

NZ$238

includes taxes & fees

1 Oct - 2 Oct

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

A covered outdoor area with a wooden staircase, seating, and potted plants.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

13. The Grand Guesthouse

Old Town Key West

Travis

NZ$270

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

14. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

NZ$385

includes taxes & fees

26 Oct - 27 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 breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

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.

15. Tropical Inn

Old Town Key West

Natalie

NZ$290

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

16. Beachside Resort & Residences

Key West

James

NZ$327

includes taxes & fees

1 Oct - 2 Oct

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

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

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

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

17. Parrot Key Hotel & Villas

Northside Resort

Anthony

NZ$365

includes taxes & fees

6 Oct - 7 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 clear view of turquoise ocean water and a blue sky with clouds.

A waterfront hotel with a pool, palm trees, and a wooden dock.

18. Hilton Key West Resort & Marina

Stock Island

Molly

NZ$350

includes taxes & fees

8 Oct - 9 Oct

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.

An outdoor patio with tables and chairs, surrounded by trees and a house.

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

19. The Southernmost Inn - Adults Only

Old Town Key West

Anthony

NZ$270

includes taxes & fees

5 Oct - 6 Oct

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A beach with a palm tree and two chairs.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A person standing by a window overlooking a beach with palm trees and the ocean.

20. Margaritaville Beach House Key West

Key West

TRICIA LYNN

NZ$529

includes taxes & fees

1 Oct - 2 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Fleming Key Hotel Reviews

Recent Reviews in Fleming Key

Margaritaville Beach House Key West

8/10 Good

"My overall experience was good. I wasn’t overly impressed, but was content. I don’t have many complaints besides the food. We ate twice at the resort and had issues both times. We decided to eat elsewhere after that."

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

10/10 Excellent

"Todo bien. La habitación limpia y cómoda. La tención del personal correcta. Y muy buena ubicación. Y el servicio del micro al downtown muy cómodo. Muy recomendable!!"

Havana Cabana at Key West

8/10 Good

"We have been to Havana Cabana a few times before and came back, as we had enjoyed our stay. Upon our arrival we found out they had a problem 2 days before our arrival, we were not notified in advance. They had a lot of rain for several days and we did not get the room we booked, as the ceiling had damages in several rooms. This also caused issues with our TV service. They did comp us a few days, gave us 2 dinner vouchers and drink vouchers, which we were very happy with. They do have very good food. The atmosphere is great and most of the staff are very pleasant and helpful. Beautiful Tropical retreat, nice large pool and surroundings. Several stores, etc. are close by and Duval St. and downtown attractions are not far at all."

Southernmost Beach Resort and Guesthouses

8/10 Good

"Its good but I wish the pool and ac was working."

Beachside Resort & Residences

10/10 Excellent

"Pros - The room was beautiful! Very clean and felt like a home away from home. Basically, a fully furnished condo with everything you'd need in the kitchen if you're the type to cook on vacation. Covered parking was a plus! Hourly shuttle to the Duval Street area provided which saves $$$ on parking! Cons - Walkway area around pool has many loose and raised blocks that were a tripping hazard. Beach is a bit small and if it's sunsets you're looking for, they are best viewed at the other end of the island. Front desk staff, while friendly, left out important info (such as availability of shuttle and pool bar hours). For first time visitors, signage is non-existent as far as where the check-in lobby is (no sign outside saying such, either) and the way the property is configured, it's not an easy determination. Certainly not complaining as we had a great time. Just offering our experience and observations."

Parrot Key Hotel & Villas

10/10 Excellent

"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"The property offered striking beauty and an ideal location. The staff we spoke with throughout our stay were consistently friendly and welcoming. I appreciated the amenities. The complimentary continental breakfast and two welcome drinks were excellent. I would gladly return for another visit."

Hampton Inn Key West FL

10/10 Excellent

"This is our 8th stay at The Hampton Inn key west. Great property, awesome staff especially Kim at the front desk. Very clean property and nice rooms .we always stay ocean front, beautiful view, peaceful.Cant wait to go again."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Amazing place to stay for vacation."

More cheap accommodation in Fleming Key

Alexander Palms Court

715 South St Key West FL

NZ$238

1 Oct - 2 Oct

includes taxes & fees

9.4/10 Exceptional! (1,005 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

NZ$292

1 Oct - 2 Oct

includes taxes & fees

8.2/10 Very good! (1,007 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

NZ$317

1 Oct - 2 Oct

includes taxes & fees

8.6/10 Excellent! (1,391 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

NZ$319

1 Oct - 2 Oct

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

NZ$329

6 Oct - 7 Oct

includes taxes & fees

9/10 Wonderful! (1,534 reviews)

Tranquility Guest House

302 Angela st Key West FL

NZ$329

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (32 reviews)

Explore a world of travel with Expedia

Key West Holiday Rentals

Activities in Key West

Book Hotels in Fleming Key on Expedia.com

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. Authors of Key West Guest House

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

3. Hilton Garden Inn Key West / The Keys Collection

4. Hampton Inn Key West FL

5. Duval House

6. Ibis Bay Beach Resort

7. Blue Flamingo Resort Key West

8. DoubleTree Resort by Hilton Grand Key - Key West

9. Havana Cabana at Key West

10. Silver Palms Inn & Historic Homes

11. Hyatt Centric Key West Resort and Spa

12. Alexander Palms Court

13. The Grand Guesthouse

14. Courtyard by Marriott Key West Waterfront

15. Tropical Inn

16. Beachside Resort & Residences

17. Parrot Key Hotel & Villas

18. Hilton Key West Resort & Marina

19. The Southernmost Inn - Adults Only

20. Margaritaville Beach House Key West

Top Fleming Key Hotel Reviews

Recent Reviews in Fleming Key

Margaritaville Beach House Key West

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

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

Beachside Resort & Residences

Parrot Key Hotel & Villas

Winslow's Bungalows - Key West Historic Inns

Hampton Inn Key West FL

Casa Marina Key West, Curio Collection by Hilton

More cheap accommodation in Fleming Key

Alexander Palms Court

Pegasus International Hotel

Southwinds Motel

Ibis Bay Beach Resort

Hampton Inn Key West FL

Tranquility Guest House

Explore a world of travel with Expedia

Go further with the Expedia app