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A sign for the Key West Museum of Art & History at the Custom House.

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Our top choices for Monroe County hotels

1. Blue Flamingo Resort Key West

New Town

Sigrid A

￥31,878 total

includes taxes & fees

Dec 3 - Dec 4

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

2. Margaritaville Beach House Key West

Key West

ANTHONY

￥50,675 total

includes taxes & fees

Nov 17 - Nov 18

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

3. Havana Cabana at Key West

New Town

Stephanie

￥35,740 total

includes taxes & fees

Nov 19 - Nov 20

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

4. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Suset

￥27,316 total

includes taxes & fees

Nov 15 - Nov 16

5. Lime Tree Bay Resort

Long Key

Mark Blair

￥29,106 total

includes taxes & fees

Nov 17 - Nov 18

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

6. Isla Bella Beach Resort & Spa

Marathon

Clinton

￥49,377 total

includes taxes & fees

Nov 29 - Nov 30

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

7. Southernmost Beach Resort and Guesthouses

Old Town Key West

Charles

￥47,137 total

includes taxes & fees

Nov 15 - Nov 16

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

8. Cheeca Lodge & Spa

Matecumbe

Brandon

￥43,751 total

includes taxes & fees

Nov 29 - Nov 30

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

9. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

￥45,318 total

includes taxes & fees

Nov 22 - Nov 23

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

10. Parrot Key Hotel & Villas

Northside Resort

Chanele

￥35,527 total

includes taxes & fees

Nov 17 - Nov 18

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

11. The Perry Hotel & Marina Key West

Stock Island

david

￥22,208 total

includes taxes & fees

Nov 30 - Dec 1

A swimming pool with lounge chairs and palm trees.

12. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

￥24,939 total

includes taxes & fees

Nov 17 - Nov 18

A beach with palm trees and lounge chairs.

13. Chesapeake Beach Resort

Matecumbe

kent brian

￥33,796 total

includes taxes & fees

Nov 12 - Nov 13

A beach with a wooden pier, palm trees, and beach umbrellas.

14. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Rowena

￥49,715 total

includes taxes & fees

Nov 30 - Dec 1

A marina with boats docked, a pool area, and a building with a white facade.

15. Hilton Key West Resort & Marina

Stock Island

Kevin

￥31,667 total

includes taxes & fees

Nov 17 - Nov 18

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

16. Ibis Bay Beach Resort

Northside Resort

Sebastian

￥38,544 total

includes taxes & fees

Dec 3 - Dec 4

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

17. Hampton Inn Key West FL

Key West

John

￥33,539 total

includes taxes & fees

Nov 30 - Dec 1

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

18. Pier House Resort & Spa

Key West Historic District

William N

￥71,255 total

includes taxes & fees

Nov 23 - Nov 24

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

19. The Laureate Key West

New Town

Eileen

￥32,685 total

includes taxes & fees

Nov 10 - Nov 11

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

20. Beachside Resort & Residences

Key West

Deana

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A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

Eden House

Key West Historic District

We have 1 left at

per night

￥28,285 total

includes taxes & fees

The Perry Hotel & Marina Key West

Stock Island

We have 1 left at

per night

￥34,191 total

includes taxes & fees

Parrot Key Hotel & Villas

Northside Resort

per night

￥37,480 total

includes taxes & fees

A balcony with a view of the sea, a table, and two chairs.

Waterside Suites & Marina

Key Largo

￥2,608 off

per night

￥24,524 total

includes taxes & fees

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

Silver Palms Inn & Historic Homes

Old Town Key West

We have 1 left at

per night

￥31,400 total

includes taxes & fees

Blue Flamingo Resort Key West

New Town

per night

￥39,245 total

includes taxes & fees

A marina with a dock, a boat, and a row of buildings with large windows.

Coconut Cay Resort & Marina

Marathon

We have 1 left at

per night

￥17,499 total

includes taxes & fees

A pool area with lounge chairs and umbrellas, a thatched-roof structure, and a view of the ocean.

Glunz Ocean Beach Hotel & Resort

Key Colony Beach

￥3,750 off

per night

￥32,729 total

includes taxes & fees

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

Heron House - Adult Only

Old Town Key West

We have 1 left at

per night

￥36,535 total

includes taxes & fees

Waterside Suites & Marina

Key Largo

￥2,608 off

per night

￥24,524 total

includes taxes & fees

Glunz Ocean Beach Hotel & Resort

Key Colony Beach

￥3,750 off

per night

￥32,729 total

includes taxes & fees

Coconut Cay Resort & Marina

Marathon

We have 1 left at

per night

￥21,885 total

includes taxes & fees

A coastal landscape with clear turquoise waters and a dense tree line under a bright blue sky with scattered clouds.

Captain Pips Marina & Hideaway

Marathon

We have 1 left at

per night

￥26,407 total

includes taxes & fees

A beach with palm trees, a sandy path, and beach chairs.

Aqua Lodge Rentals At Coconut Cay

Marathon

￥2,499 off

per night

￥38,805 total

includes taxes & fees

A balcony with a view of palm trees and a sunset.

Flamingo Adventures Lodge

Flamingo

￥5,838 off

per night

￥38,721 total

includes taxes & fees

The Perry Hotel & Marina Key West

Stock Island

￥33,913 off

per night

￥65,090 total

includes taxes & fees

Lime Tree Bay Resort

Long Key

We have 1 left at

per night

￥85,110 total

includes taxes & fees

The Perry Hotel & Marina Key West

Stock Island

￥71,812 off

per night

￥108,916 total

includes taxes & fees

A clear pool with reflections of palm trees and lounge chairs, surrounded by greenery.

Sugarloaf Key Hotel at KOA Resort

Summerland Key

￥32,601 off

per night

￥84,569 total

includes taxes & fees

Glunz Ocean Beach Hotel & Resort

Key Colony Beach

￥11,364 off

per night

￥86,074 total

includes taxes & fees

Coconut Cay Resort & Marina

Marathon

We have 1 left at

per night

￥59,120 total

includes taxes & fees

Captain Pips Marina & Hideaway

Marathon

per night

￥59,963 total

includes taxes & fees

Two people sitting by a pool with palm trees in the background.

Sugarloaf Key RV Resort & Cottages

Summerland Key

￥12,644 off

per night

￥83,484 total

includes taxes & fees

An aerial view of a resort with a swimming pool, beach, and marina.

Caloosa Cove Resort by CoolVacay

Matecumbe

We have 1 left at

per night

￥74,528 total

includes taxes & fees

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

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

New Town

We have 1 left at

per night

￥126,823 total

includes taxes & fees

Top Monroe County Hotel Reviews

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

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

william

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

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...

Courtney

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

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

RADANA

A beach with palm trees, a thatched-roof structure, and kayaks.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

10/10 Excellent

Audrey

A pool area with lounge chairs and palm trees.

Santa Maria Suites

Old Town Key West

10/10 Excellent

We stayed here for one night for my husband's 40th birthday. The hotel was aware we were celebrating an occasion and offered complimentary refreshment's in our room. We were able to check on early, got upgraded to pool view and also checked out late! When we arrived we were amazed with how huge the suite was. It was the same size as a condo. The decor was beautiful and the entire place was immaculate, including the outside. What we liked most was how quiet and relaxing the place was (there...

Val

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

Keith

A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.

Dolphin Point Villas

Key Largo

10/10 Excellent

We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...

Sherrie L.

A wooden deck with white railings, outdoor seating, and a view of the sea with palm trees.

Coconut Palm Inn

Tavernier

10/10 Excellent

A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness. We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.

K

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Janice

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

Key West

10/10 Excellent

Lindsay

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

Hyatt Vacation Club at Beach House, Key West

Key West

10/10 Excellent

Sonia

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

Westwinds Inn

Key West Historic District

10/10 Excellent

The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...

Daniel