Guest Houses in Monroe County
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United States of America
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Guest Houses in Monroe County

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your current months are November, 2026 and December, 2026.

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Our top choices for Monroe County guest houses

A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

A wooden boardwalk leading to a beach with palm trees and a clear sky.

An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.

A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.

1. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3.0 star property

Key West Historic District

8.0 out of 10, Very good, (1,001 reviews)

8.0/10

Very good

(1,001 reviews)

"Great location!"

carmen

The price is RM884

RM884

RM1,405 total

includes taxes & fees

12 Nov - 13 Nov

Amsterdam's Curry Mansion Inn

A tropical outdoor area with palm trees, hanging plants, and string lights.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

A wooden deck with lush greenery and a pool area.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

2. Douglas House - Adults Only

Douglas House - Adults Only

3.5 star property

Old Town Key West

9.8 out of 10, Exceptional, (587 reviews)

9.8/10

Exceptional

(587 reviews)

"Very good stay in Key west, good location and friendly staff, situated at the older town of key west, love the experience!"

Xiaojun

The price is RM789

RM789

RM1,138 total

includes taxes & fees

17 Nov - 18 Nov

Douglas House - Adults Only

A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.

A pool area with lounge chairs, a white fence, and tropical plants.

A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.

A King Room at An Island Oasis with a large bed, dresser, and a mirror.

3. Wicker Guesthouse

Wicker Guesthouse

3.5 star property

Old Town Key West

8.6 out of 10, Excellent, (1,001 reviews)

8.6/10

Excellent

(1,001 reviews)

"Great place to stay. Always love coming back here."

Cheyenne

The price is RM946

RM946

RM1,064 total

includes taxes & fees

29 Nov - 30 Nov

Wicker Guesthouse

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 row of blue bicycles parked under a tree, with a white fence and a building in the background.

4. The Grand Guesthouse

The Grand Guesthouse

2.5 star property

Old Town Key West

9.6 out of 10, Exceptional, (1,001 reviews)

9.6/10

Exceptional

(1,001 reviews)

"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"

Justyn

The price is RM640

RM640

RM822 total

includes taxes & fees

23 Nov - 24 Nov

The Grand Guesthouse

A white building with a grey roof, surrounded by potted plants and a blue umbrella.

A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.

A patio with sun loungers, a table with an umbrella, and potted plants.

5. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3.0 star property

Old Town Key West

9.0 out of 10, Wonderful, (1,009 reviews)

9.0/10

Wonderful

(1,009 reviews)

"Staff was great, hotel was quaint and clean."

Casey

The price is RM837

RM837

RM1,124 total

includes taxes & fees

11 Nov - 12 Nov

The Cabana Inn Key West - Adults Only

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

A hotel with a white facade, multiple balconies, and lush tropical landscaping.

A pink building with a white door, a balcony with a white railing, and a view of a pool area.

A row of bicycles parked in front of a building with a white balcony and a palm tree.

6. The Palms Hotel

The Palms Hotel

3.0 star property

Old Town Key West

9.0 out of 10, Wonderful, (1,005 reviews)

9.0/10

Wonderful

(1,005 reviews)

"Clean rooms, Good area, Excellent breakfast, friendly staff at a Good price"

William

The price is RM730

RM730

RM912 total

includes taxes & fees

2 Dec - 3 Dec

The Palms Hotel

A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

A garden with a statue of two figures, lush greenery, and a building in the background.

A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.

A waterfront property with a white facade, palm trees, and a street view.

7. Duval Inn

Duval Inn

3.0 star property

Old Town Key West

8.8 out of 10, Excellent, (850 reviews)

8.8/10

Excellent

(850 reviews)

"Bed was very comfortable, and the location was a quick walk to anything."

April

The price is RM848

RM848

RM1,160 total

includes taxes & fees

29 Nov - 30 Nov

Duval Inn

A white building with green shutters, surrounded by a white picket fence and palm trees.

A swimming pool with a tiled edge, surrounded by a patio area with chairs and an umbrella.

An outdoor patio area with a glass table, cushioned chairs, and a large umbrella.

A bedroom with a bed, bedside tables, a desk, and a chair.

8. Kona Kai Oasis

Kona Kai Oasis

3.0 star property

Old Town Key West

8.0 out of 10, Very good, (685 reviews)

8.0/10

Very good

(685 reviews)

"Not bad for the price . Great location!"

Parker

The price is RM655

RM655

RM737 total

includes taxes & fees

15 Nov - 16 Nov

Kona Kai Oasis

A swimming pool with a waterfall feature, surrounded by tropical foliage.

A bedroom with a bed, a ceiling fan, a window with blinds, a framed picture on the wall, and a nightstand with a lamp.

A white building with a staircase leading to a door, surrounded by large tropical plants.

A compact living space with a sofa bed, kitchenette, and a dining area.

9. Colors on White

Colors on White

3.0 star property

Old Town Key West

8.0 out of 10, Very good, (495 reviews)

8.0/10

Very good

(495 reviews)

"xfr"

edward

The price is RM873

RM873

RM982 total

includes taxes & fees

22 Nov - 23 Nov

Colors on White

A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.

A multi-story hotel with balconies, outdoor seating, and palm trees.

A beach with a palm tree and the sun setting over the ocean.

A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.

10. Bishop Hotel Key West

Bishop Hotel Key West

4.0 star property

Old Town Key West

9.8 out of 10, Exceptional, (719 reviews)

9.8/10

Exceptional

(719 reviews)

"Great location too!"

Clayton

Bishop Hotel Key West

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Romantic Hotels in Duck Key
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Key West Historic District Hotels
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All Inclusive Resorts in Key West
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Beach Resorts in Key West
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Budget Hotels in Key West
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Gay friendly Hotels in Key West
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Luxury Hotels in Key West
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Key West Hotels
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Resorts in Little Torch Key
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Marathon Hotels
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Summerland Key Hotels
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Flights to Big Pine Key
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Flights to Duck Key
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Flights to Key West
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Flights from Florida Keys Marathon
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Flights from Melody Key
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Flights from Allentown (ABE) to Key West (EYW)
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Flights from Denver (DEN) to Key West (EYW)
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Flights from Dallas (DFW) to Marathon (MTH)
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Flights from Indianapolis (IND) to Marathon (MTH)
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Flights from Islip (ISP) to Marathon (MTH)
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Flights from Lexington (LEX) to Marathon (MTH)
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Flights from Melbourne (MEL) to Marathon (MTH)
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Flights from Rochester (ROC) to Marathon (MTH)
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Boca Chica Nude Beach
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Clarence S. Higgs Memorial Beach Park
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Coupon Bight Aquatic Preserve
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Visit Cow Key
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Visit Duck Key
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Fort East Martello Museum and Gallery
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Harry S. Truman Little White House
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Key Colony Beach Holidays
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Visit White Street Gallery District
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Key West Holidays
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Visit Little Venice
Standard Link for Visit Little Venice
Mel Fisher Maritime Museum
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Visit Melody Key
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Robbie's
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Smathers Beach
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Southernmost Point
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Things to do in Big Pine Key
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Things to do in Cudjoe Key
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Things to do in Key Colony Beach
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Guest Houses in Monroe County

Change your mind

Treat yourself

Be picky

Top cities in Monroe County

Key West

Check prices for these dates

Our top choices for Monroe County guest houses

1. Amsterdam's Curry Mansion Inn

2. Douglas House - Adults Only

3. Wicker Guesthouse

4. The Grand Guesthouse

5. The Cabana Inn Key West - Adults Only

6. The Palms Hotel

7. Duval Inn

8. Kona Kai Oasis

9. Colors on White

10. Bishop Hotel Key West

Explore a world of travel with Expedia