A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

Guest Houses in Monroe County

Compare and save

  • 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

Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct

Our top choices for Monroe County guest houses

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

1. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (506 reviews)
"Fantastic location friendly staff"
United Kingdom
Dylan
The price is Rp2.084.970
Rp2.580.150 total
includes taxes & fees
31 Aug - 1 Sept
Douglas House - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

2. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
United States
Marcus
The price is Rp1.807.658
Rp2.431.707 total
includes taxes & fees
16 Sept - 17 Sept
The Palms Hotel
A pool area with multiple lounge chairs and a pool.

3. NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,024 reviews)
"Very nice hotel"
United States
Alejandro
NYAH Key West - Adults Only
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

4. 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, (1,000 reviews)
"Its was very clean. The staff was great."
United States
Scott
The price is Rp2.054.157
Rp3.106.934 total
includes taxes & fees
31 Aug - 1 Sept
The Cabana Inn Key West - Adults Only
A pool area with lounge chairs, a white fence, and tropical plants.

5. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,005 reviews)
"Great location and beautiful property."
United States
Ron
The price is Rp2.693.405
Rp3.029.926 total
includes taxes & fees
31 Aug - 1 Sept
Wicker Guesthouse
A wooden boardwalk leading to a beach with palm trees and a clear sky.

6. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,002 reviews)
"Perfect location in the heart of old town. We will definitely stay here again!"
United States
Melissa
The price is Rp3.273.205
Rp3.682.355 total
includes taxes & fees
31 Aug - 1 Sept
Amsterdam's Curry Mansion Inn
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.

7. Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (666 reviews)
"Great place to stay, kid free and close to the water!"
United States
tracy
Bishop Hotel Key West
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

8. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (829 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
The price is Rp1.774.400
Rp2.894.489 total
includes taxes & fees
30 Aug - 31 Aug
Duval Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

9. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (653 reviews)
"Great place to stay "
United States
Leonid
The price is Rp2.640.680
Rp2.970.766 total
includes taxes & fees
7 Sept - 8 Sept
Kona Kai Oasis
A swimming pool with a blue mosaic wall and a waterfall feature.

10. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (485 reviews)
"Excellent place! Would definitely book again!!"
United States
Brian
The price is Rp2.691.105
Rp3.027.626 total
includes taxes & fees
30 Aug - 31 Aug
Colors on White
A gated entrance with lush green foliage and a white picket fence.

11. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (556 reviews)
"Perfect stay, we will be back!"
United States
Jake
The price is Rp2.644.750
Rp2.975.255 total
includes taxes & fees
30 Aug - 31 Aug
Coco Plum Inn

12. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, easy check in, old town charm."
United States
Kelly
The price is Rp1.425.702
Rp2.177.476 total
includes taxes & fees
30 Aug - 31 Aug
The Independent Inn - Formerly Heron House Court
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

13. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is Rp2.258.448
Rp2.983.079 total
includes taxes & fees
31 Aug - 1 Sept
The Grand Guesthouse
A green house with a white porch, a flag, and a sign advertising a property for sale.

14. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
L'Habitation Guest House - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.

15. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (315 reviews)
"Good location and clean inside and out. The staff were all very friendly and helpful. Great experience and we would absolutely stay here again."
United States
Johnny
The price is Rp3.485.337
Rp3.921.005 total
includes taxes & fees
30 Aug - 31 Aug
The Mermaid & Alligator
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

16. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (69 reviews)
"An excellent location in town for a visit. We were up on third floor great view especially from porch…tough getting up stairs w luggage. Overall a wonderful visit. Beautiful location and just antique enough! Cheers"
United States
donald
The price is Rp1.640.141
Rp4.731.329 total
includes taxes & fees
9 Sept - 10 Sept
Curry House
A beach with rows of sun loungers and palm trees.

17. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (266 reviews)
"Great place. Highly recommended it"
United States
Katarzyna
The price is Rp1.236.157
Rp1.390.677 total
includes taxes & fees
1 Sept - 2 Sept
Ragged Edge Resort & Marina
A covered porch with white railings, a ceiling fan, and a table with chairs.

18. The Porch on Frances Inn

The Porch on Frances Inn
4.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (138 reviews)
"Loved staying here!"
United States
Corrynne
The price is Rp2.052.379
Rp2.839.717 total
includes taxes & fees
1 Sept - 2 Sept
The Porch on Frances Inn
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.

19. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (215 reviews)
"Very well maintained"
United States
Cody
The price is Rp2.919.345
Rp3.284.352 total
includes taxes & fees
2 Sept - 3 Sept
Coconut Bay Resort Key Largo
A pool area with a wooden deck, lounge chairs, and umbrellas.

20. The Key West Hotel

The Key West Hotel
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (562 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is Rp5.069.818
Rp6.997.345 total
includes taxes & fees
30 Aug - 31 Aug
The Key West Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monroe County Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Nice property with great dining options and activities for the whole family."
John 1-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

Find out more about Monroe County

Monroe County Guest Houses information

Number of reviews
8,711
Accommodation
29 Guest Houses
Lowest Price
Rp1.390.677
Highest Price
Rp6.997.345