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

Guest Houses in Monroe County

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Check prices for these dates

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Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Top Cities in Monroe County

A beach with palm trees, people sunbathing, and a resort in the background.
Guest HousesGuest Houses

Key West

Key West

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 CA $164
CA $203 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $142
CA $191 total
includes taxes & fees
Sep 16 - Sep 17
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 CA $155
CA $237 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $242
CA $272 total
includes taxes & fees
Sep 14 - Sep 15
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, (1,001 reviews)
"Perfect location in the heart of old town. We will definitely stay here again!"
United States
Melissa
The price is CA $243
CA $273 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $121
CA $206 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $208
CA $233 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $212
CA $238 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $208
CA $234 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $112
CA $171 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $167
CA $223 total
includes taxes & fees
Sep 2 - Sep 3
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 CA $274
CA $308 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $117
CA $359 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $97
CA $109 total
includes taxes & fees
Sep 1 - Sep 2
Ragged Edge Resort & Marina
A brick pathway leading to a white staircase with a covered area above.

18. BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"The room was so perfect! Perfectly nestled just down a brick sidewalk right on Duval st. Closer to Southern most point, nice walking distance to Mallory square. The room was perfect for us."
United States
Sarah
The price is CA $131
CA $355 total
includes taxes & fees
Aug 31 - Sep 1
BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
A covered porch with white railings, a ceiling fan, and a table with chairs.

19. 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 CA $174
CA $237 total
includes taxes & fees
Sep 1 - Sep 2
The Porch on Frances Inn
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

20. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.8 out of 10, Exceptional, (6 reviews)
"My only complaints about the Quiet Poor room was the noise level and room temperature. Walls were paper thin and our small window unit did not cool the room down well. Other than that great location and cute room!"
United States
Michelle W.
The price is CA $132
CA $358 total
includes taxes & fees
Aug 31 - Sep 1
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
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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Top Monroe County Hotel Reviews

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Overall everything great, expecially"
Rebeca 1-night trip
Posted less than an hour ago
Reefhouse Resort & Marina

Find out more about Monroe County

Monroe County Guest Houses information

Number of reviews
8,947
Accommodation
88 Guest Houses
Lowest Price
CA $109
Highest Price
CA $359

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