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

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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, (545 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is CA $190
CA $235 total
includes taxes & fees
Oct 5 - Oct 6
Douglas House - 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.

2. 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)
"Great location and quaint courtyard vibe"
United States
Donna
The price is CA $242
CA $336 total
includes taxes & fees
Oct 12 - Oct 13
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.

3. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,001 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
The price is CA $162
CA $215 total
includes taxes & fees
Oct 11 - Oct 12
The Palms Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.

4. 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)
"Great location. Great hotel."
United States
Tiffany N
The price is CA $184
CA $206 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.

5. Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (695 reviews)
"We had a great time! Would stay again!"
United States
Ashley Ann
Bishop Hotel Key West
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

6. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (836 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 $180
CA $275 total
includes taxes & fees
Oct 6 - Oct 7
Duval Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

7. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (666 reviews)
"This place is a great location- right down the street from Duval, although it is about a 20 minute walk to the better bars. Very affordable and parking on location, highly recommend!"
United States
Leah
The price is CA $266
CA $299 total
includes taxes & fees
Oct 4 - Oct 5
Kona Kai Oasis
A pool area with lounge chairs, a white fence, and tropical plants.

8. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Awesome place to stay!"
United States
michael
The price is CA $208
CA $234 total
includes taxes & fees
Oct 4 - Oct 5
Wicker Guesthouse
A living room with a ceiling fan, a sofa, a TV, and a bookshelf.

9. 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, (1,005 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
The price is CA $165
CA $233 total
includes taxes & fees
Oct 4 - Oct 5
The Independent Inn - Formerly Heron House Court
A covered porch with white railings, a ceiling fan, and a table with chairs.

10. The Porch on Frances Inn

The Porch on Frances Inn
4.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (145 reviews)
"Nice cozy hotel close to everything"
United States
Marcos
The Porch on Frances Inn
A pool area with multiple lounge chairs and a pool.

11. 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, (1,016 reviews)
"Very nice hotel"
United States
Alejandro
NYAH Key West - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.

12. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (327 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is CA $327
CA $368 total
includes taxes & fees
Oct 8 - Oct 9
The Mermaid & Alligator
A gated entrance with lush green foliage and a white picket fence.

13. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (562 reviews)
"Great stay! Great location"
United States
Riley
The price is CA $234
CA $263 total
includes taxes & fees
Oct 12 - Oct 13
Coco Plum Inn
A beach with rows of sun loungers and palm trees.

14. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (273 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is CA $222
CA $249 total
includes taxes & fees
Nov 1 - Nov 2
Ragged Edge Resort & Marina
A green house with a white porch, a flag, and a sign advertising a property for sale.

15. 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
The price is CA $242
CA $272 total
includes taxes & fees
Oct 26 - Oct 27
L'Habitation Guest House - Adults Only
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

16. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"The room was great, with a really nice sized bathroom for DT Key West! Everything was very clean and well kept and the AC was nice and cool! The bed was very comfortable as well."
United States
Alissa
The price is CA $217
CA $280 total
includes taxes & fees
Oct 4 - Oct 5
The Grand Guesthouse
A swimming pool with a blue mosaic wall and a waterfall feature.

17. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (488 reviews)
"The property is very attractive and well maintained. It is a very good value for the reasonable price. Free adjacent parking is a great convenience and money saver. Although there is no staff on the property since there is only 5 units, the staff is at a nearby property and very helpful. Easy walking to restaurants and stores. We had a very favorable stay and will book again."
United States
Harvey
The price is CA $191
CA $215 total
includes taxes & fees
Oct 4 - Oct 5
Colors on White
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

18. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (71 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 $124
CA $371 total
includes taxes & fees
Oct 7 - Oct 8
Curry House
A covered outdoor deck with wicker furniture and a white railing.

19. FONTANA ~ Adults Only, Poolside 1st Floor King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside 1st Floor King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (157 reviews)
"Everything was great! "
United States
Jessica S.
The price is CA $149
CA $387 total
includes taxes & fees
Oct 5 - Oct 6
FONTANA ~ Adults Only, Poolside 1st Floor King Room at Azul Mansion!
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

20. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (197 reviews)
"It was a nice weekend getaway. Great location."
United States
The Rogue P.
The price is CA $164
CA $401 total
includes taxes & fees
Oct 4 - Oct 5
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Great amenities and activities for a family with yound children. Two very different beach area atmospheres made for a nice variety of experiences."
Austin 4-night trip
Posted 1 hour ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Monroe County

Monroe County Guest Houses information

Number of reviews
8,062
Accommodation
79 Guest Houses
Lowest Price
CA $206
Highest Price
CA $401

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