A waterfront with a pier, calm water, and houses with palm trees in the background.

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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

Our top choices for Sugarloaf Key guest houses

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

1. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is ₩152,750
₩205,694 total
includes taxes & fees
Oct 1 - Oct 2
The Grand Guesthouse
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

2. 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 ₩136,957
₩222,624 total
includes taxes & fees
Oct 1 - Oct 2
Duval Inn
A wooden boardwalk leading to a beach with palm trees and a clear sky.

3. 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)
"Great location. Great hotel."
United States
Tiffany N
The price is ₩194,974
₩219,346 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

4. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,006 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
The price is ₩158,745
₩209,054 total
includes taxes & fees
Oct 1 - Oct 2
The Palms Hotel
A swimming pool with a blue mosaic wall and a waterfall feature.

5. 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 ₩181,773
₩204,493 total
includes taxes & fees
Oct 1 - Oct 2
Colors on White
A living room with a ceiling fan, a sofa, a TV, and a bookshelf.

6. 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 ₩156,833
₩221,762 total
includes taxes & fees
Oct 4 - Oct 5
The Independent Inn - Formerly Heron House Court
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 ₩252,858
₩284,466 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 ₩222,393
₩250,190 total
includes taxes & fees
Oct 1 - Oct 2
Wicker Guesthouse
A tropical outdoor area with palm trees, hanging plants, and string lights.

9. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (542 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
The price is ₩180,983
₩223,967 total
includes taxes & fees
Oct 1 - Oct 2
Douglas House - Adults Only
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 covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

11. 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 ₩126,734
₩363,446 total
includes taxes & fees
Oct 5 - Oct 6
Curry House
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, (326 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is ₩341,205
₩383,855 total
includes taxes & fees
Oct 5 - Oct 6
The Mermaid & Alligator
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

13. 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, (1,011 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ₩181,571
₩265,183 total
includes taxes & fees
Oct 1 - Oct 2
The Cabana Inn Key West - Adults Only
A gated entrance with lush green foliage and a white picket fence.

14. 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 ₩222,393
₩250,190 total
includes taxes & fees
Oct 1 - Oct 2
Coco Plum Inn
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 ₩230,314
₩259,113 total
includes taxes & fees
Oct 26 - Oct 27
L'Habitation Guest House - Adults Only
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

16. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (23 reviews)
"Perfect location and lovely place!"
United States
michael
The price is ₩171,822
₩414,170 total
includes taxes & fees
Oct 8 - Oct 9
Banana's Foster Guesthouse
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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