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
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

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, (1,003 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"
United States
Justyn
The price is SAR 591
SAR 758 total
includes taxes & fees
27 Oct - 28 Oct
The Grand Guesthouse
A white building with green shutters, surrounded by a white picket fence and palm trees.

2. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (675 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 SAR 672
SAR 756 total
includes taxes & fees
26 Oct - 27 Oct
Kona Kai Oasis
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, (1,004 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is SAR 594
SAR 753 total
includes taxes & fees
25 Oct - 26 Oct
The Palms Hotel
Lobby

4. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (64 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 SAR 641
SAR 852 total
includes taxes & fees
25 Oct - 26 Oct
The Independent Inn
A tropical outdoor area with palm trees, hanging plants, and string lights.

5. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (563 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is SAR 591
SAR 731 total
includes taxes & fees
27 Oct - 28 Oct
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.

6. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,002 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is SAR 604
SAR 849 total
includes taxes & fees
25 Oct - 26 Oct
The Cabana Inn Key West - Adults Only
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

7. 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 SAR 398
SAR 1,060 total
includes taxes & fees
18 Nov - 19 Nov
Curry House
A swimming pool with a blue mosaic wall and a waterfall feature.

8. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (491 reviews)
"Nice updated room but could have been cleaned a little better. Pulled nightstand out to retrieve my eyeglasses and found someone's used dirty napkin. Website states that it's .6 of a mile from Duval, it's more like 1.2 miles. Good parking!"
United States
Lori
The price is SAR 841
SAR 946 total
includes taxes & fees
16 Nov - 17 Nov
Colors on White
A pool area with lounge chairs, a white fence, and tropical plants.

9. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"Location was great"
United States
Kathy
The price is SAR 773
SAR 870 total
includes taxes & fees
25 Oct - 26 Oct
Wicker Guesthouse
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

10. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (839 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 SAR 698
SAR 975 total
includes taxes & fees
26 Oct - 27 Oct
Duval Inn
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

11. FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
Old Town Key West
10.0 out of 10, Exceptional, (49 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
The price is SAR 822
SAR 1,561 total
includes taxes & fees
15 Nov - 16 Nov
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A green house with a white porch, a flag, and a sign advertising a property for sale.

12. 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 SAR 638
SAR 718 total
includes taxes & fees
28 Oct - 29 Oct
L'Habitation Guest House - Adults Only
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

13. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (24 reviews)
"Perfect location and lovely place!"
United States
michael
The price is SAR 467
SAR 1,138 total
includes taxes & fees
16 Nov - 17 Nov
Banana's Foster Guesthouse
A wooden boardwalk leading to a beach with palm trees and a clear sky.

14. 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, (1,003 reviews)
"If you like an old historical place to stay, this is it. Great location, big rooms, great atmosphere, free parking (bonus)"
United States
chris
The price is SAR 989
SAR 1,113 total
includes taxes & fees
26 Oct - 27 Oct
Amsterdam's Curry Mansion Inn
A living room with two sofas, a coffee table, and a window with blinds.

15. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (172 reviews)
"One of our best vacations ever. Our room was steps from the pool and common areas. I would highly recommend staying here."
United States
Vicki L.
The price is SAR 420
SAR 1,053 total
includes taxes & fees
25 Oct - 26 Oct
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

16. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is SAR 970
SAR 1,344 total
includes taxes & fees
4 Nov - 5 Nov
Duval Gardens - Adults Only
A gated entrance with lush green foliage and a white picket fence.

17. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (570 reviews)
"Location was perfect"
United States
August
The price is SAR 751
SAR 845 total
includes taxes & fees
25 Oct - 26 Oct
Coco Plum Inn
A room with a bed, a ceiling fan, and a window with blinds.

18. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (329 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is SAR 834
SAR 938 total
includes taxes & fees
25 Oct - 26 Oct
The Mermaid & Alligator
A poolside area with a covered seating area, a pool, and lush greenery.

19. NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool

NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool
Old Town Key West
9.8 out of 10, Exceptional, (97 reviews)
"Great room and great location! Will be staying again in the future!"
United States
Greg R.
NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

20. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (30 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
The price is SAR 424
SAR 1,057 total
includes taxes & fees
25 Oct - 26 Oct
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
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 Sugarloaf Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"IMPROVE THE LOBBY. TOO MANY HALLOWEEN DECORATIONS."
Sandra A 4-night trip
Posted 10 hours ago
Havana Cabana at Key West