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
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 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 S$260
includes taxes & fees
27 Oct - 28 Oct
The Grand Guesthouse
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)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is S$254
includes taxes & fees
27 Oct - 28 Oct
The Palms Hotel
A tropical outdoor area with palm trees, hanging plants, and string lights.

3. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (557 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is S$250
includes taxes & fees
19 Oct - 20 Oct
Douglas House - Adults Only
Lobby

4. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (62 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 S$211
includes taxes & fees
18 Oct - 19 Oct
The Independent Inn - Formerly Heron House Court
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

5. 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, (1,000 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is S$291
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.

6. 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 S$388
includes taxes & fees
16 Nov - 17 Nov
Curry House
A gated entrance with lush green foliage and a white picket fence.

7. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (566 reviews)
"Great stay! Great location"
United States
Riley
The price is S$289
includes taxes & fees
18 Oct - 19 Oct
Coco Plum Inn
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, (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 S$368
includes taxes & fees
27 Oct - 28 Oct
Duval Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

9. 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, (1,001 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 S$246
includes taxes & fees
28 Oct - 29 Oct
L'Habitation Guest House - Adults Only
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, (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 S$297
includes taxes & fees
18 Oct - 19 Oct
Colors on White
A pool area with lounge chairs, a white fence, and tropical plants.

11. 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 S$350
includes taxes & fees
25 Oct - 26 Oct
Wicker Guesthouse
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, (328 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is S$342
includes taxes & fees
25 Oct - 26 Oct
The Mermaid & Alligator
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

13. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
The price is S$369
includes taxes & fees
29 Oct - 30 Oct
Duval Gardens - Adults Only
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, (1,001 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 S$355
includes taxes & fees
28 Oct - 29 Oct
Amsterdam's Curry Mansion Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

15. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (673 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 S$311
includes taxes & fees
26 Oct - 27 Oct
Kona Kai Oasis
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 S$405
includes taxes & fees
16 Nov - 17 Nov
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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Top Sugarloaf Key Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We enjoyed the King Suite. Especially the modern updated ensuite. The pool and hot tub were fantastic in a unique private setting with ample palm trees and greenery."
Camiel 3-night trip
Posted 2 hours ago
The Southernmost Inn - Adults Only

Find out more about Sugarloaf Key

Sugarloaf Key Guest Houses information

Number of reviews
7,570
Accommodation
26 Guest Houses
Lowest Price
S$211
Highest Price
S$405

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