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

Search Guest Houses in Sugarloaf Key

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Sugarloaf Key guest houses

Room

1. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (67 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
$191 nightly
The price is $215
Oct 31 - Nov 1
Total with taxes and fees
The Independent Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

2. 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
$245 nightly
The price is $276
Nov 18 - Nov 19
Total with taxes and fees
Curry House
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

3. 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
$206 nightly
The price is $232
Nov 1 - Nov 2
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

4. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (573 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
$199 nightly
The price is $224
Nov 3 - Nov 4
Total with taxes and fees
Douglas House - Adults Only
A green house with a white porch, a flag, and a sign advertising a property for sale.

5. 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, (1,003 reviews)
"A beautiful place to stay! The only downside was the mattress being very springy. The room was very clean, well decorated and ac worked great. Overall, a good stay!"
United States
Anthony
$146 nightly
The price is $164
Nov 1 - Nov 2
Total with taxes and fees
L'Habitation Guest House - Adults Only
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, (844 reviews)
"Kind staff. Very helpful and cute property. Room was kinda small but I knew what I was getting into. 100% would stay again"
United States
Ramses
$228 nightly
The price is $257
Oct 31 - Nov 1
Total with taxes and fees
Duval Inn
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

7. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
"great staff, clean place ,"
United States
mark
$202 nightly
The price is $227
Nov 1 - Nov 2
Total with taxes and fees
The Palms Hotel
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

8. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 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
$232 nightly
The price is $261
Nov 15 - Nov 16
Total with taxes and fees
The Grand Guesthouse
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

9. 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)
"Great location!"
United States
carmen
$316 nightly
The price is $355
Nov 22 - Nov 23
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.

10. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay. Always love coming back here."
United States
Cheyenne
$219 nightly
The price is $246
Nov 1 - Nov 2
Total with taxes and fees
Wicker Guesthouse
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

11. 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
$255 nightly
The price is $287
Nov 16 - Nov 17
Total with taxes and fees
Duval Gardens - Adults Only
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

12. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (26 reviews)
"Perfect location and lovely place!"
United States
michael
$282 nightly
The price is $317
Nov 16 - Nov 17
Total with taxes and fees
Banana's Foster Guesthouse
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, (574 reviews)
"Location was perfect"
United States
August
$251 nightly
The price is $283
Nov 1 - Nov 2
Total with taxes and fees
Coco Plum Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

14. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (682 reviews)
"Not bad for the price . Great location!"
United States
Parker
$206 nightly
The price is $232
Nov 29 - Nov 30
Total with taxes and fees
Kona Kai Oasis
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

15. 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
9.8 out of 10, Exceptional, (31 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
$261 nightly
The price is $290
Nov 3 - Nov 4
Total with taxes and fees
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
A swimming pool with a blue mosaic wall and a waterfall feature.

16. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (494 reviews)
"Check-in was easy. Property was very dirty, does not look like they clean the floors at all.. water pressure awful. Property definitely needs some updating.."
United States
Kellie
$249 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Colors on White
A living room with two sofas, a coffee table, and a window with blinds.

17. 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, (173 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.
$262 nightly
The price is $291
Nov 30 - Dec 1
Total with taxes and fees
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
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, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
$323 nightly
The price is $364
Nov 29 - Nov 30
Total with taxes and fees
The Mermaid & Alligator
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

19. KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (103 reviews)
"Adorable accommodations, great hosts & location. We’ll absolutely stay here again! "
United States
Kara W.
$379 nightly
The price is $420
Nov 30 - Dec 1
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A pool area with a wooden deck, lounge chairs, and umbrellas.

20. The Key West Hotel

The Key West Hotel
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (565 reviews)
"Great place to stay - highly recommend."
United States
Preston
$458 nightly
The price is $515
Nov 1 - Nov 2
Total with taxes and fees
The Key West Hotel
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

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"A nice clean and comfortable room. It has a balcony with chairs for watching sunsets. It was a little wierd driving through a lower income area to get to it but worth it. Prices in the restaurant are pretty steep but the food was excellent!! The pistachio encrusted Grouper was devine."
Kelly 1-night trip
Posted less than an hour ago
Hilton Key West Resort & Marina

Find out more about Sugarloaf Key

Sugarloaf Key Guest Houses information

Number of reviews
7,898
Accommodation
64 Guest Houses
Lowest Price
$164
Highest Price
$515

Frequently asked questions

What is the nightly rate for a guest house in Sugarloaf Key?
Rates for Sugarloaf Key guest houses vary, but travelers can find great-value prices from $164 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Sugarloaf Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Sugarloaf Key guest house and a B&B?
A guest house in Sugarloaf Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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