Search Guest Houses in Sugarloaf Key

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Our top choices for Sugarloaf Key guest houses

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1003)
"The location is unbeatable. Room was clean and tidy and the amenities are great."
United States
Jerad
$163 nightly
The price is $184
Dec 22 - Dec 23
Total with taxes and fees
NYAH Key West - Adults Only

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1002)
"Great place to stay for a couple days. Clean and a great staff. "
United States
Gary
$301 nightly
The price is $339
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Palms Hotel

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (718)
"Property was clean and perfect location."
United States
Tracy
$223 nightly
The price is $251
Dec 23 - Dec 24
Total with taxes and fees
Duval Inn

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
$237 nightly
The price is $263
Dec 22 - Dec 23
Total with taxes and fees
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (924)
"A great no hassle stay."
United States
Gary
$175 nightly
The price is $197
Dec 23 - Dec 24
Total with taxes and fees
L'Habitation Guest House

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
$206 nightly
The price is $231
Dec 22 - Dec 23
Total with taxes and fees
The Grand Guesthouse

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (229)
"We were very pleased with everything and great location."
United States
Lynn
$270 nightly
The price is $304
Dec 23 - Dec 24
Total with taxes and fees
Douglas House

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1001)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
$282 nightly
The price is $317
Dec 24 - Dec 25
Total with taxes and fees
Heron House Court - Adult Only

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (77)
"Great location, great pool, exactly as advertised, and clean. I would definitely stay there again."
United States
Preston H.
$305 nightly
The price is $338
Dec 22 - Dec 23
Total with taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

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, (1003)
"Spotless room Excellent, attentive staff"
United States
Peter D.
$276 nightly
The price is $311
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Cabana Inn Key West - Adults Only

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
$334 nightly
The price is $376
Dec 23 - Dec 24
Total with taxes and fees
Banana's Foster Guesthouse

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (104)
"Perfect spot to relax away from crowds. Pool was lovely."
United States
Mychelle J.
$293 nightly
The price is $325
Dec 22 - Dec 23
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
Old Town Key West
9.6 out of 10, Exceptional, (16)
"Super property with little pool and quiet neighborhood. Very Key Westy."
United States
Gloria B.
$238 nightly
The price is $264
Dec 22 - Dec 23
Total with taxes and fees
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (275)
"Great place"
United States
Carol A
$428 nightly
The price is $481
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Mermaid & Alligator

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (383)
"Very nice place to be at. Close walking and biking distance "
United States
brad
$299 nightly
The price is $336
Dec 23 - Dec 24
Total with taxes and fees
Colors on White

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.4 out of 10, Very Good, (1001)
"Great location, beautiful experience."
United States
Ingrid
$348 nightly
The price is $392
Dec 22 - Dec 23
Total with taxes and fees
Amsterdam's Curry Mansion Inn

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1008)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
$259 nightly
The price is $291
Dec 23 - Dec 24
Total with taxes and fees
Wicker Guesthouse

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (514)
"location was great nice bar party vibe"
United States
Robert Howard
$388 nightly
The price is $430
Dec 22 - Dec 23
Total with taxes and fees
The Key West Hotel

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (595)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
$341 nightly
The price is $384
Jan 6 - Jan 7, 2026
Total with taxes and fees
Kona Kai Oasis

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (46)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
$359 nightly
The price is $404
Jan 6 - Jan 7, 2026
Total with taxes and fees
Curry House
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

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Sugarloaf Key Guest Houses information

Number of reviews
10,890
Accommodation
57 Guest Houses
Lowest Price
$164
Highest Price
$481

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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