Search Guest Houses in Sugarloaf Key

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Sugarloaf Key guest houses

Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1001)
"Enjoy the stay"
United States
Kevin
The price is NZ$518
includes taxes & fees
11 Jan - 12 Jan 2026
The Palms Hotel
Outdoor spa tub
NYAH Key West - Adults Only

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, (1001)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
NYAH Key West - Adults Only
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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, (144)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is NZ$631
includes taxes & fees
5 Jan - 6 Jan 2026
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (236)
"Excellent spot, I definitely recommended"
United States
Paul
The price is NZ$696
includes taxes & fees
4 Jan - 5 Jan 2026
Douglas House
Exterior
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Great stay"
United States
Ginger
The Grand Guesthouse
Beach nearby
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!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (78)
"Great location, great pool, exactly as advertised, and clean. I would definitely stay there again."
United States
Preston H.
The price is NZ$852
includes taxes & fees
13 Jan - 14 Jan 2026
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (925)
"A great no hassle stay."
United States
Gary
The price is NZ$489
includes taxes & fees
8 Jan - 9 Jan 2026
L'Habitation Guest House
Fountain
Colors on White

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (386)
"They room was well cleaned each day. A/C unit worked well but did needed it’s filter replaced. We enjoyed our stay and was close to the nightlife! "
United States
Julie
Colors on White
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Heron House Court - Adult Only

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
The price is NZ$350
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House Court - Adult Only
Courtyard
The Cabana Inn Key West - Adults Only

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, (1001)
"Spotless room Excellent, attentive staff"
United States
Peter D.
The Cabana Inn Key West - Adults Only
Poolside bar
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (719)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Sweet Caroline - Two Bedroom Spacious Apartment | Private kitchen
Banana's Foster Guesthouse

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
Banana's Foster Guesthouse
Beach nearby
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (27)
"Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas."
United States
PaulMMurphy
The price is NZ$633
includes taxes & fees
7 Jan - 8 Jan 2026
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Front of property
Amsterdam's Curry Mansion Inn

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 "
United States
Ronald
The price is NZ$644
includes taxes & fees
12 Jan - 13 Jan 2026
Amsterdam's Curry Mansion Inn
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view
Curry House

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (47)
"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
Curry House
Beach nearby
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

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.
The price is NZ$848
includes taxes & fees
6 Jan - 7 Jan 2026
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Porch
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1004)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
Wicker Guesthouse
Exterior
Coco Plum Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (469)
"The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn."
United States
Brent
The price is NZ$606
includes taxes & fees
4 Jan - 5 Jan 2026
Coco Plum Inn
Outdoor pool
The Key West Hotel

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
The price is NZ$726
includes taxes & fees
15 Jan - 16 Jan 2026
The Key West Hotel
Outdoor pool, pool loungers
The Mermaid & Alligator

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (276)
"Great place"
United States
Carol A
The Mermaid & Alligator
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

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We didn't know there was breakfast until this survey! How did we miss it? The pet friendliness was great. Our dog was happy about the grass out front and the availability of ice. She loves ice."
Eric 2-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa

Find out more about Sugarloaf Key

Sugarloaf Key Guest Houses information

Number of reviews
10,784
Accommodation
57 Guest Houses
Lowest Price
NZ$350
Highest Price
NZ$852

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