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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Guest Houses in Sugarloaf Key and around

Our top choices for Sugarloaf Key guest houses

The Cabana Inn Key West - Adults Only
Courtyard

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1002)
"Very enjoyable stay"
The Cabana Inn Key West - Adults Only
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1003)
"Great place "
NYAH Key West - Adults Only
Heron House Court - Adult Only
Outdoor pool

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1002)
"The staff were amazing with parking in the road and great breakfast"
The price is €131
includes taxes & fees
25 Aug - 26 Aug
Heron House Court - Adult Only
Bishop Hotel Key West
Room 27C - Economy - Queen Bed

Bishop Hotel Key West

4.0 star property
9.8 out of 10, Exceptional, (222)
"Great stay all the way around. "
Bishop Hotel Key West
Wicker Guesthouse
Porch

Wicker Guesthouse

3.5 star property
8.6 out of 10, Excellent, (1002)
"Friendly check in staff, super clean rooms. "
Wicker Guesthouse
The Palms Hotel
Property grounds

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1000)
"Clean, quiet and close to the action… Will stay ther again "
The price is €125
includes taxes & fees
25 Aug - 26 Aug
The Palms Hotel
Amsterdam's Curry Mansion Inn
Front of property

Amsterdam's Curry Mansion Inn

3.0 star property
8.4 out of 10, Very good, (1003)
"Great place, will be back again!"
The price is €230
includes taxes & fees
25 Aug - 26 Aug
Amsterdam's Curry Mansion Inn
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (156)
"Courteous staff, beautiful property, and located in Old Town Key West "
The price is €134
includes taxes & fees
3 Sept - 4 Sept
Douglas House
Colors on White
Fountain

Colors on White

3.0 star property
8.0 out of 10, Very good, (353)
"It was in a very nice neighborhood, the bed was comfortable, and the room was nice and clean. Our only complaint was parking, a little more room would have been nice but we made it work. We would definitely stay there again"
Colors on White
Kona Kai Oasis
King Suite Pool View

Kona Kai Oasis

3.0 star property
8.2 out of 10, Very good, (549)
"Great short stay! "
Kona Kai Oasis
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (436)
"Great location, nice staff."
The price is €155
includes taxes & fees
3 Sept - 4 Sept
Coco Plum Inn
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (881)
"Every person I met there on staff was super nice and accommodating"
The price is €93
includes taxes & fees
25 Aug - 26 Aug
L'Habitation Guest House
The Key West Hotel
Outdoor pool

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (495)
"Excellent location right in the heart of town super friendly staff and very nice property "
The price is €327
includes taxes & fees
23 Sept - 24 Sept
The Key West Hotel
Duval Inn
Poolside bar

Duval Inn

3.0 star property
8.6 out of 10, Excellent, (700)
"Great location, clean comfortable rooms, great staff"
The price is €202
includes taxes & fees
5 Sept - 6 Sept
Duval Inn
The Mermaid & Alligator
Outdoor pool, pool loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (256)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1002)
"Great place and a great value. Very clean & a comfortable bed."
The Grand Guesthouse
Curry House
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view

Curry House

2.0 star property
7.2 out of 10, Good, (43)
"It was nice. The pool area an the pool its self were not teneded to the entire time i was there"
Curry House
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
TV

Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking

9.6 out of 10, Exceptional, (129)
"We weren't at the VRBO very much but when we were there it was quiet and relaxing."
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
New Orleans House - Gay Men Adult Resort
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool

New Orleans House - Gay Men Adult Resort

2.5 star property
8.6 out of 10, Excellent, (333)
"Great place to stay"
The price is €211
includes taxes & fees
25 Aug - 26 Aug
New Orleans House - Gay Men Adult Resort
Speakeasy Inn – Adults Only
Terrace/patio

Speakeasy Inn – Adults Only

3.0 star property
9.4 out of 10, Exceptional, (575)
"Friendly people who work at Speakeasy Inn, clean rooms, good bed and tasty rum. Great experience, definitely coming back. Wait, the roosters in the early morning are a bit annoying, but that’s nature. "
Speakeasy Inn – Adults Only
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 Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"The staff is friendly and the hotel is very clean "
Trang 3-night trip
Posted 2 days ago
Hyatt Vacation Club at Beach House, Key West