Search Guest Houses in Sugarloaf Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Featured Guest Houses in Sugarloaf Key

NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1015)
"Great location "
The price is P4,889
P8,080 total
includes taxes & fees
Aug 12 - Aug 13
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, (1010)
"The staff were amazing with parking in the road and great breakfast"
The price is P7,174
P9,993 total
includes taxes & fees
Aug 3 - Aug 4
Heron House Court - Adult Only
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, (1015)
"Very enjoyable stay"
The Cabana Inn Key West - Adults Only
The Palms Hotel
Property grounds

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1007)
"Great staying"
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, (1001)
"Old southern mansion - boarding house - close - charming - definitely Key West!"
The price is P8,568
P15,445 total
includes taxes & fees
Aug 4 - Aug 5
Amsterdam's Curry Mansion Inn
Bishop Hotel Key West
1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Bishop Hotel Key West

4.0 star property
9.8 out of 10, Exceptional, (197)
"Great place nice people would stay again "
Bishop Hotel Key West
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (144)
"Location was perfect. And free parking was a plus."
The price is P7,500
P8,733 total
includes taxes & fees
Aug 10 - Aug 11
Douglas House
Wicker Guesthouse
Porch

Wicker Guesthouse

3.5 star property
8.4 out of 10, Very Good, (1002)
"Friendly check in staff, super clean rooms. "
Wicker Guesthouse
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (428)
"Great stay"
The price is P10,297
P11,584 total
includes taxes & fees
Aug 25 - Aug 26
Coco Plum Inn
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (870)
"beautiful place in the perfect spot!"
The price is P6,126
P6,892 total
includes taxes & fees
Aug 12 - Aug 13
L'Habitation Guest House
Kona Kai Oasis
1 bedroom, iron/ironing board, free WiFi, bed sheets

Kona Kai Oasis

3.0 star property
8.2 out of 10, Very Good, (538)
"Great short stay! "
Kona Kai Oasis
Colors on White
Fountain

Colors on White

3.0 star property
8.0 out of 10, Very Good, (348)
"Great hotel in a lovely town, close to old town "
Colors on White
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Wonderful place ! Would definitely consider coming back "
The Grand Guesthouse
The Mermaid & Alligator
Outdoor pool, sun loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (251)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator
The Key West Hotel
Outdoor pool

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (489)
"We felt like family. From the bar staff, Matthew and Ty, to the propery staff everyone was super friendly and helpful. We stayed in the Boujee suite and it was perfect. The bed was comfortable and the bathroom amenities were top notch, island products. There was live music most nights of our stay which was a plus! The property is right on Duval Street, but it feels so peaceful and quiet. We were welcomed as family with a "welcome home' from the moment we checked in. We will definitely be...
The price is P17,122
P22,417 total
includes taxes & fees
Aug 18 - Aug 19
The Key West Hotel
Duval Inn
Poolside bar

Duval Inn

3.0 star property
8.6 out of 10, Excellent, (698)
"Great location, clean comfortable rooms, great staff"
Duval Inn
New Orleans House - Gay Men Adult Resort
Outdoor pool

New Orleans House - Gay Men Adult Resort

2.5 star property
8.6 out of 10, Excellent, (332)
"Great place to stay"
The price is P12,043
P14,151 total
includes taxes & fees
Aug 3 - Aug 4
New Orleans House - Gay Men Adult Resort
Curry House
Balcony view

Curry House

2.0 star property
7.0 out of 10, Good, (42)
"It was nice. The pool area an the pool its self were not teneded to the entire time i was there"
Curry House
Banana's Foster Guesthouse
Private kitchen

Banana's Foster Guesthouse

2.0 star property
8.4 out of 10, Very Good, (5)
"The hotel is an old building built in the 1800s and it shows the condition of the rooms were not perfect. It was OK for the few days we needed to stay but for the price the chain hotel might be better."
Banana's Foster Guesthouse
Speakeasy Inn – Adults Only
Terrace/patio

Speakeasy Inn – Adults Only

3.0 star property
9.4 out of 10, Exceptional, (574)
"Had a great time, very clean and very friendly helpful staff!"
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sugarloaf Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Beds were very comfortable. Staff were all polite. Great location. Only downfall is parking is expensive."
Louise 4-night trip
Posted 8 hours ago
Pier House Resort & Spa