A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Search Guest Houses in Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

Our top choices for Key West guest houses

Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,007 reviews)
"Very nice place to stay"
United States
Victoria
The price is AED 475
AED 617 total
includes taxes & fees
9 Aug - 10 Aug
The Palms Hotel
Outdoor spa tub

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,009 reviews)
"Nice place to stay!"
United States
michael
The price is AED 393
AED 608 total
includes taxes & fees
12 Jul - 13 Jul
NYAH Key West - Adults Only
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,002 reviews)
"we had a great stay, rented bikes"
United States
Duncan
The price is AED 442
AED 589 total
includes taxes & fees
15 Jul - 16 Jul
The Grand Guesthouse
Food and drink

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,005 reviews)
The price is AED 438
AED 658 total
includes taxes & fees
12 Jul - 13 Jul
The Cabana Inn Key West - Adults Only
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (442 reviews)
"Great stay"
United States
Matthew
The price is AED 428
AED 530 total
includes taxes & fees
20 Jul - 21 Jul
Douglas House - Adults Only
Front of property

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is AED 392
AED 441 total
includes taxes & fees
13 Jul - 14 Jul
L'Habitation Guest House
Front of property

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (809 reviews)
"The outdoor pool was amazing! The breakfast was good. Enjoyable stay."
United States
Daniel
The price is AED 364
AED 595 total
includes taxes & fees
12 Jul - 13 Jul
Duval Inn
Beach nearby, white sand, beach cabanas, sun loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,000 reviews)
The price is AED 516
AED 953 total
includes taxes & fees
22 Jul - 23 Jul
Amsterdam's Curry Mansion Inn
Porch

The Independent Inn - Locally Owned

The Independent Inn - Locally Owned
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,003 reviews)
"Everything was wonderful!!"
United States
Iris
The price is AED 485
AED 670 total
includes taxes & fees
12 Jul - 13 Jul
The Independent Inn - Locally Owned
Property grounds

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good experience. The owners/management company was wonderful! Could walk to everythin, including the ferry that goes to Dry Torgogus, as well as the airport."
United States
Debbie M.
The price is AED 314
AED 903 total
includes taxes & fees
16 Jul - 17 Jul
BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (541 reviews)
"Perfect stay, we will be back!"
United States
Jake
The price is AED 614
AED 691 total
includes taxes & fees
13 Jul - 14 Jul
Coco Plum Inn
Terrace/patio

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (146 reviews)
"Amazing room, would stay again!"
United States
Emily K.
The price is AED 347
AED 947 total
includes taxes & fees
10 Jul - 11 Jul
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (68 reviews)
The price is AED 417
AED 1,068 total
includes taxes & fees
9 Aug - 10 Aug
Curry House
Terrace/patio

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool
Old Town Key West
9.8 out of 10, Exceptional, (36 reviews)
"Great little place with even better price!"
United States
Jason D.
The price is AED 309
AED 890 total
includes taxes & fees
12 Jul - 13 Jul
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool
BBQ/picnic area

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.2 out of 10, Very Good, (20 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
The price is AED 489
AED 1,149 total
includes taxes & fees
13 Jul - 14 Jul
Banana's Foster Guesthouse
A heated pool

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

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (114 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
The price is AED 365
AED 1,110 total
includes taxes & fees
13 Jul - 14 Jul
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
A heated pool

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (90 reviews)
"The location is within walking distance of all the sights in Old Town. Our room was clean and welcoming with a bottle of sparkling wine and treats. Our hosts shared the address of nearby parking with very reasonable rates and the Dwell concierge was also helpful with restaurant and suggestions for activities. We would definitely stay again!"
United States
Ann
The price is AED 421
AED 1,184 total
includes taxes & fees
10 Jul - 11 Jul
NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,012 reviews)
The price is AED 724
AED 814 total
includes taxes & fees
13 Jul - 14 Jul
Wicker Guesthouse
Fountain

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (469 reviews)
"we loved our long weekend at Colors on Main, perfect location to be close to the fun but far enough away for peace and quiet! wonderful pool area and reasonably priced, we'll be back!"
United States
Jamie
The price is AED 625
AED 703 total
includes taxes & fees
26 Jul - 27 Jul
Colors on White
Property entrance

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (637 reviews)
"Great place to stay "
United States
Leonid
The price is AED 702
AED 790 total
includes taxes & fees
16 Jul - 17 Jul
Kona Kai Oasis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Perfect place to stay. We would have had so much fun if we had known about that place last year. We definitely will come back"
Phuong Nga 3-night trip
Posted less than an hour ago
Beachside Resort & Residences