Search Guest Houses in Fleming Key

  • 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
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Fleming Key guest houses

Exterior

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (264 reviews)
"Loved the hotel will definitely stay again "
United States
Christina
The price is AED 1,304
AED 1,614 total
includes taxes & fees
28 Jan - 29 Jan
Douglas House
Outdoor spa tub

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, (1,016 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,015 reviews)
"Clean, comfortable rooms. Great staff. Perfect location!"
United States
Victoria
The price is AED 1,233
AED 1,470 total
includes taxes & fees
24 Feb - 25 Feb
The Palms Hotel
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,005 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,007 reviews)
"Loved our stay! Nice clean room in a good location, staff was VERY friendly! "
Canada
Sydney
The price is AED 937
AED 1,191 total
includes taxes & fees
27 Jan - 28 Jan
Heron House Court - Adult Only
Property grounds

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (149 reviews)
"Wonderful stay at Azul. Good location, clean, quiet. The pool was nice place to relax. Would definitely stay here again. "
United States
Jennifer H.
The price is AED 507
AED 1,153 total
includes taxes & fees
26 Jan - 27 Jan
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
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, (934 reviews)
"Great location "
United States
Scott
The price is AED 1,148
AED 1,292 total
includes taxes & fees
26 Jan - 27 Jan
L'Habitation Guest House
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
8.8 out of 10, Excellent, (1,008 reviews)
"Great location near the heart of Duval St. "
United States
Jennifer
The Cabana Inn Key West - Adults Only
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (519 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AED 1,493
AED 1,881 total
includes taxes & fees
26 Jan - 27 Jan
The Key West Hotel
A heated pool

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (80 reviews)
"This unit was in a fantastic location to downtown but far enough to be quiet and secluded. The pool was a great amenity on hot days and the room was clean and bed was comfortable. "
United States
Russ J.
The price is AED 621
AED 1,434 total
includes taxes & fees
26 Jan - 27 Jan
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!
Terrace/patio

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, (20 reviews)
"Complete Beautiful arrangement "
United States
James
The price is AED 562
AED 1,222 total
includes taxes & fees
26 Jan - 27 Jan
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
Front of property

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (730 reviews)
"Great staff and great location! "
United States
Fred
Duval Inn
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, (49 reviews)
"It was not able to open any Window in the room. Even in the bathroom was not possible. The only way to get fresh air to open the entrance door. The air condition was very noisy. It was not possible to switch off or set a higher temperature. I did not find any remote controller. The shower did not worked. After a long day without bath is not comfortable."
United States
Gergely
Curry House
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,006 reviews)
"Awesome place to stay very nice"
United States
Christopher
Wicker Guesthouse
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (476 reviews)
"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 AED 1,319
AED 1,484 total
includes taxes & fees
26 Jan - 27 Jan
Coco Plum Inn
Fountain

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (395 reviews)
"Room was clean and comfortable."
United States
Herbert
Colors on White
BBQ/picnic area

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (8 reviews)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
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
8.4 out of 10, Very Good, (1,005 reviews)
"Location was great ! "
United States
pamela
The price is AED 1,098
AED 1,607 total
includes taxes & fees
25 Jan - 26 Jan
Amsterdam's Curry Mansion Inn
A heated 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 reviews)
"It’s a great location downtown just far enough away from all the noise and commotionWe’re definitely stay here again"
United States
John L.
The price is AED 1,087
AED 2,025 total
includes taxes & fees
2 Feb - 3 Feb
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Audubon Room - Adult Exclusive | Terrace/patio

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (281 reviews)
"Lovely place"
United States
Nikhil
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.
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 Fleming Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"We took advantage of the laundry facilities in the room"
John 2-night trip
Posted 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West