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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Fleming Key guest houses

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (306 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AED 1,304
AED 1,614 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House

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, (1,008 reviews)
"Nice location and nice Hostel! Would go again. "
United States
Christopher
The price is AED 891
AED 1,167 total
includes taxes & fees
8 Mar - 9 Mar
NYAH Key West - Adults Only

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 price is AED 1,225
AED 1,470 total
includes taxes & fees
16 Mar - 17 Mar
The Grand Guesthouse

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is AED 967
AED 1,225 total
includes taxes & fees
9 Mar - 10 Mar
Heron House Court - Adult Only

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (413 reviews)
"Beautiful pool with a waterfall. Rooms had everything we needed. "
United States
Chadwick
Colors on White

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (947 reviews)
"Great location "
United States
Scott
The price is AED 1,098
AED 1,236 total
includes taxes & fees
5 Apr - 6 Apr
L'Habitation Guest House

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,011 reviews)
"Great staff, clean and comfortable atmosphere."
United States
Jennifer
The price is AED 1,094
AED 1,314 total
includes taxes & fees
6 Apr - 7 Apr
The Palms Hotel

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, (1,015 reviews)
"Great Location and Very Friendly Staff! Would come back here again!"
United States
Milos
The Cabana Inn Key West - Adults Only

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (140 reviews)
"Quaint and quiet, clean and lovely place. Would recommend a key code lock for guests only on front door and gates for security but we had no issues. Pool heated, amenities provided as described. "
United States
Michelle
The price is AED 794
AED 1,517 total
includes taxes & fees
8 Mar - 9 Mar
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (535 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AED 1,594
AED 1,995 total
includes taxes & fees
8 Mar - 9 Mar
The Key West Hotel

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (751 reviews)
"Great little place, just off of Duval St. This was a perfect place as all of old town was walkable. Staff was nice and accomidating, breakfast was ok."
United States
Robert
Duval Inn

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, (1,011 reviews)
"Location was great ! "
United States
pamela
The price is AED 1,244
AED 1,772 total
includes taxes & fees
8 Mar - 9 Mar
Amsterdam's Curry Mansion Inn

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, (105 reviews)
"Very quaint room and the location was perfect which allowed us to walk anywhere we wanted to venture. "
United States
Donald R.
The price is AED 1,197
AED 2,168 total
includes taxes & fees
5 Apr - 6 Apr
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

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, (84 reviews)
"The Scarlet Mango Inn is kept immaculate. The staff is very customer driven. It is in a great location. Highly recommend. "
United States
Greg D.
The price is AED 1,100
AED 2,044 total
includes taxes & fees
12 Mar - 13 Mar
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

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

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (31 reviews)
"Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!"
United States
Pat M.
The price is AED 1,047
AED 1,834 total
includes taxes & fees
7 Apr - 8 Apr
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.2 out of 10, Very Good, (14 reviews)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (493 reviews)
"Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. "
United States
Arturo
The price is AED 1,392
AED 1,566 total
includes taxes & fees
25 Mar - 26 Mar
Coco Plum Inn

Curry House

Curry House
2.0 star property
Old Town Key West
6.8 out of 10, (58 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

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (288 reviews)
"Clean great staff wonderful breakfast"
United States
Kat
The Mermaid & Alligator

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,008 reviews)
"Clean room, very helpful front desk staff, great location. "
United States
Beth
Wicker Guesthouse
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Fleming Key Hotel Reviews