Search Guest Houses in Fleming Key from CA $239

  • 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

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, (1,007 reviews)
"Great location in Key West. Enjoyed having the bikes to rent. Such a comfortable and relaxing place!"
United States
Deidra
The price is CA $237
CA $328 total
includes taxes & fees
May 10 - May 11
The Cabana Inn Key West - Adults Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,010 reviews)
"Had a wonderful stay with friendly and helpful staff!"
United States
James
The price is CA $171
CA $239 total
includes taxes & fees
Apr 27 - Apr 28
Heron House Court - Adult Only

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, (1,009 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
The price is CA $189
CA $274 total
includes taxes & fees
May 10 - May 11
NYAH Key West - Adults Only

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,012 reviews)
"Enjoyed our stay room was clean. Beds were comfortable would stay again if in the area."
United States
Dawn
The price is CA $314
CA $384 total
includes taxes & fees
May 19 - May 20
The Palms Hotel

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (773 reviews)
"Perfect location, beautiful rooms and serene garden/pool area to relax! Rent bikes right there and enjoy Key West! "
United States
Kristin
The price is CA $225
CA $323 total
includes taxes & fees
May 24 - May 25
Duval Inn

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
The price is CA $303
CA $375 total
includes taxes & fees
Apr 26 - Apr 27
The Grand Guesthouse

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (361 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine. Would highly recommend choosing Douglas House for your stay."
United States
Timothy
The price is CA $237
CA $293 total
includes taxes & fees
May 4 - May 5
Douglas House - Adults Only

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (969 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is CA $286
CA $321 total
includes taxes & fees
May 4 - May 5
L'Habitation Guest House

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)
"Perfect central location with parking. Clean room with lovely private porch. "
United States
Karen
The price is CA $308
CA $347 total
includes taxes & fees
May 19 - May 20
Amsterdam's Curry Mansion Inn

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (444 reviews)
"Suite was clean, pool deck was nice and secluded. Off street parking is a huge perk in Key West. "
United States
Philip
The price is CA $286
CA $322 total
includes taxes & fees
May 11 - May 12
Colors on White

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, (156 reviews)
"We enjoyed our stay. It’s slightly away from the action so it’s quiet at late night."
United States
Matthew L.
The price is CA $189
CA $430 total
includes taxes & fees
Apr 28 - Apr 29
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.2 out of 10, Very good, (16 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
The price is CA $187
CA $434 total
includes taxes & fees
May 4 - May 5
Banana's Foster Guesthouse

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (623 reviews)
"Great location, nice specious room"
United States
Val
The price is CA $306
CA $345 total
includes taxes & fees
Apr 26 - Apr 27
Kona Kai Oasis

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy to deal with company and room access. Nice clean room, great location, friendly staff and A/C was always working which is a big plus in the Keys."
United States
Michelle L.
The price is CA $217
CA $465 total
includes taxes & fees
Apr 28 - Apr 29
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

Curry House

Curry House
2.0 star property
Old Town Key West
6.8 out of 10, (64 reviews)
"i"
United States
Brian
The price is CA $135
CA $375 total
includes taxes & fees
May 20 - May 21
Curry House

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
9.8 out of 10, Exceptional, (26 reviews)
"Cozy room, nice pool, wonderful property overall."
United States
Erika D.
The price is CA $264
CA $522 total
includes taxes & fees
Apr 26 - Apr 27
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (519 reviews)
"A/C was great, very clean place, great and helpful staff."
United States
Paul
The price is CA $410
CA $461 total
includes taxes & fees
Apr 26 - Apr 27
Coco Plum Inn

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, (89 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 CA $316
CA $642 total
includes taxes & fees
May 6 - May 7
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango 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, (107 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 CA $244
CA $551 total
includes taxes & fees
May 6 - May 7
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"Friendly staff, great check-in experience, excellent breakfast and fabulous location! "
Canada
Gillian
The price is CA $327
CA $368 total
includes taxes & fees
May 24 - May 25
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fleming Key Hotel Reviews

Find out more about Fleming Key

Fleming Key Guest Houses information

Number of reviews
10,566
Accommodation
72 Guest Houses
Lowest Price
CA $239
Highest Price
CA $642

Explore a world of travel with Expedia