Search Guest Houses in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Guest Houses in Florida Keys

Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

2.5 star property
Islamorada
9.4 out of 10, Exceptional, (203)
"Clean room, beautiful pool and quiet!"
United States
Robert
Ragged Edge Resort & Marina
Front of property
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, (1007)
"The poolside seating was very nice. It was very comfortable. It was a nice being able to grab extra items if needed beside the washer and dryer. Our room even came with Tide Laundry Detergent and extra pool towels. We would definitely stay here again! It was so convenient to everything on Duval Street. "
United States
Mary
The price is AED 549
AED 989 total
includes taxes & fees
23 Nov - 24 Nov
Amsterdam's Curry Mansion Inn
Property grounds
The Palms Hotel

The Palms Hotel

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Good location, nice grounds and friendly staff."
United States
Scott
The Palms Hotel
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1005)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only
Poolside bar
Duval Inn

Duval Inn

3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (709)
"The pool and breakfast were good."
United States
Winston
Duval Inn
Courtyard
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, (1004)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
The Cabana Inn Key West - Adults Only
Garden
Douglas House

Douglas House

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (207)
"Spotless room, great location and free parking"
United States
Patricia
The price is AED 550
AED 640 total
includes taxes & fees
19 Nov - 20 Nov
Douglas House
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view
Curry House

Curry House

2.0 star property
Old Town Key West
7.2 out of 10, Good, (45)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
The price is AED 346
AED 988 total
includes taxes & fees
19 Nov - 20 Nov
Curry House
Porch
Wicker Guesthouse

Wicker Guesthouse

3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1000)
"the room was perfect the staff was very friendly "
United States
Stacie
Wicker Guesthouse
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, (914)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is AED 547
AED 616 total
includes taxes & fees
30 Nov - 1 Dec
L'Habitation Guest House
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1006)
"The stay was good and made it easier to explore nearby places."
United States
sandhya
The price is AED 357
AED 522 total
includes taxes & fees
19 Nov - 20 Nov
Heron House Court - Adult Only
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (141)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
King Suite Pool View | Iron/ironing board, free WiFi, bed sheets
Kona Kai Oasis

Kona Kai Oasis

3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (580)
"Perfect all around."
United States
Patti
Kona Kai Oasis
Exterior
The Grand Guesthouse

The Grand Guesthouse

2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1002)
"Very nice, quaint, cute and historical. I will stay here again!"
United States
Patricia
The price is AED 469
AED 620 total
includes taxes & fees
20 Nov - 21 Nov
The Grand Guesthouse
Beach nearby
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

Old Town Key West
9.6 out of 10, Exceptional, (19)
"Short walk to Duval street, quiet and very clean and comfortable."
United States
Daniel
The price is AED 356
AED 961 total
includes taxes & fees
19 Nov - 20 Nov
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!
Beach nearby
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, (76)
"We really enjoyed our get-away here. Super cute and clean property, within walking distance of most attractions. Host was very responsive to questions. Great for a couple trip!"
United States
Joy H.
The price is AED 408
AED 1,165 total
includes taxes & fees
25 Nov - 26 Nov
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Outdoor pool
The Key West Hotel

The Key West Hotel

2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (505)
"location was great nice bar party vibe"
United States
Robert Howard
The price is AED 899
AED 1,011 total
includes taxes & fees
3 Dec - 4 Dec
The Key West Hotel
Fountain
Colors on White

Colors on White

3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (373)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Beach nearby
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, (99)
"Super clean beautiful place!! Great location!!"
United States
Doug Y.
The price is AED 411
AED 1,169 total
includes taxes & fees
25 Nov - 26 Nov
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Sweet Caroline - Two Bedroom Spacious Apartment | Private kitchen | Microwave
Banana's Foster Guesthouse

Banana's Foster Guesthouse

2.0 star property
Key West Historic District
8.8 out of 10, Excellent, (6)
"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."
United States
Charles
Banana's Foster 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.
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 Florida Keys Hotel Reviews

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"The staff from the front desk to the grounds keepers were professional and polite. The grounds were so well maintained. We had a great time. Ken & Diane "
kenneth 6-night trip
Posted 2 days ago
Reefhouse Resort & Marina

Explore a world of travel with Expedia