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
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Florida Keys guest houses

Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (214)
"Great staff, beautiful property."
United States
C Colin
Ragged Edge Resort & Marina
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
7.8 out of 10, Good, (1015)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Property grounds
Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.6 out of 10, Exceptional, (192)
"So beautiful and relaxing. Would highly recommend "
United States
Susan
The price is HK$1,908
HK$2,146 total
includes taxes & fees
8 Jan - 9 Jan
Coconut Bay Resort Key Largo
Front of property
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (724)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Courtyard
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
The Grand Guesthouse
TV
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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, (144)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is HK$833
HK$2,110 total
includes taxes & fees
8 Jan - 9 Jan
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (927)
"Great location "
United States
Scott
The price is HK$1,900
HK$2,137 total
includes taxes & fees
12 Jan - 13 Jan
L'Habitation Guest House
Porch
Heron House Court - Adult 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, (1016)
"Clean room, amazing staff!"
United States
Ron
The price is HK$1,658
HK$2,145 total
includes taxes & fees
10 Jan - 11 Jan
Heron House Court - Adult Only
Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1011)
"Enjoy the stay"
United States
Kevin
The price is HK$1,983
HK$2,407 total
includes taxes & fees
8 Jan - 9 Jan
The Palms Hotel
Exterior
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (243)
"Great location and the room was clean. The bed was also very comfortable. I would stay there again. "
United States
Diana
The price is HK$1,965
HK$2,431 total
includes taxes & fees
11 Jan - 12 Jan
Douglas House
Outdoor pool
The Key West Hotel

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (515)
"location was great nice bar party vibe"
United States
Robert Howard
The price is HK$2,682
HK$3,445 total
includes taxes & fees
14 Jan - 15 Jan
The Key West Hotel
Beach nearby, white sand, beach cabanas, sun-loungers
Amsterdam's Curry Mansion Inn

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, (1000)
"Location was great ! "
United States
pamela
The price is HK$1,759
HK$2,767 total
includes taxes & fees
13 Jan - 14 Jan
Amsterdam's Curry Mansion Inn
Terrace/patio
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

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

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (27)
"Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas."
United States
PaulMMurphy
The price is HK$1,401
HK$2,858 total
includes taxes & fees
14 Jan - 15 Jan
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Food and drink
The Cabana Inn Key West - Adults Only

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, (1011)
"Staff friendly very accommodating very clean room"
United States
Terry
The Cabana Inn Key West - Adults Only
A heated 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!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (80)
"Great location, great pool, exactly as advertised, and clean. I would definitely stay there again."
United States
Preston H.
The price is HK$1,900
HK$3,783 total
includes taxes & fees
15 Jan - 16 Jan
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango 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!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (104)
"Perfect spot to relax away from crowds. Pool was lovely."
United States
Mychelle J.
The price is HK$1,588
HK$3,386 total
includes taxes & fees
13 Jan - 14 Jan
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
BBQ/picnic Area
Banana's Foster Guesthouse

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (8)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
Balcony view
Curry House

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (47)
"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
Curry House
Property entrance
Kona Kai Oasis

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (600)
"Great location, nice specious room"
United States
Val
Kona Kai Oasis
Interior entrance
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1001)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
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.
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

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Didnt have breakfast"
Pamela 3-night trip
Posted 2 days ago
Playa Largo Resort & Spa, Autograph Collection

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
10,708
Accommodation
2 Guest Houses
Lowest Price
HK$2,110
Highest Price
HK$3,783

Explore a world of travel with Expedia