Search Guest Houses in Florida Keys

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
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23 Jan - 25 Jan
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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)
"The room was impeccable. The staff was very friendly and helpful"
United States
Kathryn
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
8.0 out of 10, Very Good, (1014)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Outdoor pool, pool umbrellas, sun loungers
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 AED 790
AED 888 total
includes taxes & fees
7 Jan - 8 Jan
Coconut Bay Resort Key Largo
Poolside bar
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
Exterior
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1003)
"Great stay"
United States
Ginger
The Grand Guesthouse
Beach nearby
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 AED 496
AED 1,122 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 AED 1,040
AED 1,170 total
includes taxes & fees
14 Jan - 15 Jan
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

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 AED 885
AED 1,130 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, (1010)
"Enjoy the stay"
United States
Kevin
The price is AED 873
AED 1,065 total
includes taxes & fees
7 Jan - 8 Jan
The Palms Hotel
Garden
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 AED 927
AED 1,147 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, (514)
"location was great nice bar party vibe"
United States
Robert Howard
The price is AED 903
AED 1,218 total
includes taxes & fees
8 Jan - 9 Jan
The Key West Hotel
Front of property
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, (1006)
"Location was great ! "
United States
pamela
The price is AED 770
AED 1,238 total
includes taxes & fees
11 Jan - 12 Jan
Amsterdam's Curry Mansion Inn
Beach nearby
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 AED 511
AED 1,150 total
includes taxes & fees
7 Jan - 8 Jan
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Courtyard
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, (1010)
"Staff friendly very accommodating very clean room"
United States
Terry
The Cabana Inn Key West - Adults Only
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!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (79)
"Great location, great pool, exactly as advertised, and clean. I would definitely stay there again."
United States
Preston H.
The price is AED 896
AED 1,785 total
includes taxes & fees
15 Jan - 16 Jan
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Beach nearby
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 AED 749
AED 1,597 total
includes taxes & fees
13 Jan - 14 Jan
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

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
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | 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
King Suite Pool View | Iron/ironing board, free WiFi, bed sheets
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
Porch
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1000)
"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.
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Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The resort is a great family friendly atmosphere. The staff was extremely hospitable. The beach is clean and lots of fun activities to do. Only wish we had more time! "
Brittany 1-night trip
Posted 9 hours ago
Chesapeake Beach Resort

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