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Check prices for these dates

Next weekend
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar
In one month
3 Apr - 5 Apr
In two months
1 May - 3 May

Our top choices for Florida Keys guest houses

Exterior

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (230 reviews)
"Great ocean view!"
United States
Eric
Ragged Edge Resort & Marina
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The price is AED 1,208
AED 1,451 total
includes taxes & fees
12 Mar - 13 Mar
The Grand Guesthouse
Garden

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, (1,007 reviews)
"Nice location and nice Hostel! Would go again. "
United States
Christopher
The price is AED 1,105
AED 1,409 total
includes taxes & fees
8 Mar - 9 Mar
NYAH Key West - Adults Only
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,008 reviews)
"Great staff, clean and comfortable atmosphere."
United States
Jennifer
The price is AED 1,199
AED 1,432 total
includes taxes & fees
2 Apr - 3 Apr
The Palms Hotel
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is AED 967
AED 1,225 total
includes taxes & fees
12 Mar - 13 Mar
Heron House Court - Adult Only
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, (946 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
Food and drink

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, (1,011 reviews)
"Great Location and Very Friendly Staff! Would come back here again!"
United States
Milos
The Cabana Inn Key West - Adults Only
TV

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, (149 reviews)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is AED 779
AED 1,496 total
includes taxes & fees
8 Mar - 9 Mar
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Property grounds

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (412 reviews)
"Beautiful pool with a waterfall. Rooms had everything we needed. "
United States
Chadwick
Colors on White
BBQ/picnic area

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
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,006 reviews)
"Clean room, very helpful front desk staff, great location. "
United States
Beth
Wicker Guesthouse
Front of property

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
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!
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 805
AED 1,667 total
includes taxes & fees
8 Mar - 9 Mar
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Exterior

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (304 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AED 869
AED 1,075 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (534 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AED 1,586
AED 1,986 total
includes taxes & fees
8 Mar - 9 Mar
The Key West Hotel
Beach nearby, white sand, beach cabanas, sun loungers

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, (1,007 reviews)
"Location was great ! "
United States
pamela
The price is AED 1,272
AED 1,803 total
includes taxes & fees
12 Mar - 13 Mar
Amsterdam's Curry Mansion Inn
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!
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 1,090
AED 2,029 total
includes taxes & fees
9 Mar - 10 Mar
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Terrace/patio

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)
"The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location. "
United States
Donna H.
The price is AED 874
AED 1,618 total
includes taxes & fees
8 Mar - 9 Mar
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
Property grounds

Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.6 out of 10, Exceptional, (199 reviews)
"beautiful place."
United States
Karl
The price is AED 1,671
AED 1,880 total
includes taxes & fees
6 Mar - 7 Mar
Coconut Bay Resort Key Largo
Property grounds

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Room is excellent, the complimentary frick awesome but they need to improve the water pressure in the shower and I'd give them 5 stars."
United States
Chris
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
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
"Couldn't say enough good things about this place! Right on the water! Super clean facility - seemed new! Ready for the differentiator? The breakfast team! MADE TO ORDER OMELET OR EGGS! So awesome!! Salt Water and Fresh Water Pools! Hot tub! Yup, we will be back! March '26"
Colby 3-night trip
Posted 6 hours ago
Chesapeake Beach Resort

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