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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 Cow Key guest houses

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, (1017)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH 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!

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 393
AED 995 total
includes taxes & fees
8 Jan - 9 Jan
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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 AED 812
AED 1,679 total
includes taxes & fees
15 Jan - 16 Jan
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
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 AED 782
AED 1,012 total
includes taxes & fees
10 Jan - 11 Jan
Heron House Court - Adult Only
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
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
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 AED 885
AED 1,079 total
includes taxes & fees
8 Jan - 9 Jan
The Palms Hotel
Terrace/patio
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (27)
"Amazing stay"
United States
Harnoor S.
The price is AED 595
AED 1,263 total
includes taxes & fees
14 Jan - 15 Jan
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
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 AED 661
AED 1,487 total
includes taxes & fees
12 Jan - 13 Jan
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Exterior
Coco Plum Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (472)
"The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn."
United States
Brent
The price is AED 1,154
AED 1,298 total
includes taxes & fees
14 Jan - 15 Jan
Coco Plum Inn
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 896
AED 1,008 total
includes taxes & fees
12 Jan - 13 Jan
L'Habitation Guest 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, (516)
"location was great nice bar party vibe"
United States
Robert Howard
The price is AED 1,277
AED 1,639 total
includes taxes & fees
14 Jan - 15 Jan
The Key West Hotel
Exterior
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (244)
"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
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
Audubon Room - Adult Exclusive | Terrace/patio
The Mermaid & Alligator

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (278)
"It is very quaint, clean, has a friendly atmosphere & has a great location. We love going there!"
United States
Bradley
The Mermaid & Alligator
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 AED 1,018
AED 1,517 total
includes taxes & fees
26 Jan - 27 Jan
Amsterdam's Curry Mansion Inn
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
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
Fountain
Colors on White

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (388)
"Very clean and private room."
United States
George
Colors on White
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
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 Cow Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Fun and safe "
Andrew 4-night trip
Posted 21 hours ago
Southernmost Beach Resort and Guesthouses