Search Guest Houses in Cow Key

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Cow Key guest houses

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
"Loved this place really recommend it "
United States
Danielle
$159 nightly
The price is $179
May 7 - May 8
Total with taxes and fees
Heron House Court - Adult Only

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (369 reviews)
"Wonderful location and very clean with amazing staff. "
United States
Sherry
$227 nightly
The price is $255
May 5 - May 6
Total with taxes and fees
Douglas House - Adults Only

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (777 reviews)
"Great stay. Excellent location for Duval Street bars and restaurants. Very key west vibe. Love the tropical garden pool where we ate breakfast both days. "
United States
Anne E
$209 nightly
The price is $235
May 28 - May 29
Total with taxes and fees
Duval Inn

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, (1,001 reviews)
"Breakfast was good"
United States
David
$211 nightly
The price is $237
May 27 - May 28
Total with taxes and fees
The Cabana Inn Key West - Adults Only

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (448 reviews)
"Our stay was wonderful. We have a toddler and an infant and having a kitchenette in our room was a huge help! We love the location, the swimming pool felt like a private oasis, and parking was never an issue. We walked to Duval constantly and felt the walk was easy and safe through the historic district. We will definitely be back!"
United States
Alexa
$195 nightly
The price is $219
May 25 - May 26
Total with taxes and fees
Colors on White

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, (1,003 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
$203 nightly
The price is $228
Jun 1 - Jun 2
Total with taxes and fees
NYAH Key West - Adults Only

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,005 reviews)
"Loved this place, was super cute and comfortable! Would definitely stay again!"
Canada
Breanna
$198 nightly
The price is $222
Jun 2 - Jun 3
Total with taxes and fees
The Palms Hotel

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (147 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
$255 nightly
The price is $283
May 4 - May 5
Total with taxes and fees
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (977 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
$189 nightly
The price is $213
May 4 - May 5
Total with taxes and fees
L'Habitation Guest House

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
$248 nightly
The price is $278
May 4 - May 5
Total with taxes and fees
The Grand Guesthouse

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good experience. The owners/management company was wonderful! Could walk to everythin, including the ferry that goes to Dry Torgogus, as well as the airport."
United States
Debbie M.
$275 nightly
The price is $306
May 12 - May 13
Total with taxes and fees
BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

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, (1,002 reviews)
"The location was great. The bed was comfortable."
United States
Frances
$226 nightly
The price is $254
May 19 - May 20
Total with taxes and fees
Amsterdam's Curry Mansion Inn

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.2 out of 10, Very Good, (16 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
$269 nightly
The price is $303
May 4 - May 5
Total with taxes and fees
Banana's Foster Guesthouse

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (521 reviews)
"Great location, pleasant staff & cute pool. "
United States
julie
$260 nightly
The price is $293
Jun 2 - Jun 3
Total with taxes and fees
Coco Plum Inn

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, (36 reviews)
"Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!"
United States
Pat M.
$273 nightly
The price is $303
May 12 - May 13
Total with taxes and fees
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared 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, (107 reviews)
"Great value, clean, comfy, and walkable."
United States
Rick F.
$293 nightly
The price is $325
May 6 - May 7
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared 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, (90 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely pool"
United States
Paul B.
$373 nightly
The price is $414
May 12 - May 13
Total with taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

Curry House

Curry House
2.0 star property
Old Town Key West
6.8 out of 10, (65 reviews)
"This was the perfect place to stay on our girls' week-end to Key West! It was easily walkable, and the bed was extremely comfortable.The Kuerig coffee pot and distilled water were also nice amenities!"
United States
Wendy
$242 nightly
The price is $272
May 20 - May 21
Total with taxes and fees
Curry House

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"We had a lovely visit, the room was clean, the staff were friendly and the location is perfectly situated to be able to walk around easily."
United States
Waide
$229 nightly
The price is $257
Jun 2 - Jun 3
Total with taxes and fees
Wicker Guesthouse

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (626 reviews)
"The room was clean and comfortable. "
United States
Martin
$215 nightly
The price is $242
May 31 - Jun 1
Total with taxes and fees
Kona Kai Oasis
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cow Key Hotel Reviews

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
11,197
Accommodation
72 Guest Houses
Lowest Price
$179
Highest Price
$414

Frequently asked questions

What is the nightly rate for a guest house in Cow Key?
Rates for Cow Key guest houses vary, but travelers can find great-value prices from $179 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Cow Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Cow Key guest house and a B&B?
A guest house in Cow Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia