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

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (390 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
United States
Scott
$187 nightly
The price is $210
Jun 9 - Jun 10
Total with taxes and fees
Douglas House - Adults 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, (1,000 reviews)
"Property was very pleasant. Staff friendly and helpful. Nice location to wharf, restaurants, and generally all around relaxing. I would definitely stay here again. "
United States
Dawn
$149 nightly
The price is $167
May 25 - May 26
Total with taxes and fees
Heron House Court - Adult 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, (1,002 reviews)
"Nice place to stay!"
United States
michael
$133 nightly
The price is $150
May 26 - May 27
Total with taxes and fees
NYAH Key West - Adults Only

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (788 reviews)
"Staying a half block off Duval ST WAS A REAL PLUS. "
United States
Terry
$189 nightly
The price is $212
May 26 - May 27
Total with taxes and fees
Duval Inn

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,002 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
$192 nightly
The price is $216
May 27 - May 28
Total with taxes and fees
The Grand Guesthouse

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location for exploring Key West, Staff freindly and welcoming breakfast was more than ample and served daily at pool side bar"
United Kingdom
Eric
$204 nightly
The price is $230
Jun 14 - Jun 15
Total with taxes and fees
The Palms Hotel

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (456 reviews)
"we loved our long weekend at Colors on Main, perfect location to be close to the fun but far enough away for peace and quiet! wonderful pool area and reasonably priced, we'll be back!"
United States
Jamie
$178 nightly
The price is $200
Jun 14 - Jun 15
Total with taxes and fees
Colors on White

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)
"Staff was very friendly Great location"
United States
Carla
$209 nightly
The price is $235
May 27 - May 28
Total with taxes and fees
The Cabana Inn Key West - Adults Only

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (983 reviews)
"Quaint B&B. One block from Duval street so very close to everything. Great breakfast every morning. Staff very friendly and helpful."
United States
Michael
$146 nightly
The price is $164
May 25 - May 26
Total with taxes and fees
L'Habitation Guest House

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, (150 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
$233 nightly
The price is $259
May 26 - May 27
Total with taxes and fees
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (28 reviews)
"Very comfortable. The common kitchen area was very nice."
United States
Kathi W.
$251 nightly
The price is $278
May 25 - May 26
Total with taxes and fees
HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

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

HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Rating Details: The property manager was adequately 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 do not recommend this vacation rental. Reviewer Comments: I like simple, old, authentic, and right in the heart of things. So this place is golden (though I might have been happier with the decor before recent updates, but that's just me. A little coffee table would be nice. There are no...
United States
Teri M.
$246 nightly
The price is $273
May 25 - May 26
Total with taxes and fees
HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (531 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
$255 nightly
The price is $287
Jun 3 - Jun 4
Total with taxes and fees
Coco Plum Inn

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
"Great for Location, breakfast and pool!"
United States
Sheila
$151 nightly
The price is $170
May 26 - May 27
Total with taxes and fees
Wicker Guesthouse

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, (1,001 reviews)
"This is our favorite place to stay! Great location and perfect accommodations for a trip to Key West!"
United States
Patti
$221 nightly
The price is $249
May 26 - May 27
Total with taxes and fees
Amsterdam's Curry Mansion Inn

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (68 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
$262 nightly
The price is $295
Jun 1 - Jun 2
Total with taxes and fees
Curry House

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, (91 reviews)
"Great communication, very clean. Loved the proximity to the pool. Great location-walkable to everything. Would definitely stay here again "
United States
Amanda D.
$286 nightly
The price is $318
May 25 - May 26
Total with taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

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, (110 reviews)
"Property was beautiful & a great location. They tried to think of everything we would need. I had a question & they answered me immediately. It had a nice pool also. I would love to stay here again."
United States
Mark
$287 nightly
The price is $318
May 27 - May 28
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (628 reviews)
"The room was clean and comfortable. "
United States
Martin
$215 nightly
The price is $242
Jun 1 - Jun 2
Total with taxes and fees
Kona Kai Oasis

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very Good, (17 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
$298 nightly
The price is $335
May 31 - Jun 1
Total with taxes and fees
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.
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
11,206
Accommodation
72 Guest Houses
Lowest Price
$150
Highest Price
$335

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 $150 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