A sunset over a beach with a wooden pier and a small structure on it.

Search Guest Houses in Cow Key

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

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Cow Key guest houses

A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

1. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (926 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
$194 nightly
The price is $218
Dec 8 - Dec 9
Total with taxes and fees
Duval Gardens - Adults Only
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

2. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,005 reviews)
"Great spot for a visit to Key West, staff was very helpful and well located for a walk down Duval St."
United States
Ryan
$205 nightly
The price is $230
Dec 1 - Dec 2
Total with taxes and fees
The Grand Guesthouse
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

3. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean rooms, Good area, Excellent breakfast, friendly staff at a Good price"
Canada
William
$245 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
The Palms Hotel
A green house with a white porch, a flag, and a sign advertising a property for sale.

4. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"A very cute, cozy and comfortable place to stay especially for old Key West charm. Will definitely stay here again."
United States
Callie
$149 nightly
The price is $168
Nov 17 - Nov 18
Total with taxes and fees
L'Habitation Guest House - Adults Only
Room

5. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (74 reviews)
"Dan and Emma own the property and they go out of their way to give you the best experience you can receive. They are continuously on the property, working trying to maintain and make improvements. Thoroughly enjoyed the stay."
United States
Malcolm
$199 nightly
The price is $224
Nov 22 - Nov 23
Total with taxes and fees
The Independent Inn
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

6. 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, (1,002 reviews)
"Staff was great, hotel was quaint and clean."
United States
Casey
$268 nightly
The price is $302
Nov 16 - Nov 17
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

7. Douglas House - Adults Only

Douglas House - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (596 reviews)
"Clean, nice, and cozy hotel in the middle of the historic center."
United States
Nina
$277 nightly
The price is $312
Nov 17 - Nov 18
Total with taxes and fees
Douglas House - Adults Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

8. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (855 reviews)
"Bed was very comfortable, and the location was a quick walk to anything."
United States
April
$224 nightly
The price is $252
Dec 13 - Dec 14
Total with taxes and fees
Duval Inn
A pool area with lounge chairs, a white fence, and tropical plants.

9. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,005 reviews)
"Nice cute place to stay and a very convenient location to Duval Street"
United States
James
$249 nightly
The price is $280
Dec 15 - Dec 16
Total with taxes and fees
Wicker Guesthouse
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

10. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (26 reviews)
"Perfect location and lovely place!"
United States
michael
$299 nightly
The price is $336
Nov 17 - Nov 18
Total with taxes and fees
Banana's Foster Guesthouse
A wooden boardwalk leading to a beach with palm trees and a clear sky.

11. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,002 reviews)
"Great location!"
United States
carmen
$299 nightly
The price is $337
Nov 18 - Nov 19
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

12. Curry House

Curry House
2.0 star property
Old Town Key West
6.8 out of 10, (75 reviews)
"Very nice, clean and quiet. I think we were the only ones on the property. Bathroom looked recently remodeled, very nice."
United States
MICHAEL
$241 nightly
The price is $271
Nov 17 - Nov 18
Total with taxes and fees
Curry House
A white building with green shutters, surrounded by a white picket fence and palm trees.

13. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (688 reviews)
"Not bad for the price . Great location!"
United States
Parker
$152 nightly
The price is $171
Nov 17 - Nov 18
Total with taxes and fees
Kona Kai Oasis
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

14. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (34 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
$254 nightly
The price is $282
Nov 16 - Nov 17
Total with taxes and fees
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

15. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (583 reviews)
"Fun place, great location, pool was perfect. Breakfast was amazing too."
United States
Thomas
$224 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
Coco Plum Inn
A room with a bed, a ceiling fan, and a window with blinds.

16. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (332 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
$337 nightly
The price is $380
Nov 29 - Nov 30
Total with taxes and fees
The Mermaid & Alligator
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

17. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (198 reviews)
"It was a nice weekend getaway. Great location."
United States
The Rogue P.
$256 nightly
The price is $284
Nov 17 - Nov 18
Total with taxes and fees
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

18. KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (103 reviews)
"Charming and relaxing Inn in a great location near downtown. The location was quiet with a wonderful pool and comfortable rooms. Highly recommend and we will certainly stay here again the next time we are in Key West."
United States
Daniel F.
$315 nightly
The price is $349
Nov 24 - Nov 25
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A swimming pool with a waterfall feature, surrounded by tropical foliage.

19. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (496 reviews)
"xfr"
United States
edward
$239 nightly
The price is $269
Dec 15 - Dec 16
Total with taxes and fees
Colors on White
A poolside area with a covered seating area, a pool, and lush greenery.

20. GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (127 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
$301 nightly
The price is $334
Nov 24 - Nov 25
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never replaced even as they said on 3 days one would be delivered. Not a huge deal although wife said to take off one star on staff."
Herman 4-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
7,779
Accommodation
65 Guest Houses
Lowest Price
$168
Highest Price
$380

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 $168 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.

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