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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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Cow Key guest houses

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

1. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
$195 nightly
The price is $220
Oct 25 - Oct 26
Total with taxes and fees
The Palms Hotel
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, (1,000 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
$195 nightly
The price is $219
Oct 27 - Oct 28
Total with taxes and fees
The Grand Guesthouse
A tropical outdoor area with palm trees, hanging plants, and string lights.

3. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (566 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
$199 nightly
The price is $224
Oct 27 - Oct 28
Total with taxes and fees
Douglas House - Adults Only
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

4. 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, (1,000 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
$216 nightly
The price is $243
Oct 25 - Oct 26
Total with taxes and fees
The Cabana Inn Key West - Adults Only
Lobby

5. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (65 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
$163 nightly
The price is $183
Oct 25 - Oct 26
Total with taxes and fees
The Independent Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

6. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (71 reviews)
"An excellent location in town for a visit. We were up on third floor great view especially from porch…tough getting up stairs w luggage. Overall a wonderful visit. Beautiful location and just antique enough! Cheers"
United States
donald
$245 nightly
The price is $276
Nov 18 - Nov 19
Total with taxes and fees
Curry House
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

7. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
$219 nightly
The price is $246
Oct 25 - Oct 26
Total with taxes and fees
Duval Gardens - 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, (841 reviews)
"Kind staff. Very helpful and cute property. Room was kinda small but I knew what I was getting into. 100% would stay again"
United States
Ramses
$235 nightly
The price is $265
Oct 25 - Oct 26
Total with taxes and fees
Duval Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

9. 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)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
$142 nightly
The price is $160
Oct 27 - Oct 28
Total with taxes and fees
L'Habitation Guest House - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.

10. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (329 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
$247 nightly
The price is $278
Oct 25 - Oct 26
Total with taxes and fees
The Mermaid & Alligator
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

11. 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, (197 reviews)
"It was a nice weekend getaway. Great location."
United States
The Rogue P.
$256 nightly
The price is $284
Oct 25 - Oct 26
Total with taxes and fees
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A gated entrance with lush green foliage and a white picket fence.

12. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (570 reviews)
"Location was perfect"
United States
August
$167 nightly
The price is $188
Oct 25 - Oct 26
Total with taxes and fees
Coco Plum Inn
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

13. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (25 reviews)
"Perfect location and lovely place!"
United States
michael
$285 nightly
The price is $320
Nov 16 - Nov 17
Total with taxes and fees
Banana's Foster Guesthouse
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

14. FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
Old Town Key West
10.0 out of 10, Exceptional, (49 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$262 nightly
The price is $291
Oct 25 - Oct 26
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A wooden boardwalk leading to a beach with palm trees and a clear sky.

15. 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
$213 nightly
The price is $240
Oct 28 - Oct 29
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A pool area with lounge chairs, a white fence, and tropical plants.

16. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,004 reviews)
"Great place to stay. Always love coming back here."
United States
Cheyenne
$229 nightly
The price is $258
Oct 25 - Oct 26
Total with taxes and fees
Wicker Guesthouse
A white building with green shutters, surrounded by a white picket fence and palm trees.

17. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (678 reviews)
"This place is a great location- right down the street from Duval, although it is about a 20 minute walk to the better bars. Very affordable and parking on location, highly recommend!"
United States
Leah
$145 nightly
The price is $163
Oct 28 - Oct 29
Total with taxes and fees
Kona Kai Oasis
A swimming pool with a blue mosaic wall and a waterfall feature.

18. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (493 reviews)
"Check-in was easy. Property was very dirty, does not look like they clean the floors at all.. water pressure awful. Property definitely needs some updating.."
United States
Kellie
$199 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
Colors on White
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

19. JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!
Old Town Key West
10.0 out of 10, Exceptional, (112 reviews)
"We loved the quiet nature of the property, the easy access to a relaxing pool, and the location being so perfect to be able to walk to virtually everything but still have peace and quiet away from the noise. We'd stay here again in a heartbeat."
United States
Jake
$315 nightly
The price is $349
Oct 25 - Oct 26
Total with taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

20. 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, (30 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
$254 nightly
The price is $282
Oct 25 - Oct 26
Total with taxes and fees
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen 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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Z"
Sierra 3-night trip
Posted 1 hour ago
Havana Cabana at Key West

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
7,034
Accommodation
65 Guest Houses
Lowest Price
$160
Highest Price
$349

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 $160 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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