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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Cow Key guest houses

A tropical outdoor area with palm trees, hanging plants, and string lights.

1. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (569 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
$179 nightly
The price is $201
Oct 29 - Oct 30
Total with taxes and fees
Douglas House - Adults Only
Room

2. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (66 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 $182
Oct 28 - Oct 29
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.

3. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,006 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
$216 nightly
The price is $243
Oct 28 - Oct 29
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

4. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 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
$207 nightly
The price is $233
Oct 28 - Oct 29
Total with taxes and fees
The Grand Guesthouse
A green house with a white porch, a flag, and a sign advertising a property for sale.

5. 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, (1,002 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
$156 nightly
The price is $175
Nov 1 - Nov 2
Total with taxes and fees
L'Habitation Guest House - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

6. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,003 reviews)
"great staff, clean place ,"
United States
mark
$195 nightly
The price is $220
Oct 28 - Oct 29
Total with taxes and fees
The Palms Hotel
A white building with green shutters, surrounded by a white picket fence and palm trees.

7. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (682 reviews)
"Not bad for the price . Great location!"
United States
Parker
$127 nightly
The price is $142
Oct 29 - Oct 30
Total with taxes and fees
Kona Kai Oasis
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

8. 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
$244 nightly
The price is $274
Nov 18 - Nov 19
Total with taxes and fees
Curry House
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

9. 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
$280 nightly
The price is $315
Nov 16 - Nov 17
Total with taxes and fees
Banana's Foster Guesthouse
A gated entrance with lush green foliage and a white picket fence.

10. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (574 reviews)
"Location was perfect"
United States
August
$170 nightly
The price is $191
Oct 28 - Oct 29
Total with taxes and fees
Coco Plum Inn
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

11. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (843 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
$171 nightly
The price is $193
Oct 28 - Oct 29
Total with taxes and fees
Duval Inn
A pool area with lounge chairs, a white fence, and tropical plants.

12. 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
$195 nightly
The price is $219
Oct 28 - Oct 29
Total with taxes and fees
Wicker Guesthouse
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

13. 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
$239 nightly
The price is $269
Oct 28 - Oct 29
Total with taxes and fees
Duval Gardens - Adults Only
A wooden boardwalk leading to a beach with palm trees and a clear sky.

14. 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, (1,007 reviews)
"Great location!"
United States
carmen
$212 nightly
The price is $239
Oct 28 - Oct 29
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

15. 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, (50 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$280 nightly
The price is $311
Nov 2 - Nov 3
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

16. 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.
$249 nightly
The price is $276
Oct 28 - Oct 29
Total with taxes and fees
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A room with a bed, a ceiling fan, and a window with blinds.

17. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (331 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
$247 nightly
The price is $278
Oct 28 - Oct 29
Total with taxes and fees
The Mermaid & Alligator
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, (494 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
$204 nightly
The price is $230
Oct 28 - Oct 29
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. 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)
"Adorable accommodations, great hosts & location. We’ll absolutely stay here again! "
United States
Kara W.
$406 nightly
The price is $450
Nov 24 - Nov 25
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 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
9.8 out of 10, Exceptional, (31 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
$270 nightly
The price is $300
Nov 3 - Nov 4
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"We had a great experience. Staff was helpful, pool area was excellent. Breakfast was good as well!"
Kathy 2-night trip
Posted 4 hours ago
Blue Flamingo Resort Key West

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
7,569
Accommodation
65 Guest Houses
Lowest Price
$142
Highest Price
$450

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 $142 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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