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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Cow Key guest houses

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

1. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
$138 nightly
The price is $155
Sep 30 - Oct 1
Total with taxes and fees
The Grand Guesthouse
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

2. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (835 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
$144 nightly
The price is $162
Oct 1 - Oct 2
Total with taxes and fees
Duval Inn
A white building with green shutters, surrounded by a white picket fence and palm trees.

3. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (666 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
$121 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Kona Kai Oasis
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

4. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,003 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
$169 nightly
The price is $190
Sep 29 - Sep 30
Total with taxes and fees
The Palms Hotel
A pool area with lounge chairs, a white fence, and tropical plants.

5. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
"Awesome place to stay!"
United States
michael
$144 nightly
The price is $162
Sep 29 - Sep 30
Total with taxes and fees
Wicker Guesthouse
A wooden boardwalk leading to a beach with palm trees and a clear sky.

6. 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, (1,007 reviews)
"Great location. Great hotel."
United States
Tiffany N
$125 nightly
The price is $141
Sep 28 - Sep 29
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A swimming pool with a blue mosaic wall and a waterfall feature.

7. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (488 reviews)
"The property is very attractive and well maintained. It is a very good value for the reasonable price. Free adjacent parking is a great convenience and money saver. Although there is no staff on the property since there is only 5 units, the staff is at a nearby property and very helpful. Easy walking to restaurants and stores. We had a very favorable stay and will book again."
United States
Harvey
$144 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
Colors on White

8. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,005 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
$148 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
The Independent Inn - Formerly Heron House Court
A tropical outdoor area with palm trees, hanging plants, and string lights.

9. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (540 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
$99 nightly
The price is $111
Sep 28 - Sep 29
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.

10. 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, (1,007 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
$189 nightly
The price is $213
Sep 28 - Sep 29
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A covered porch with white railings, a ceiling fan, and a table with chairs.

11. The Porch on Frances Inn

The Porch on Frances Inn
4.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (145 reviews)
"Nice cozy hotel close to everything"
United States
Marcos
$155 nightly
The price is $171
Sep 28 - Sep 29
Total with taxes and fees
The Porch on Frances Inn
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, (561 reviews)
"Great stay! Great location"
United States
Riley
$152 nightly
The price is $171
Sep 29 - Sep 30
Total with taxes and fees
Coco Plum Inn
A room with a bed, a ceiling fan, and a window with blinds.

13. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (326 reviews)
"The property was at a great location, safe, very clean, and helpful staff. The breakfast was wonderful, charming outdoor seating."
United States
Brian
$204 nightly
The price is $230
Sep 28 - Sep 29
Total with taxes and fees
The Mermaid & Alligator
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

14. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (70 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
$233 nightly
The price is $262
Sep 28 - Sep 29
Total with taxes and fees
Curry House
A covered outdoor deck with wicker furniture and a white railing.

15. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (163 reviews)
"Great location between the airport, Duval St and the charters. Would definitely recommend staying here for a short stay, a little smaller room than we usually book through VRBO but the property is very nice with onsite parking and lots of things to do within walking distance."
United States
Brandon I.
$238 nightly
The price is $265
Sep 30 - Oct 1
Total with taxes and fees
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

16. 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, (46 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$238 nightly
The price is $265
Sep 28 - Sep 29
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

17. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (22 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
$282 nightly
The price is $317
Sep 28 - Sep 29
Total with taxes and fees
Banana's Foster Guesthouse
A poolside area with a covered seating area, a pool, and lush greenery.

18. 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, (121 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
$278 nightly
The price is $310
Sep 28 - Sep 29
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
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, (108 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
$294 nightly
The price is $328
Oct 6 - Oct 7
Total with taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!
A covered outdoor area with wicker furniture and a pool.

20. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (172 reviews)
"Great place to be! Perfect spot for a getaway. We will be staying here every time we come."
United States
Jake H.
$238 nightly
The price is $265
Sep 28 - Sep 29
Total with taxes and fees
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 1 hour ago
The Perry Hotel & Marina Key West

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
4,875
Accommodation
73 Guest Houses
Lowest Price
$111
Highest Price
$328

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 $111 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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