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 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (550 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
$169 nightly
The price is $190
Oct 8 - Oct 9
Total with taxes and fees
Douglas House - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

2. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,008 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
$172 nightly
The price is $193
Oct 12 - Oct 13
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.

3. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
$179 nightly
The price is $201
Oct 8 - Oct 9
Total with taxes and fees
The Grand Guesthouse
A wooden boardwalk leading to a beach with palm trees and a clear sky.

4. 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, (1,003 reviews)
"Great location. Great hotel."
United States
Tiffany N
$142 nightly
The price is $160
Oct 8 - Oct 9
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

5. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (836 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
$171 nightly
The price is $193
Oct 8 - Oct 9
Total with taxes and fees
Duval 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
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
$226 nightly
The price is $254
Oct 12 - Oct 13
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A green house with a white porch, a flag, and a sign advertising a property for sale.

7. 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
$175 nightly
The price is $197
Oct 27 - Oct 28
Total with taxes and fees
L'Habitation Guest House - Adults Only
Room

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, (1,003 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
$203 nightly
The price is $224
Oct 8 - Oct 9
Total with taxes and fees
The Independent Inn - Formerly Heron House Court
A gated entrance with lush green foliage and a white picket fence.

9. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (564 reviews)
"Great stay! Great location"
United States
Riley
$161 nightly
The price is $181
Oct 12 - Oct 13
Total with taxes and fees
Coco Plum Inn
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

10. 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
$238 nightly
The price is $267
Oct 8 - Oct 9
Total with taxes and fees
Curry House
A pool area with lounge chairs, a white fence, and tropical plants.

11. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Awesome place to stay!"
United States
michael
$186 nightly
The price is $209
Oct 12 - Oct 13
Total with taxes and fees
Wicker Guesthouse
A swimming pool with a blue mosaic wall and a waterfall feature.

12. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (489 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
$152 nightly
The price is $171
Oct 8 - Oct 9
Total with taxes and fees
Colors on White
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, (669 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
$168 nightly
The price is $189
Oct 8 - Oct 9
Total with taxes and fees
Kona Kai Oasis
A room with a bed, a ceiling fan, and a window with blinds.

14. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (328 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
$266 nightly
The price is $299
Oct 8 - Oct 9
Total with taxes and fees
The Mermaid & Alligator
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, (47 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$256 nightly
The price is $284
Oct 11 - Oct 12
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.

16. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (23 reviews)
"Perfect location and lovely place!"
United States
michael
$266 nightly
The price is $300
Oct 8 - Oct 9
Total with taxes and fees
Banana's Foster Guesthouse
A living room with two sofas, a coffee table, and a window with blinds.

17. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (172 reviews)
"Our stay was perfect. Host outstanding. Very clean and maintained daily. Kitchen used at breakfast and supper. Do need stone cab crackers and pickers. Fresh fruit was wonderful.Pool just right. Will be back!"
United States
Ron C.
$233 nightly
The price is $259
Oct 8 - Oct 9
Total with taxes and fees
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
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, (101 reviews)
"Adorable accommodations, great hosts & location. We’ll absolutely stay here again! "
United States
Kara W.
$315 nightly
The price is $349
Oct 11 - Oct 12
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!
A poolside area with a covered seating area, a pool, and lush greenery.

19. 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, (122 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
$284 nightly
The price is $315
Oct 8 - Oct 9
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen 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)
"Cute, clean, and great amenities"
United States
Cindy D.
$245 nightly
The price is $272
Oct 11 - Oct 12
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"The only thing that I didn’t like was the bar staff"
Richard 1-night trip
Posted 12 hours ago
Havana Cabana at Key West

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
8,691
Accommodation
73 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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