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 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, (1,000 reviews)
"The room was great, with a really nice sized bathroom for DT Key West! Everything was very clean and well kept and the AC was nice and cool! The bed was very comfortable as well."
United States
Alissa
$138 nightly
The price is $155
Sep 24 - Sep 25
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, (834 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
$165 nightly
The price is $185
Oct 1 - Oct 2
Total with taxes and fees
Duval Inn
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, (1,000 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
$166 nightly
The price is $187
Sep 27 - Sep 28
Total with taxes and fees
The Palms Hotel
A white building with green shutters, surrounded by a white picket fence and palm trees.

4. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (662 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
$94 nightly
The price is $106
Sep 27 - Sep 28
Total with taxes and fees
Kona Kai Oasis
A tropical outdoor area with palm trees, hanging plants, and string lights.

5. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (532 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
$129 nightly
The price is $145
Sep 24 - Sep 25
Total with taxes and fees
Douglas House - Adults Only
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, (1,000 reviews)
"Perfect location in the heart of old town. We will definitely stay here again!"
United States
Melissa
$156 nightly
The price is $175
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, (487 reviews)
"Excellent place! Would definitely book again!!"
United States
Brian
$144 nightly
The price is $162
Sep 27 - Sep 28
Total with taxes and fees
Colors on White
A covered porch with white railings, a ceiling fan, and a table with chairs.

8. The Porch on Frances Inn

The Porch on Frances Inn
4.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (144 reviews)
"Nice cozy hotel close to everything"
United States
Marcos
$146 nightly
The price is $161
Sep 29 - Sep 30
Total with taxes and fees
The Porch on Frances Inn
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

9. 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
$172 nightly
The price is $193
Sep 29 - Sep 30
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A swimming pool with a wooden deck and metal handrails, surrounded by lush greenery and potted plants.

10. 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, (1,002 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 24 - Sep 25
Total with taxes and fees
The Independent Inn - Formerly Heron House Court
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, (1,000 reviews)
"Awesome place to stay!"
United States
michael
$169 nightly
The price is $190
Sep 29 - Sep 30
Total with taxes and fees
Wicker Guesthouse
A room with a bed, a ceiling fan, and a window with blinds.

12. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (323 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.

13. 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
$244 nightly
The price is $274
Sep 27 - Sep 28
Total with taxes and fees
Curry House
A gated entrance with lush green foliage and a white picket fence.

14. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (559 reviews)
"Perfect stay, we will be back!"
United States
Jake
$152 nightly
The price is $171
Sep 28 - Sep 29
Total with taxes and fees
Coco Plum Inn
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.
$236 nightly
The price is $263
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. 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, (27 reviews)
$243 nightly
The price is $270
Sep 26 - Sep 27
Total with taxes and fees
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
A poolside area with a covered seating area, a pool, and lush greenery.

17. NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool

NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool
Old Town Key West
9.8 out of 10, Exceptional, (96 reviews)
"Great place, nice room pool was awesome . Relaxing property great location "
United States
Brendan B.
$284 nightly
The price is $315
Sep 24 - Sep 25
Total with taxes and fees
NumberEleven~Charming Adult Only, 1st Lvl, 1 Bedroom, 1 Bath w/Community Pool
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

18. 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
$286 nightly
The price is $322
Sep 24 - Sep 25
Total with taxes and fees
Banana's Foster Guesthouse
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, (121 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveler
$295 nightly
The price is $327
Sep 28 - Sep 29
Total with taxes and fees
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
A pool area with a wooden deck, lounge chairs, and umbrellas.

20. The Key West Hotel

The Key West Hotel
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (562 reviews)
"Great place to stay - highly recommend."
United States
Preston
$385 nightly
The price is $433
Sep 27 - Sep 28
Total with taxes and fees
The Key West Hotel
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

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"
JOHN 4-night trip
Posted less than an hour ago
Southwinds Motel

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
8,610
Accommodation
73 Guest Houses
Lowest Price
$106
Highest Price
$433

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 $106 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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