A sunset over a beach with a wooden pier and a small structure on it.

Search Guest Houses in Cow Key

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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, (1,004 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 30 - Oct 1
Total with taxes and fees
The Grand Guesthouse
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, (1,006 reviews)
"Great little spot, me and my wife always stay here when we visit Key West"
United States
Zachary
$177 nightly
The price is $199
Oct 1 - Oct 2
Total with taxes and fees
The Palms Hotel
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

3. 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
$155 nightly
The price is $175
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.

4. 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
$142 nightly
The price is $159
Sep 30 - Oct 1
Total with taxes and fees
Kona Kai Oasis
A wooden boardwalk leading to a beach with palm trees and a clear sky.

5. 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
$217 nightly
The price is $244
Sep 30 - Oct 1
Total with taxes and fees
Amsterdam's Curry Mansion Inn
A swimming pool with a blue mosaic wall and a waterfall feature.

6. 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 30 - Oct 1
Total with taxes and fees
Colors on White
Room

7. 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
$163 nightly
The price is $179
Sep 30 - Oct 1
Total with taxes and fees
The Independent Inn - Formerly Heron House Court
A pool area with lounge chairs, a white fence, and tropical plants.

8. 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
$152 nightly
The price is $171
Sep 30 - Oct 1
Total with taxes and fees
Wicker Guesthouse
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, (1,009 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
$178 nightly
The price is $200
Sep 30 - Oct 1
Total with taxes and fees
The Cabana Inn Key West - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

10. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (542 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
$169 nightly
The price is $190
Sep 30 - Oct 1
Total with taxes and fees
Douglas House - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.

11. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (326 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
$204 nightly
The price is $230
Sep 30 - Oct 1
Total with taxes and fees
The Mermaid & Alligator
A covered porch with white railings, a ceiling fan, and a table with chairs.

12. 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
$180 nightly
The price is $199
Sep 30 - Oct 1
Total with taxes and fees
The Porch on Frances Inn
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
$230 nightly
The price is $259
Oct 5 - Oct 6
Total with taxes and fees
Curry House
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, (46 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
$249 nightly
The price is $276
Sep 30 - Oct 1
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
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)
"The place was amazing, clean room, gorgeous pool and amazing staff"
United States
Darcie B.
$250 nightly
The price is $277
Sep 30 - Oct 1
Total with taxes and fees
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A gated entrance with lush green foliage and a white picket fence.

16. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (562 reviews)
"Great stay! Great location"
United States
Riley
$161 nightly
The price is $181
Sep 30 - Oct 1
Total with taxes and fees
Coco Plum Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

17. 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
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, (23 reviews)
"Perfect location and lovely place!"
United States
michael
$267 nightly
The price is $300
Oct 8 - Oct 9
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 30 - Oct 1
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.

20. 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.
$306 nightly
The price is $340
Sep 30 - Oct 1
Total with taxes and fees
KEITT ~ Adult Only, 2nd Floor 1 Bedroom 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cow Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Todo ok"
Raul 4-night trip
Posted 1 hour ago
Hampton Inn Key West FL

Find out more about Cow Key

Cow Key Guest Houses information

Number of reviews
6,729
Accommodation
73 Guest Houses
Lowest Price
$155
Highest Price
$340

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 $155 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.

Explore a world of travel with Expedia