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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Cow Key bed & breakfast

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Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place! "
United States
David
The price is AED 915
AED 1,108 total
includes taxes & fees
6 Jan - 7 January 2026
Duval House
Herlihy, Ground Floor, Poolside | Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1002)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest House
Exterior
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1140)
"Clean room and staff was great"
United States
Paul
The price is AED 732
AED 954 total
includes taxes & fees
4 Jan - 5 January 2026
Heron House - Adult Only
Outdoor pool, sun loungers
The Conch House Heritage Inn

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (146)
"Check in was quick, easy. "
United States
kristen
The price is AED 1,269
AED 1,428 total
includes taxes & fees
4 Jan - 5 January 2026
The Conch House Heritage Inn
Restaurant
Artist House Key West

Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (422)
"Really great place to stay. Nice rooms and staff. Great location for Devaul street. "
United States
Beth
The price is AED 1,153
AED 1,297 total
includes taxes & fees
12 Jan - 13 January 2026
Artist House Key West
Outdoor pool
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is AED 1,017
AED 1,224 total
includes taxes & fees
5 Jan - 6 January 2026
The Garden House
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (364)
"Nice place to stay "
United States
yulio
The price is AED 1,131
AED 1,364 total
includes taxes & fees
6 Jan - 7 January 2026
Tropical Inn
Outdoor pool, pool umbrellas, sun loungers
Marrero's Guest Mansion

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is AED 2,002
AED 2,252 total
includes taxes & fees
10 Jan - 11 January 2026
Marrero's Guest Mansion
Carriage House | Terrace/patio
The Gardens Hotel

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1002)
"Loved it. The staff were very friendly and the place was classic Key West."
United States
Ben
The price is AED 1,483
AED 1,669 total
includes taxes & fees
11 Jan - 12 January 2026
The Gardens Hotel
Outdoor pool
La Pensione Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1000)
"Clean room, super spacious and comfortable. Check in was easy. Amazing location!!"
United States
Aracelis
The price is AED 823
AED 1,174 total
includes taxes & fees
4 Jan - 5 January 2026
La Pensione Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (997)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is AED 1,431
AED 1,610 total
includes taxes & fees
4 Jan - 5 January 2026
Weatherstation Inn
Sundeck
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (405)
"We had a great stay. Room was clean, staff was helpful, check un easy. "
United States
Suzanne
The price is AED 917
AED 1,218 total
includes taxes & fees
4 Jan - 5 January 2026
Seascape Tropical Inn - Adult Exclusive
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place to stay"
United States
Melody
The price is AED 1,058
AED 1,191 total
includes taxes & fees
5 Jan - 6 January 2026
Ambrosia Key West
Terrace/patio
Caribbean House

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (290)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
The price is AED 1,199
AED 1,441 total
includes taxes & fees
1 Jan - 2 January 2026
Caribbean House
Outdoor pool, sun loungers
Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (265)
"Easy to access and a peaceful place. I’ll definitely come back."
United States
Jessica
Andrews Inn & Garden Cottages
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!"
Larry 8-night trip
Posted 1 day ago
Beachside Resort & Residences

Frequently asked questions

Searching for B&Bs in Cow Key?
If you want to find a place to stay with fewer rooms than a hotel and a more personalized environment, a B&B might be the perfect option for your vacation to Cow Key.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to socialize with other guests, and of course a full breakfast to start the day, B&Bs provide a unique setting.
What are the best bed and breakfasts in Cow Key?
Below are some B&Bs in the area: Heron House - Adult Only: 23 rooms. 3.8 mi (6.1 km) from the heart of Cow Key. Enjoy the rooftop terrace and unique décor. Duval House: 3.8 mi (6.1 km) from the downtown core. Enjoy the unique décor and patio area. Authors of Key West Guest House: 13 rooms. Situated 3.2 mi (5.2 km) from the heart of Cow Key. Enjoy the unique décor and patio area. Ambrosia Key West: 21 rooms. 3.7 mi (6 km) from the heart of downtown. Enjoy the outdoor pools and unique décor. Weatherstation Inn: 8 rooms. Located 4.1 mi (6.6 km) from the core of Cow Key. Enjoy the designer toiletries and patio area.
What's the best time of year to book my B&B in Cow Key?
When you're planning your getaway to Cow Key, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cow Key is 38 inches.
How can I get to and around Cow Key?
Planning your excursions in and around Cow Key is easier with these transportation options. Fly into Key West Intl. Airport (EYW), which is located 1 mi (1.6 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.