Cow Key Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Cow Key
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was €2,649, price is now €1,494 per person
€1,494
per person
28 Dec - 4 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,440 reviews)
It was across the beach and near Starbucks and other places that we want to visit like Versace mansion. Everyone were friendly especially Carmen at the front desk. Carmen was helpful
Reviewed on 9 Oct 2025
Park Central South Beach
South Beach
Save 100% on your flight
Price was €3,658, price is now €1,981 per person
€1,981
per person
28 Dec - 4 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (116 reviews)
Perfect stay!! Def will be going back!
Reviewed on 11 Oct 2025
Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was €3,592, price is now €1,953 per person
€1,953
per person
28 Dec - 4 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (334 reviews)
Location is amazing, room confort and facilities really good. Staff very friendly and helpfull. I had an amazing experience.
Reviewed on 9 Oct 2025
President Hotel
South Beach
Save 100% on your flight
Price was €2,656, price is now €1,497 per person
€1,497
per person
28 Dec - 4 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,825 reviews)
Me gustó bastante la habitación con balcón, cómoda, amplia y con un baño grande...
Reviewed on 9 Oct 2025
Top hotels in Cow Key
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €183 per night from 13 Oct to 14 Oct
€183
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."
Reviewed on 9 Oct 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is €227 per night from 26 Oct to 27 Oct
€227
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (1,771 reviews)
"Wonderful stay! The hotel was spotless, the staff was friendly, and the atmosphere was relaxing. Would definitely stay again!” Enjoyed the shuttle to and from the hotel. It also provides transportation to and from Duval St. Overall great experience"
Reviewed on 9 Oct 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is €227 per night from 29 Oct to 30 Oct
€227
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,778 reviews)
"The property was beautiful and very well maintained. The balcony room was nice with plenty of room. Although everything was walkable, we were several blocks from all of the main places on Duval street. We definitely got our steps in. Lunch at the cafe overlooking the water was great. The food was ..."
Reviewed on 10 Oct 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
