
Cow Key Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.

Hotel Greystone - Adults Only
South Beach
Price was €2,212, price is now €1,305 per person
€1,305
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9/10 Wonderful! (953 reviews)
The property was okay, I feel like we spent too much for so little. I don’t think it was worth the stay.
Reviewed on 18 Nov 2025

Bentley Hotel South Beach
South Beach
Price was €3,880, price is now €2,176 per person
€2,176
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (466 reviews)
We had PH1 (Penthouse 1) at the Bentley. The room was awesome. The location, just across the street from the iconic Miami Beach sign, could not have been better. The staff was friendly and attentive. Overall the stay was fantastic. There are a few things that the hotel could correct. For one, at night they sprayed down the pool area on the roof. This resulted in water coming through drain holes and pouring onto our balconey as we were sitting outside. It was very annoying and we got soaked. Next, there were no utensils or plates, bowls, of any kind in the kitchen. When we used the microwave we had to improvise using box tops or paper towels. There was no sugar, salt, pepper, the kinds of things that would have been nice to have. Lastly, the air conditioning needs to be balanced, at least in PH1. The bedroom was very warm and stuffy while the remainder of the suite was cool. The hotel attemped to correct this by installing an oversized ceiling fan in the bedroom, but the lowest speed was as fast as the space shuttle and it could not be used. This really needs to be corrected. As I stated, we loved the room and will definitely return, but it's the little things that make a difference and it could have been much better if these things were given attention.
Reviewed on 25 Nov 2025



Park Central South Beach
South Beach
Price was €2,343, price is now €1,441 per person
€1,441
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (385 reviews)
Hotel was clean, and pretty, and great amenities with the 2 pools. Don't forget to check out the 2nd pool on the roof with the see thru floor that can be also seen from the lobby below. Great and friendly staff and walking distance to all of south beach's favorites like Mango's and Clevelander just to name a couple.
Reviewed on 25 Nov 2025
Top hotels in Cow Key

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €141 per night from 1 Dec to 2 Dec
€141
1 Dec - 2 Dec
includes taxes & fees
7.8/10 Good! (1,709 reviews)
The property was great, but the front desk did not communicate properly regarding the credits or benefits. Also, there is always a rush so they need more staffs to assist.
Reviewed on 20 Nov 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is €170 per night from 1 Dec to 2 Dec
€170
1 Dec - 2 Dec
includes taxes & fees
8.6/10 Excellent! (1,695 reviews)
The facility itself it was very nice. The shuttle to downtown was really nice. As far as our room, it wasnt great. We had ants on the kitchen counter, when we opened the sliding glass door the latch fell out, when you turn the cold water tap on in the master bath the hot water tap leaked like crazy, ...
Reviewed on 20 Nov 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is €125 per night from 1 Dec to 2 Dec
€125
1 Dec - 2 Dec
includes taxes & fees
7.8/10 Good! (1,129 reviews)
Parking was easy
Reviewed on 21 Nov 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.
