Middlesex 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 hotels in Middlesex
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
The price is €337 per night from 7 Oct to 8 Oct
€337
7 Oct - 8 Oct
includes taxes & fees
9.4/10 Exceptional! (2,100 reviews)
"Book if you’re looking book!!!"
Reviewed on 22 Sept 2025
Princess Grand Jamaica Resort - All Inclusive
Industry Cove, Green Island, Hanover
The price is €381 per night from 12 Oct to 13 Oct
€381
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (620 reviews)
"This is a luxury property with a welcoming feel. Fantastic for families and kids of all ages. We stayed for 5 days with a groups of 7 adults 1 child. We wish we would have stayed longer. During our stay the hotel was not busy at all. We never waited in oune for food drinks or needed reservation for ..."
Reviewed on 20 Sept 2025
Deja Resort All Inclusive
92 Gloucester Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
The price is €173 per night from 2 Oct to 3 Oct
€173
2 Oct - 3 Oct
includes taxes & fees
8/10 Very Good! (1,389 reviews)
"Loretta, Marvin and Danovan did a great job!!! The meals and property were on point."
Reviewed on 22 Sept 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.
