Middlesex Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Middlesex Holiday
Our pick of the best Middlesex Hotel Deals
Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
The price is NZ$791 per night from 8 June to 9 June
NZ$791
8 June - 9 June
includes taxes & fees
9/10 Wonderful! (1,091 reviews)
"The room was clean and the staff was awesome!! The pools were the best part of lounging around. The restaurants were deceiving as it was advertised as 8 but only 4-5 were available to us because we didn’t get the adults only side of the resort so plan on that. Other then that it was a good time"
Reviewed on 24 May 2026
Princess Senses The Mangrove Resort - Adults Only
Industry Cove Green Island Hanover
The price is NZ$961 per night from 10 June to 11 June
NZ$961
10 June - 11 June
includes taxes & fees
9.2/10 Wonderful! (698 reviews)
"The resort was lovely and the staff was fantastic. Can’t wait to go back!"
Reviewed on 24 May 2026
Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
The price is NZ$400 per night from 14 June to 15 June
NZ$400
14 June - 15 June
includes taxes & fees
8/10 Very Good! (1,778 reviews)
"When I go back to Jamaica, I plan to stay at this resort again. No issues"
Reviewed on 24 May 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
