Middlesex Vacations from ￥471,207
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The Latest Middlesex Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- A taste of Jamaica Lavern place
Oct 4 - Oct 9A taste of Jamaica Lavern place + Flight
Ocho Rios5 nights4.0 star property8.6/10 - Excellent (51 reviews)"Very peaceful. Everything you needed to relax was available. Pool clean and well kept"Reviewed July 16, 2026Roundtrip • Tokyo (TYO) - Montego Bay (MBJ)NRT - KIN • 2 stops KIN - HND • 2 stops￥492,022￥471,207found 14 hours agoper traveler - Sky Castles
Oct 4 - Oct 9Sky Castles + Flight
Ocho Rios5 nights2.5 star property5.4/10 - (33 reviews)Roundtrip • Tokyo (TYO) - Montego Bay (MBJ)NRT - KIN • 2 stops KIN - HND • 2 stops￥514,761￥477,203found 14 hours agoper traveler - Silver Seas Hotel
Oct 4 - Oct 9Silver Seas Hotel + Flight
Ocho Rios5 nights3.0 star property6.2/10 - (783 reviews)"The property is rundown but setved the purpose of a one night stay. It made up for it by providing a balcony ocean view."Reviewed July 24, 2026Roundtrip • Tokyo (TYO) - Montego Bay (MBJ)NRT - KIN • 2 stops KIN - HND • 2 stops￥500,372￥472,691found 14 hours agoper traveler - North Star Villa
Oct 4 - Oct 9North Star Villa + Flight
Mammee Bay Estates5 nights3.5 star property7.0/10 - Good (7 reviews)"We enjoyed our time at North Star Villa. The place was well kept, and Miss Norma was great."Reviewed April 26, 2026Roundtrip • Tokyo (TYO) - Montego Bay (MBJ)NRT - KIN • 2 stops KIN - HND • 2 stops￥497,467￥487,152found 14 hours agoper traveler - Perfect View - Entire House
Oct 4 - Oct 9Perfect View - Entire House + Flight
Drapers5 nights2.0 star propertyRoundtrip • Tokyo (TYO) - Montego Bay (MBJ)NRT - KIN • 2 stops KIN - HND • 2 stops￥483,785￥475,819found 14 hours agoper traveler
Middlesex Hotel Deals
10.0 out of 10, Exceptional, (112 reviews)
10/10
Exceptional
(112 reviews)
"From check-in to checkout the staff was amazing. We enjoyed the decor and cleanliness of the establishment especially our room.
Breakfast was delicious and the community table was so nice as we met new friends.
This will be our place to stay when visiting Lucea or the surrounding area."
The price is ￥21,379
￥21,379
￥24,750 total
includes taxes & fees
Aug 17 - Aug 18
Grand Palladium Jamaica Resort & Spa All Inclusive
Grand Palladium Jamaica Resort & Spa All Inclusive5.0 star property
5.7 km from Middlesex
8.0 out of 10, Very Good, (1,582 reviews)
8.0/10
Very Good
(1,582 reviews)
"Great place, would definitely recommend!"
The price is ￥60,173
￥60,173
￥69,854 total
includes taxes & fees
Aug 24 - Aug 25
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive5.0 star property
5.6 km from Middlesex
8.0 out of 10, Very Good, (1,398 reviews)
8.0/10
Very Good
(1,398 reviews)
"I had such a relaxing time at Grand Palladium. This resort is the definition of luxury. It was big, beach was soft, room cleaned daily, staff very friendly and accommodating. I can’t wait to visit again. The pool was a little dirty but that’s nothing that can’t be fixed."
The price is ￥68,435
￥68,435
￥79,355 total
includes taxes & fees
Aug 11 - Aug 12
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa5.0 star property
5.7 km from Middlesex
8.6 out of 10, Excellent, (170 reviews)
8.6/10
Excellent
(170 reviews)
"Great experience would recommend"
The price is ￥73,280
￥73,280
￥84,927 total
includes taxes & fees
Aug 25 - Aug 26
Princess Senses The Mangrove Resort - Adults Only
Princess Senses The Mangrove Resort - Adults Only4.0 star property
8.6 km from Middlesex
9.2 out of 10, Wonderful, (862 reviews)
9.2/10
Wonderful
(862 reviews)
"Great food options"
The price is ￥94,003
￥94,003
￥94,003 total
includes taxes & fees
Aug 24 - Aug 25
9.4 out of 10, Exceptional, (1,173 reviews)
9.4/10
Exceptional
(1,173 reviews)
"Spent 4 days with my patents who were celebrating 50 years of marriage as well as multiple other family members. We had the best time here! Bartenders were excellent!
Looking forward to next year."
The price is ￥16,868
￥16,868
￥20,897 total
includes taxes & fees
Jul 27 - Jul 28
Sunshine Seashore Escape Jamaica
Sunshine Seashore Escape Jamaica3.5 star property
3.8 km from Middlesex
The price is ￥23,223
￥23,223
￥39,158 total
includes taxes & fees
Jul 31 - Aug 1
Princess Grand Jamaica Resort - All Inclusive
Princess Grand Jamaica Resort - All Inclusive4.5 star property
9.1 km from Middlesex
9.0 out of 10, Wonderful, (1,460 reviews)
9.0/10
Wonderful
(1,460 reviews)
"We had a wonderful stay! The grounds were absolutely beautiful and very well-kept, creating a relaxing and enjoyable atmosphere throughout the resort. One of the highlights for our family was the kids club. It was amazing and offered fun activities every day for my daughters, which they absolutely loved. There was always something exciting for them to do, making the experience enjoyable for both the kids and the parents. The restaurants were delicious and gave you the atmosphere as well....
The price is ￥75,983
￥75,983
￥75,983 total
includes taxes & fees
Aug 25 - Aug 26
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.
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.