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Top Middlesex hotels

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$429 nightly
The price is $497 total per night from May 10 to May 11
$497 total
May 10 - May 11
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Traveling on business? Take advantage of the 24-hour business ...
Absolutely wonderful stay at the S Hotel in Montego Bay! Friendly staff, excellent and tasty food options, great pool, fantastic beach….clean comfortable room overlooking the ocean.
Reviewed on Apr 19, 2026

Princess Senses The Mangrove Resort - Adults Only
Industry Cove Green Island Hanover
$599 nightly
The price is $599 total per night from May 18 to May 19
$599 total
May 18 - May 19
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. ...
Overall stay was good, staff was helpful and any issues I had was rectified. If you are thinking of booking the Mangrove side, save yourself some cash and just do the Grande side instead, majority of things you want to do and restaurants are over that side either way. The are shuttle services readily ...
Reviewed on Apr 19, 2026

Princess Grand Jamaica Resort - All Inclusive
Industry Cove Green Island Hanover
$455 nightly
The price is $455 total per night from Apr 21 to Apr 22
$455 total
Apr 21 - Apr 22
Total with taxes and fees
This all-inclusive resort features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. ...
Resort was really great. It's huge and so much to do. They really have everything you can think of, multiple pools, tons of restaurants and dedicated areas for the kids and lots of entertainment every single night. The food was great. Our room was amazing (we got the swim out - highly recommend 10/10). ...
Reviewed on Apr 19, 2026

Toby's Resort
1 Kent Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $118 total per night from Apr 21 to Apr 22
$118 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A poolside ...
Clean room Liked first floor with a patio Good location to beaches and restaurants Would definitely go back
Reviewed on Apr 18, 2026

Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Apr 29 to Apr 30
$138 total
Apr 29 - Apr 30
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
Breakfast menu was fresh. Staff was pleasantly.
Reviewed on Apr 19, 2026

Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $235 total per night from May 5 to May 6
$235 total
May 5 - May 6
Total with taxes and fees
This smoke-free property includes 2 restaurants, an outdoor pool, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, ...
This hotel was the worst that I have ever stayed in when I arrived the lobby was so humid hot and dark very depressing looking me and my godmother ate lunch the first day and their was flies all over the table where we ate couldn’t even eat with the flies returning back to the table when we swatted ...
Reviewed on Apr 19, 2026

Grand Palladium Jamaica Resort & Spa All Inclusive
The Point Lucea Hanover
$253 nightly
The price is $295 total per night from May 12 to May 13
$295 total
May 12 - May 13
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a ...
Infinity pool was clean and well maintained. The staff were very friendly. And the food was really good.
Reviewed on Apr 19, 2026

Hotel Riu Negril - All Inclusive
Norman Manley Blvd Negril Westmoreland
This all-inclusive property features a private beach, a full-service spa, and a nightclub. There's fun for all ages with a free kid's club and a children's pool, ...
Good amazing! Shantoy and Christopher exceptional! Rooms were okay- my building had a fencing that was broken and people were trying to climb fencing which scared us and our neighbors. Romantic dinner was delicious and beautiful. Overall good experience
Reviewed on Apr 16, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
The Point Lucea Hanover
$253 nightly
The price is $295 total per night from May 20 to May 21
$295 total
May 20 - May 21
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a ...
Only issue is the air condition does not make the rooms cool and comfortable the rooms stayed stuffy and moist
Reviewed on Apr 18, 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.
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Recent Middlesex hotel reviews by fellow wanderers

Princess Grand Jamaica Resort - All Inclusive
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Resort was really great. It's huge and so much to do. They really have everything you can think of, multiple pools, tons of restaurants and dedicated areas for the kids and lots of entertainment every single night. The food was great. Our room was amazing (we got the swim out - highly recommend 10/10). The Staff was very nice, friendly and super helpful throughout our entire stay. We can't wait to go back next year!"
A verified traveler stayed at Princess Grand Jamaica Resort - All Inclusive
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