Find hotels in Middlesex from ₩109,471

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Our top choices for Middlesex hotels

Toby's Resort

Toby's Resort
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (1161)
"Staff at the pool bar was awesome, and super friendly. He ordered our food and made decent drinks. The pool was very nice as well."
United States
Robin
The price is ₩148,544
₩181,205 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Toby's Resort

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive
5.0 star property
Lucea
8.0 out of 10, Very Good, (1562)
"Clean room, great location, amazing staff. "
United States
Eva
The price is ₩363,505
₩460,286 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Grand Palladium Jamaica Resort & Spa All Inclusive

Deja Resort All Inclusive

Deja Resort All Inclusive
3.5 star property
Hip Strip
8.0 out of 10, Very Good, (1469)
"The room was clean, the staff was excellent, friendly and courteous "
United States
LAMBERT
The price is ₩276,447
₩326,396 total
includes taxes & fees
Dec 22 - Dec 23
Deja Resort All Inclusive

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.4 out of 10, Very Good, (470)
"The room was very nice and staff was very nice as well "
United States
Lloyd
Hotel 39 Jamaica

Verney House Resort

Verney House Resort
3.0 star property
Montego Bay
7.6 out of 10, Good, (275)
"Friendly staff, property very well maintained and managed, quiet and very close to downtown area."
United States
Hugh
The price is ₩86,395
₩109,471 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Verney House Resort

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
4.0 star property
Hip Strip
9.4 out of 10, Exceptional, (2106)
"Great place"
United States
Melissa
The price is ₩608,478
₩705,662 total
includes taxes & fees
Jan 3 - Jan 4, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
5.0 star property
Lucea
8.0 out of 10, Very Good, (1428)
"Great service, had a wonderful time"
United States
Shardine
The price is ₩404,048
₩510,967 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Airport Beach Hotel

Airport Beach Hotel
2.0 star property
Montego Bay
8.4 out of 10, Very Good, (251)
"Was great to find a place with good food, next to beach , and hot water 💦 "
United States
Victoria
The price is ₩143,494
₩166,494 total
includes taxes & fees
Dec 20 - Dec 21
Airport Beach Hotel

Hotel Grand A View

Hotel Grand A View
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (1003)
"The breakfast was good and did not need a shuttle to the airport"
United States
Kenneth
Hotel Grand A View

Round Hill Hotel And Villas

Round Hill Hotel And Villas
4.5 star property
Montego Bay
9.6 out of 10, Exceptional, (287)
"Superb staff and awesome experience "
United States
Jennifer
The price is ₩2,141,433
₩2,679,746 total
includes taxes & fees
Dec 20 - Dec 21
Round Hill Hotel And Villas

The Cliff Hotel

The Cliff Hotel
4.5 star property
West End
9.6 out of 10, Exceptional, (261)
"Love this place"
United States
Alisha
The Cliff Hotel

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
United States
Roxanne
The price is ₩675,354
₩955,287 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stunning Ocean View

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
United States
ronesha
The price is ₩287,875
₩318,139 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Villas Sur Mer

Palm View Guesthouse and Conference Centre

Palm View Guesthouse and Conference Centre
2.5 star property
Montego Bay
7.4 out of 10, Good, (237)
"AC was excellent very walkable "
United States
Michelle
The price is ₩199,883
₩251,330 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Palm View Guesthouse and Conference Centre

Tensing Pen Hotel

Tensing Pen Hotel
4.0 star property
West End
9.6 out of 10, Exceptional, (230)
"Top Location!"
Germany
Boris
Tensing Pen Hotel

Tropical Court Hotel

Tropical Court Hotel
2.5 star property
Montego Bay
6.0 out of 10, (100)
"Clean room and friendly"
United States
Venessa
Tropical Court Hotel

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
5.0 star property
Negril
7.2 out of 10, Good, (1001)
"We had a phenomenal experience. It was our first time in Jamaica and we will go back and tell all our friends and family five stars to the Azul Beach Resorts."
United States
Richard
The price is ₩417,608
₩486,154 total
includes taxes & fees
Dec 20 - Dec 21
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (386)
"Staff was great and it was very secluded and peaceful"
United States
Courteney
The Westender Inn

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.2 out of 10, (44)
"Good location and Great view of the Caribbean Sea"
Canada
Owen
The price is ₩159,439
₩221,738 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Montego Bay Club Beach Resort

Negril Tree House Resort

Negril Tree House Resort
3.0 star property
Negril
9.0 out of 10, Wonderful, (655)
"Delicious breakfast. Friendly staff. Beautiful beach view!"
Canada
Charles
Negril Tree House Resort
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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Top Middlesex Hotel Reviews

More cheap stays in Middlesex

Frequently asked questions

Where is the best place for a stay in Middlesex?
Deja Resort All Inclusive, located 17.4 mi (28 km) from the heart of Middlesex, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Azul Beach Resort Negril, Gourmet All Inclusive by Karisma and Princess Grand Jamaica Resort - All Inclusive. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best vacation rentals that Middlesex has to offer?
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL: This vacation home rental near Middlesex has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, an oven, and a microwave. See all vacation rentals in Middlesex.
If I need to cancel my hotel reservation in Middlesex, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.
Where can I learn more about changing or cancelling my trip to Middlesex?
To find more details about changing or cancelling your trip to Middlesex, go to https://www.expedia.com/service/.
How is it to stay in Middlesex?
Visitors are sure to enjoy all that Middlesex has to offer. A top sight in the area is Seven Mile Beach. There are 1517 hotels and other accommodations in the surrounding area. Find out more about Middlesex.
What should I do while I'm visiting Middlesex?
Seven Mile Beach is a notable place to visit in the area. You'll also find Half Moon Beach and Bloody Bay Beach in the area. Check out what more to see and do in Expedia's Middlesex guide.
What's the seasonal weather like in Middlesex?
The hottest months are usually August and September with an average temp of 83°F, while the coldest months are February and January with an average of 79°F. The rainiest months in Middlesex are May, October, September, and August, with each month seeing an average of 8 inches of rainfall.