Find hotels in Middlesex from ₩109,428

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Our top choices for Middlesex hotels

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

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 Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
5.0 star property
Lucea
8.6 out of 10, Excellent, (121)
"Best meal"
United States
Kristin
The price is ₩555,882
₩700,757 total
includes taxes & fees
Jan 10 - Jan 11, 2026
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Sandy Haven Resort

Sandy Haven Resort
4.0 star property
Negril
8.6 out of 10, Excellent, (818)
"Clean rooms great staff. Right on the beach. Our second time at the resort and we are planning to return again. "
United States
Lamont
Sandy Haven Resort

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

Merrils Beach Resort II

Merrils Beach Resort II
3.0 star property
Negril
7.8 out of 10, Good, (371)
"Excellent"
United States
Reginald Louis
The price is ₩460,897
₩508,462 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Merrils Beach Resort II

Idle Awhile Cliffs

Idle Awhile Cliffs
3.5 star property
West End
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
United States
Pamela
Idle Awhile Cliffs

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 6 - Jan 7, 2026
Villas Sur Mer

Rondel Village

Rondel Village
3.0 star property
Negril
8.8 out of 10, Excellent, (554)
"Excellent place to stay "
United States
Mark
The price is ₩287,875
₩348,403 total
includes taxes & fees
Dec 20 - Dec 21
Rondel Village

Firefly Beach Cottages and Suites

Firefly Beach Cottages and Suites
3.0 star property
Negril
8.0 out of 10, Very Good, (144)
"Excellent Beach View and Access"
United States
Glendon
Firefly Beach Cottages and Suites

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

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

Montego Bay Club Apartments

Montego Bay Club Apartments
4.0 star property
Hip Strip
7.4 out of 10, Good, (41)
"The room was well equipped, bed was comfortable and close to everything. We'll definitely be back. "
United States
niesha
Montego Bay Club Apartments

Wabi-Sabi Villa

Wabi-Sabi Villa
5.0 star property
Lucea
10.0 out of 10, Exceptional, (2)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
United States
Andrea
Wabi-Sabi Villa

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

Negril Beach Club

Negril Beach Club
3.0 star property
Negril
7.0 out of 10, Good, (901)
"One Love"
United States
Marie Nichole
The price is ₩203,727
₩225,576 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Negril Beach Club

Mirage Resort - Clothing Optional - Adults Only

Mirage Resort - Clothing Optional - Adults Only
3.5 star property
West End
9.0 out of 10, Wonderful, (106)
"Great views and quiet areas. Wonderful place to be naked in the pool!"
United States
vincent
Mirage Resort - Clothing Optional - Adults Only

Country Country

Country Country
3.0 star property
Negril
9.0 out of 10, Wonderful, (1000)
"The grounds were beautiful, the people/staff were the best. We loved everything about this resort!"
United States
Melanie
The price is ₩285,640
₩315,680 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Country Country

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (20)
"The property is well kept, great hospitality. I felt safe and at peace while staying at the property. This is my second time staying there. I recommend staying at this property to anyone to wishes to have peace of mind. "
United States
Dianna
Claudeville Condo
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

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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.