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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Middlesex hotels

Reserve now, pay later
4 outdoor pools, pool cabanas (surcharge), pool loungers

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
4.5 star property
Green Island
9.0 out of 10, Wonderful, (1,384 reviews)
"Beautiful resort with wonderful staff!"
United States
Gesselle
The price is ąøæ16,449
ąøæ16,449 total
includes taxes & fees
11 Aug - 12 Aug
Princess Grand Jamaica Resort - All Inclusive
Exterior

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, (168 reviews)
"Had an awesome time with my family, highly recommend!"
United States
Elena
The price is ąøæ18,131
ąøæ20,984 total
includes taxes & fees
11 Aug - 12 Aug
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Minibar, in-room safe, iron/ironing board, free WiFi

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only
4.0 star property
Green Island
9.2 out of 10, Wonderful, (827 reviews)
"We enjoyed and would definitely vacation here again"
United States
Jeremiah
The price is ąøæ20,345
ąøæ20,345 total
includes taxes & fees
11 Aug - 12 Aug
Princess Senses The Mangrove Resort - Adults Only
Aerial 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, (1,587 reviews)
"Everything you can dream of during your vacation: food, rooms, staff, amenities are awesome."
United States
Anna
The price is ąøæ16,163
ąøæ18,720 total
includes taxes & fees
3 Aug - 4 Aug
Grand Palladium Jamaica Resort & Spa All Inclusive
4 outdoor pools, pool umbrellas, pool loungers

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (419 reviews)
"Great place"
United States
Shakirah
The price is ąøæ3,266
ąøæ3,953 total
includes taxes & fees
13 Jul - 14 Jul
The Westender Inn
Outdoor pool, open 9:00 AM to 7:00 PM, pool loungers

Blue Paloma Bed & Breakfast

Blue Paloma Bed & Breakfast
3.5 star property
Lucea
10.0 out of 10, Exceptional, (110 reviews)
"Very comfortable."
United States
Shavonne
The price is ąøæ4,345
ąøæ5,030 total
includes taxes & fees
13 Jul - 14 Jul
Blue Paloma Bed & Breakfast
Aerial view

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, (1,400 reviews)
"Property was worth the stay. I enjoyed my vacation."
United States
Michele
The price is ąøæ15,295
ąøæ17,722 total
includes taxes & fees
11 Aug - 12 Aug
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Luxury Suite, Sea View | Terrace/patio

Roots Cafe Negril

Roots Cafe Negril
3.0 star property
Negril
The price is ąøæ7,338
ąøæ9,738 total
includes taxes & fees
13 Jul - 14 Jul
Roots Cafe Negril
Outdoor pool, open 6:00 AM to 7:00 PM, pool umbrellas, pool loungers

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.6 out of 10, Excellent, (779 reviews)
"I loved everything about this hotel"
United States
georgia
The price is ąøæ5,468
ąøæ6,432 total
includes taxes & fees
27 Jul - 28 Jul
Hotel 39 Jamaica
Lobby

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, (1,014 reviews)
"We had a great time at the resort."
United States
Annette
The price is ąøæ11,012
ąøæ12,797 total
includes taxes & fees
9 Aug - 10 Aug
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
Exterior

Negril Footeprints Hotel

Negril Footeprints Hotel
4.5 star property
Negril
9.0 out of 10, Wonderful, (31 reviews)
"Beautiful boutique hotel with access to the beach."
United States
Farah
The price is ąøæ9,899
ąøæ11,417 total
includes taxes & fees
4 Aug - 5 Aug
Negril Footeprints Hotel
Comfort House | Private kitchen | Full-sized fridge, oven, stovetop, cookware/dishes/utensils

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is ąøæ13,484
ąøæ17,204 total
includes taxes & fees
13 Jul - 14 Jul
Casia Villa
Outdoor dining

Whistling Bird Resort Negril

Whistling Bird Resort Negril
3.0 star property
Negril
The price is ąøæ5,693
ąøæ6,580 total
includes taxes & fees
13 Jul - 14 Jul
Whistling Bird Resort Negril
Honeymoon Room | Individually decorated, individually furnished, desk, blackout curtains

Tropical Court Hotel

Tropical Court Hotel
2.0 star property
Montego Bay
6.0 out of 10, (124 reviews)
"The property was about five minutes away from the airport which served us well. Signpost to the property was good The staff was helpful but it was most disappointing to find that there was no breakfast available which was expected."
United States
Glossie
The price is ąøæ1,948
ąøæ2,273 total
includes taxes & fees
13 Jul - 14 Jul
Tropical Court Hotel
Spa

Hotel Grand A View

Hotel Grand A View
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (1,009 reviews)
"Perfect stay"
United States
RAUL
The price is ąøæ5,693
ąøæ6,865 total
includes taxes & fees
18 Jul - 19 Jul
Hotel Grand A View
Presidential Suite | Terrace/patio

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, (2,123 reviews)
"Great food and service !"
United States
Victor
The price is ąøæ16,618
ąøæ19,243 total
includes taxes & fees
12 Aug - 13 Aug
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Lunch and dinner served

Negril Tree House Resort

Negril Tree House Resort
3.0 star property
Negril
9.0 out of 10, Wonderful, (703 reviews)
"I really enjoyed my stay the property was very clean and quiet the staffs were very helpful and friendly the breakfast was really good will go back again."
United States
Maxine
The price is ąøæ5,232
ąøæ6,083 total
includes taxes & fees
13 Jul - 14 Jul
Negril Tree House Resort
2 outdoor pools, pool umbrellas, pool loungers

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
3.5 star property
Negril
9.4 out of 10, Exceptional, (1,161 reviews)
"Definitely a fun stay."
United States
Christopher
The price is ąøæ3,428
ąøæ4,247 total
includes taxes & fees
27 Jul - 28 Jul
CocoLaPalm Seaside Resort
2 outdoor pools, pool loungers

Toby's Resort

Toby's Resort
3.0 star property
Hip Strip
8.6 out of 10, Excellent, (1,350 reviews)
"It was a really beautiful environment"
United States
Jamie-lee coleman
The price is ąøæ3,641
ąøæ4,435 total
includes taxes & fees
13 Jul - 14 Jul
Toby's Resort
On the beach, white sand, beach towels

Deja Resort All Inclusive

Deja Resort All Inclusive
3.5 star property
Hip Strip
8.2 out of 10, Very good, (1,881 reviews)
"A great stay .Will definitely book again"
United States
wanda
The price is ąøæ7,590
ąøæ8,947 total
includes taxes & fees
10 Aug - 11 Aug
Deja Resort All Inclusive
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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"The calming environment and beauty of the tropical landscape. The food and all staff were professional. Definitely recommendā€¦"
Diane 2-night trip
Posted 1 hour ago
Deja Resort All Inclusive

More cheap stays in Middlesex

The Yellow Bird

The Yellow Bird

Norman Manley Blvd Negril Westmoreland
The price is ąøæ1,169 per night from 11 Aug to 12 Aug
ąøæ1,169
ąøæ1,436 total
11 Aug - 12 Aug
includes taxes & fees
6.6/10 (63 reviews)

Frequently asked questions

Where is the best place for a stay in Middlesex?
Princess Grand Jamaica Resort - All Inclusive, located 5.7 mi (9.1 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Princess Senses The Mangrove Resort - Adults Only and Deja Resort All Inclusive. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best holiday rentals that Middlesex has to offer?
Deluxe appartment at Point village: This holiday home rental outside of Middlesex has air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. 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 most room reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may 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.
What's it like to stay in Middlesex?
Visitors will definitely enjoy all that Middlesex has to offer. A top sight in the area is Seven Mile Beach. There are 1534 hotels and other accommodation options in the surrounding area. Find out more about Middlesex.
What is there to see in 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. Take a look at what more there is to see and do in Expedia's Middlesex guide.
What's the weather like in Middlesex?
The hottest months are usually August and September, with an average temperature of 28Ā°C, while the coldest months are February and January, with an average of 26Ā°C. The rainiest months in Middlesex are May, October, September and August, with each month seeing an average of 214 mm of rainfall.