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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, (1159)
Unwind at this convenient retreat with 2 outdoor pools and a poolside bar for island vibes. Local and international cuisine at Tobby's Good Eats satisfies any craving, while the fitness centre and massage services promote total wellness. Near Doctor's Cave Beach.

"Room was clean and service staff was friendly. Check in was nice and easy"
United States
Daniela
The price is NZ$212
includes taxes & fees
5 Jan - 6 Jan
Toby's Resort

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.4 out of 10, Very good, (475)
Luxurious retreat with complimentary breakfast near Doctor's Cave Beach offers deep-tissue massages at the spa. Enjoy American cuisine at Alexander Restaurant, relax by the pool, or sip drinks at the bar while attentive staff cater to your needs.

"Hotel is conveniently located with easy access and walking distance to restaurants and many other attractions."
United States
Tamieka
Hotel 39 Jamaica

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)
"Staff were awesome and room were clean!"
United States
Monique
The price is NZ$573
includes taxes & fees
27 Jan - 28 Jan
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, (1495)
This all-inclusive Montego Bay resort offers a private beach, outdoor pool, and spa treatments. Enjoy local cuisine at Waterfalls Restaurant, workout in the 24-hour fitness centre, or relax at one of 2 bars. Doctor's Cave Beach and the cruise terminal are minutes away.

"Staff were very hospitable, helpful and friendly! "
United States
Tamieka
The price is NZ$558
includes taxes & fees
6 Jan - 7 Jan
Deja Resort All Inclusive

Verney House Resort

Verney House Resort
3.0 star property
Montego Bay
7.6 out of 10, Good, (277)
Montego Bay's peaceful oasis offers an outdoor pool with relaxing pool bar service. Guests praise the helpful staff and quiet atmosphere. Doctor's Cave Beach and the cruise terminal are nearby, with the airport only 3 minutes away.

"There was no towel in the room "
United States
Fitzgerald
The price is NZ$128
includes taxes & fees
4 Jan - 5 Jan
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, (2105)
Escape to this all-inclusive hotel right on Doctor's Cave Beach with 2 outdoor pools and poolside bar. Pamper yourself at the spa with deep-tissue massages while staying close to Montego Bay's cruise terminal. Free WiFi and parking included.

"Great place"
United States
Melissa
The price is NZ$843
includes taxes & fees
10 Jan - 11 Jan
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Airport Beach Hotel

Airport Beach Hotel
2.0 star property
Montego Bay
8.4 out of 10, Very good, (256)
Enjoy Caribbean charm at this hotel near Doctor's Cave Beach and Jamaica Beaches. Free WiFi and parking enhance your stay, while the 24-hour front desk ensures convenience. Clean rooms provide comfort after exploring nearby Montego Bay Cruise Ship Terminal.

"The room was clean, the staff was helpful and all the amenities that we needed were available."
Canada
Leif
The price is NZ$216
includes taxes & fees
3 Jan - 4 Jan
Airport Beach 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, (1434)
"Really nice property and food options.."
United States
Sushil Devidas
The price is NZ$556
includes taxes & fees
24 Jan - 25 Jan
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Round Hill Hotel And Villas

Round Hill Hotel And Villas
4.5 star property
Montego Bay
9.6 out of 10, Exceptional, (287)
Escape to this Jamaica gem featuring a spa offering deep-tissue massages and Ayurvedic treatments. Enjoy beachside drinks, international cuisine at The Grill, or relax at 3 bars. Kids stay entertained with a free club while you bask near Doctor's Cave Beach.

"Superb staff and awesome experience "
United States
Jennifer
The price is NZ$2,789
includes taxes & fees
1 Feb - 2 Feb
Round Hill Hotel And Villas

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (11)
Experience Caribbean bliss at this holiday home where the azure waters meet luxury amenities. The outdoor pool and private beach access offer perfect relaxation while the nearby Seven Mile Beach invites exploration. Beachside massages await.

"The view and ambience was pure bliss!"
United States
Roxanne
The price is NZ$1,117
includes taxes & fees
3 Jan - 4 Jan
Stunning Ocean View

Palm View Guesthouse and Conference Centre

Palm View Guesthouse and Conference Centre
2.5 star property
Montego Bay
7.4 out of 10, Good, (238)
Experience tranquil relaxation at this Montego Bay hotel with private pools just minutes from the airport. A short 5-minute drive brings you to Doctor's Cave Beach and Jamaica's golden shorelines. Enjoy the outdoor pool, daily cooked-to-order breakfast, and 24-hour shuttle service.

"AC was excellent very walkable "
United States
Michelle
The price is NZ$110
includes taxes & fees
1 Feb - 2 Feb
Palm View Guesthouse and Conference Centre

The Cliff Hotel

The Cliff Hotel
4.5 star property
West End
9.6 out of 10, Exceptional, (261)
Perched on Negril's cliffs, this luxurious hotel offers snorkelling, two inviting outdoor pools, and three stylish bars. Enjoy international cuisine at Zest while the attentive staff ensures a flawless experience near Seven Mile Beach.

"Love this place"
United States
Alisha
The Cliff Hotel

Tropical Court Hotel

Tropical Court Hotel
2.5 star property
Montego Bay
6.0 out of 10, (102)
Situated in vibrant Montego Bay, this welcoming hotel offers a refreshing outdoor pool just minutes from Jamaica's famous beaches. Enjoy convenient perks like free WiFi and parking while exploring nearby cruise terminals and coastal attractions.

"Is a lot of things need to be improved in the hotel there is no hot water and They need to spray the place "
United States
Andrea
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, (1011)
Pampered with beach massages, diverse dining at 6 restaurants, and 3 beachfront bars, this Negril resort offers pure Caribbean bliss. Kids enjoy a free club while adults relax at the spa with deep-tissue massages and aromatherapy treatments.

"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 NZ$726
includes taxes & fees
1 Feb - 2 Feb
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.2 out of 10, (44)
This seaside Montego Bay retreat offers a relaxing getaway near Doctor's Cave Beach. Enjoy scuba diving, snorkelling, or lounging by the outdoor pool. Each condo features a kitchen and soaking tub, while the on-site restaurant and bar provide delicious refreshment.

"Good location and Great view of the Caribbean Sea"
Canada
Owen
The price is NZ$261
includes taxes & fees
16 Jan - 17 Jan
Montego Bay Club Beach Resort

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (149)
Escape to Jamaica's beaches at this family-friendly villa. Enjoy the outdoor pool, grab drinks at the poolside bar, or book a manicure. Seven Mile Beach and Rick's Cafe are nearby, while kitchens and room service add holiday comfort.

"Amazing as always!!! "
United States
ronesha
The price is NZ$400
includes taxes & fees
9 Jan - 10 Jan
Villas Sur Mer

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, (123)
"Great people!!!"
United States
Kelly
The price is NZ$556
includes taxes & fees
24 Jan - 25 Jan
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Barry's Rooms Negril

Barry's Rooms Negril
3.0 star property
Negril
8.0 out of 10, Very good, (32)
Seaside guesthouse with 2 restaurants and a beach bar, just a short drive from both Seven Mile Beach and Bloody Bay Beach. Enjoy the laid-back Jamaican atmosphere with free WiFi and parking while exploring Negril's famous coastline.

"Nice toom and very courteous staff, close to beach and all amenities in Negril"
Canada
Donald
The price is NZ$246
includes taxes & fees
2 Jan - 3 Jan
Barry's Rooms Negril

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (386)
Escape to this coastal hotel featuring 4 outdoor pools and a children's pool. Westie's restaurant serves local cuisine while spa services ensure relaxation. Just a short walk to Jamaica Beaches with free WiFi and parking for your convenience.

"Staff was great and it was very secluded and peaceful"
United States
Courteney
The Westender Inn

Idle Awhile Cliffs

Idle Awhile Cliffs
3.5 star property
West End
9.0 out of 10, Wonderful, (119)
Escape to this peaceful Negril haven offering a serene outdoor pool and poolside bar. Just a short drive from Seven Mile Beach, the villas include kitchenettes and washing machine/dryers. Enjoy Caribbean cuisine at Chill Awhile restaurant and complimentary beach shuttle service.

"Friendly staff, excellent customer service. Enjoyed the ambience and accommodations. Clean and pleasant."
United States
Nayana
Idle Awhile Cliffs
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 accommodation 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 traveller data. Two other options 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 holiday rentals that Middlesex has to offer?
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL: This holiday home rental outside of 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 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 1521 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 28°C, while the coldest months are February and January, with an average of 26°C. The rainiest months in Middlesex are May, October, September and August, with each month seeing an average of 214 mm of rainfall.