Middlesex Hotels

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Aug 9 - Aug 10
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Top 10 trending Middlesex hotels

The Westender Inn
Relax by the ocean at this coastal resort, featuring multiple pools and sunbathing areas with lounge chairs and umbrellas.

The Westender Inn

3.5 star property
8.6 out of 10, Excellent, (375)
"Beautiful serene landscape, views are immaculate. The food and staff are very good. "
The Westender Inn
Tensing Pen Hotel
Surrounded by lush greenery and a body of water, this resort offers a tranquil atmosphere with a swimming pool and thatched-roof structure.

Tensing Pen Hotel

4.0 star property
9.6 out of 10, Exceptional, (225)
"The property is very beautiful, quiet, peaceful, and serene."
Tensing Pen Hotel
Hotel Grand A View
Relax by the ocean with a view of distant mountains, surrounded by lounge chairs and umbrellas.

Hotel Grand A View

3.5 star property
8.8 out of 10, Excellent, (1003)
"Enjoyed view and beautiful hotal"
Hotel Grand A View
Ocean Cliff Hotel Negril Limited
Villas with thatched roofs offer beach access and scenic ocean views.

Ocean Cliff Hotel Negril Limited

3.5 star property
9.6 out of 10, Exceptional, (173)
"I liked my stay and will stay there in the future"
Ocean Cliff Hotel Negril Limited
Villas Sur Mer
Relax by the serene pool surrounded by lush tropical plants and trees.

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is P9,992
P11,048 total
includes taxes & fees
Aug 11 - Aug 12
Villas Sur Mer
Altamont West Hotel
Relax in a serene space with a chessboard, wicker sofa, and balcony overlooking lush greenery and a distant shoreline.

Altamont West Hotel

3.5 star property
8.0 out of 10, Very Good, (450)
"Very nice stay"
The price is P6,310
P8,039 total
includes taxes & fees
Aug 16 - Aug 17
Altamont West Hotel
LTU Garden
Relax by the serene pool surrounded by lush greenery and a decorative stone wall.

LTU Garden

3.0 star property
9.0 out of 10, Wonderful, (52)
"Great place stayed there back in the early 90s has not changed one bit other than kept well. The new owners are great."
The price is P4,573
P5,088 total
includes taxes & fees
Aug 16 - Aug 17
LTU Garden
Dela de-Rose Guest House negril Jamaica
Relax by the pool surrounded by lush greenery and enjoy the serene atmosphere.

Dela de-Rose Guest House negril Jamaica

3.5 star property
8.6 out of 10, Excellent, (75)
"We enjoyed the breakfast, location, kind services received. "
The price is P7,104
P9,940 total
includes taxes & fees
Aug 12 - Aug 13
Dela de-Rose Guest House negril Jamaica
The Cliff Hotel
Relax by the resort's curved pool surrounded by lush greenery and palm trees.

The Cliff Hotel

4.5 star property
9.8 out of 10, Exceptional, (252)
"Great place. "
The Cliff Hotel
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Enjoy the tranquil beachfront setting with a long pier stretching into the ocean, surrounded by lush greenery and comfortable lounge chairs.

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4.0 star property
9.4 out of 10, Exceptional, (2016)
"The food was AMAZING!!!"
The price is P19,545
P22,705 total
includes taxes & fees
Sep 3 - Sep 4
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Deja Resort All Inclusive
Enjoy a serene beachfront setting with a sandy beach and clear waters, a lifeguard station, and a shaded seating area with umbrellas.

Deja Resort All Inclusive

3.5 star property
8.0 out of 10, Very Good, (1320)
"Staff and resort overall was amazing "
The price is P9,874
P11,667 total
includes taxes & fees
Sep 1 - Sep 2
Deja Resort All Inclusive
Negril Sky Blue Resorts
Relax by the pool surrounded by lush greenery and a palm tree.

Negril Sky Blue Resorts

3.5 star property
6.8 out of 10, (13)
"Property was well maintained and clean. The staff was friendly and I felt safe during my stay."
The price is P7,143
P8,628 total
includes taxes & fees
Aug 11 - Aug 12
Negril Sky Blue Resorts
Airport Beach Hotel
Relax in a serene corner with a wicker chair and cushioned bench, overlooking a lush landscape.

Airport Beach Hotel

2.0 star property
8.6 out of 10, Excellent, (214)
"Clean courteous convenient safe overall great place to stay"
The price is P6,166
P7,148 total
includes taxes & fees
Aug 11 - Aug 12
Airport Beach Hotel
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Relax in a tranquil beach setting surrounded by palm trees and comfortable beach chairs.

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

3.5 star property
6.4 out of 10, (1005)
"I loved the resort! Great amenities!"
The price is P9,866
P11,081 total
includes taxes & fees
Aug 27 - Aug 28
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Relax by the central pool surrounded by sun loungers and a bar, with stunning ocean views.

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

5.0 star property
8.2 out of 10, Very Good, (1008)
"Excellent overall, would visit again"
The price is P23,151
P23,151 total
includes taxes & fees
Sep 1 - Sep 2
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
SeaGarden Beach Resort - All Inclusive
Overlooking the calm sea, two gazebos sit atop rocky outcrops on a sandy beach.

SeaGarden Beach Resort - All Inclusive

3.5 star property
7.6 out of 10, Good, (2977)
"Pleasant and awesome beach!"
The price is P9,675
P11,355 total
includes taxes & fees
Sep 1 - Sep 2
SeaGarden Beach Resort - All Inclusive
Negril Tree House Resort
Relax by the turquoise sea at this beachside resort, where a pavilion offers outdoor seating and stunning ocean views.

Negril Tree House Resort

3.0 star property
9.0 out of 10, Wonderful, (631)
"Everything was excellent. The food and staff were amazing. "
The price is P8,723
P10,145 total
includes taxes & fees
Aug 11 - Aug 12
Negril Tree House Resort
Verney House Resort
Stunning two-story building with a central staircase and lush garden area.

Verney House Resort

3.0 star property
7.4 out of 10, Good, (254)
"Just dated staff were lovely Shereen & Sanjay"
The price is P3,340
P4,232 total
includes taxes & fees
Aug 12 - Aug 13
Verney House Resort
Xtabi Resort
Guests can enjoy a refreshing swim in the pool, surrounded by lush trees and scenic views.

Xtabi Resort

3.0 star property
8.4 out of 10, Very Good, (328)
"Great experience specially the caves"
Xtabi Resort
Mirage Resort - Clothing Optional - Adults Only
Enjoy the ocean view from this balcony, featuring a pool and a round table, framed by two arches.

Mirage Resort - Clothing Optional - Adults Only

3.5 star property
9.0 out of 10, Wonderful, (102)
"Great views and quiet areas. Wonderful place to be naked in the pool!"
Mirage Resort - Clothing Optional - Adults Only
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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Learn more about Middlesex

Check out Seven Mile Beach—just one of the popular sights to explore around Middlesex.

See all hotels in Middlesex

Top Middlesex Hotel Reviews

Samsara Cliff Resort

Samsara Cliff Resort

10/10 Excellent
"Well maintained property. Excellent value !"
EGOR 4-night trip
Posted 13 hours ago
Samsara Cliff Resort

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 traveler data. Two other choices for your stay in the area are S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel and Princess Senses The Mangrove Resort - Adults Only . See all available top hotels, or vacation rentals in Middlesex.

What are some of the best vacation rentals that Middlesex has to offer?

Stunning Ocean View: This vacation home near Middlesex is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a private yard. 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/.

What are some accommodations with pools in Middlesex?

Grand Palladium Lady Hamilton Resort & Spa All Inclusive: Features 5 outdoor pools, a children's pool, and a private beach. Grand Palladium Jamaica Resort & Spa All Inclusive and SeaGarden Beach Resort - All Inclusive are a couple of other choices that offer an onsite pool. View all hotels with pools in Middlesex.

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 1467 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 Tryall Golf Club 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.