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17 Aug - 18 Aug
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18 Aug - 19 Aug
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22 Aug - 24 Aug
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29 Aug - 31 Aug

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Top hotels and accommodation in Middlesex

The Westender Inn
4 outdoor pools, pool umbrellas, pool loungers

The Westender Inn

3.5 star property
8.6 out of 10, Excellent, (377)
"Great stay, loved it!"
The Westender Inn
Tensing Pen Hotel
Aerial view

Tensing Pen Hotel

4.0 star property
9.6 out of 10, Exceptional, (226)
"Top Location!"
Tensing Pen Hotel
Hotel Grand A View
Property grounds

Hotel Grand A View

3.5 star property
8.8 out of 10, Excellent, (1002)
"Enjoyed view and beautiful hotal"
Hotel Grand A View
Ocean Cliff Hotel Negril Limited
Aerial view

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
Premium Cottage, 1 Queen Bed, Pool View | Balcony view

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is NZ$400
includes taxes & fees
18 Aug - 19 Aug
Villas Sur Mer
Altamont West Hotel
Lobby sitting area

Altamont West Hotel

3.5 star property
8.0 out of 10, Very good, (458)
"Very nice stay"
The price is NZ$238
includes taxes & fees
25 Aug - 26 Aug
Altamont West Hotel
LTU Garden
Outdoor pool, pool loungers

LTU Garden

3.0 star property
9.0 out of 10, Wonderful, (53)
"Nice place!! "
The price is NZ$150
includes taxes & fees
18 Aug - 19 Aug
LTU Garden
Dela de-Rose Guest House negril Jamaica
2 outdoor pools

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 NZ$294
includes taxes & fees
19 Aug - 20 Aug
Dela de-Rose Guest House negril Jamaica
Toby's Resort
Exterior

Toby's Resort

3.0 star property
8.6 out of 10, Excellent, (1096)
"The hotel is very affordable and clean staff are very friendly "
The price is NZ$205
includes taxes & fees
20 Aug - 21 Aug
Toby's Resort
The Cliff Hotel
2 outdoor pools, pool umbrellas, pool loungers

The Cliff Hotel

4.5 star property
9.8 out of 10, Exceptional, (253)
"Great place. "
The Cliff Hotel
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
On the beach, white sand, beach umbrellas, beach towels

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4.0 star property
9.4 out of 10, Exceptional, (2023)
"Beautiful hotel, food outstanding, very very clean"
The price is NZ$672
includes taxes & fees
10 Sept - 11 Sept
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Negril Sky Blue Resorts
Outdoor spa tub

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 NZ$255
includes taxes & fees
30 Aug - 31 Aug
Negril Sky Blue Resorts
Airport Beach Hotel
Terrace/patio

Airport Beach Hotel

2.0 star property
8.6 out of 10, Excellent, (217)
"Great staff, Lucy enjoyed her stay"
The price is NZ$211
includes taxes & fees
18 Aug - 19 Aug
Airport Beach Hotel
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Private beach, white sand, sun-loungers, beach towels

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

3.5 star property
6.4 out of 10, (1008)
"I loved the resort! Great amenities!"
The price is NZ$328
includes taxes & fees
21 Aug - 22 Aug
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Sundeck

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

5.0 star property
8.2 out of 10, Very good, (1006)
"Excellent overall, would visit again"
The price is NZ$685
includes taxes & fees
15 Sept - 16 Sept
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Deja Resort All Inclusive
On the beach, white sand, beach towels

Deja Resort All Inclusive

3.5 star property
8.0 out of 10, Very good, (1332)
"Nice resort"
The price is NZ$331
includes taxes & fees
17 Sept - 18 Sept
Deja Resort All Inclusive
Negril Tree House Resort
Lunch and dinner served

Negril Tree House Resort

3.0 star property
9.0 out of 10, Wonderful, (632)
"Everything was excellent. The food and staff were amazing. "
The price is NZ$299
includes taxes & fees
31 Aug - 1 Sept
Negril Tree House Resort
Verney House Resort
Meeting facility

Verney House Resort

3.0 star property
7.4 out of 10, Good, (257)
"Just dated staff were lovely Shereen & Sanjay"
The price is NZ$125
includes taxes & fees
18 Aug - 19 Aug
Verney House Resort
Mirage Resort - Clothing Optional - Adults Only
Balcony

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
SeaGarden Beach Resort - All Inclusive
Property amenity

SeaGarden Beach Resort - All Inclusive

3.5 star property
7.6 out of 10, Good, (2982)
"Pleasant and awesome beach!"
The price is NZ$336
includes taxes & fees
1 Sept - 2 Sept
SeaGarden Beach 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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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

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

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

10/10 Excellent
"The property was clean polite staff good food options and could use all 3 resorts. Imani was very sweet at the front desk and Donna over at Breathless on the roof top restaurant was amazing. Made our anniversary very special "
Wayne 4-night trip
Posted 8 hours ago
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

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 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 holiday rentals that Middlesex has to offer?

Stunning Ocean View: This holiday home rental outside of Middlesex is located by the ocean, and has an outdoor pool, a balcony and a BBQ 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 garden. 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 are some accommodation options with pools in Middlesex?

Grand Palladium Lady Hamilton Resort & Spa All Inclusive: Features 5 outdoor swimming pools, a children's pool and a private beach. Grand Palladium Jamaica Resort & Spa All Inclusive and SeaGarden Beach Resort - All Inclusive are two additional hotels with an on-site pool. View all hotels with pools 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 1485 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 Tryall Golf Club 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.