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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Middlesex holiday rentals

Basic Loft | View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is 2.514.747 ₫
2.918.257 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Claudeville Condo
Restaurant

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is 2.840.184 ₫
3.150.500 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Sky Beach Rooms
View from property

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.4 out of 10, (85 reviews)
"The view is amazing just imagine waking to a beautiful blue ocean. Walking distance to the beach and the best restaurants, I recommend this place any day and the price is right.."
United States
Natalie
The price is 3.242.543 ₫
4.438.971 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Montego Bay Club Beach Resort
Exterior

La Costa Villa

La Costa Villa
3.0 star property
Montego Bay
The price is 19.723.500 ₫
24.023.223 ₫ total
includes taxes & fees
28 Jun - 29 Jun
La Costa Villa
House, 2 Bedrooms, Smoking, Balcony | Balcony

Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
9.0 out of 10, Wonderful, (2 reviews)
"Great atmosphere and awesome service. Clean and spacious apartment with a modern touch. Definitely looking forward to a future stay"
United States
Shantel
The price is 3.089.271 ₫
3.578.698 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Modern Home 10minstobeach, Private Cliff, AC Wifi
Standard Studio Suite | Free WiFi

Grassroots Negril

Grassroots Negril
3.0 star property
West End
The price is 1.710.800 ₫
2.388.540 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Grassroots Negril
Property grounds

Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (62 reviews)
"Second time staying here.. reasonably priced, low-key idyllic spot"
United States
Elizabeth
The price is 3.155.760 ₫
3.970.998 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Beach House Condos Negril
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 10.650.690 ₫
13.589.492 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Casia Villa
Terrace/patio

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is 13.149.000 ₫
15.147.649 ₫ total
includes taxes & fees
2 Jul - 3 Jul
The Shallhome
Premium Cottage, 1 Queen Bed, Pool View | Balcony view

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (153 reviews)
"We did not use the hot tub put the pool area including the hot tub looked very relaxing. Located in a beautiful garden area "
Canada
Faye
The price is 5.142.837 ₫
5.683.524 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Villas Sur Mer
Family Townhome, 2 Bedrooms, Kitchen, Ocean View | In-room dining

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (14 reviews)
"Clean and beautiful scenery! Needed assistance after hours and the manager responded quickly to my questions and concerns. Would book again"
United States
Willie
The price is 14.042.343 ₫
19.330.753 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Stunning Ocean View
2 outdoor pools, free pool cabanas, pool umbrellas

Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is 3.727.741 ₫
6.285.550 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Sunshine Seashore Escape Jamaica
Beach nearby, white sand, beach towels

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is 6.285.222 ₫
8.832.183 ₫ total
includes taxes & fees
4 Jul - 5 Jul
Hospitality Expert CP
Sun deck

Little Waters on the Cliff

Little Waters on the Cliff
4.0 star property
West End
10.0 out of 10, Exceptional, (2 reviews)
"Spectacular views of the sunset, and a very comfortable, spacious place with everything you need for a upscale comfortable stay. The pool is perfect to cool down in after getting the sunny exposure the afternoons provide. The staff is fantastic Delkia and Rose are exceptional the meals were fantastic and Delkia is outstanding at arranging any tours or transportation you may need or want. On site security at night makes for great peace of mind as well. We really enjoyed the cliffs for our own...
Canada
Anonymous traveller
The price is 30.681.088 ₫
35.309.549 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Little Waters on the Cliff
Exterior

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is 2.662.672 ₫
3.088.371 ₫ total
includes taxes & fees
3 Jul - 4 Jul
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
Studio | Blackout curtains, iron/ironing board, free WiFi

Eleven30 Luxury Apartments

Eleven30 Luxury Apartments
3.0 star property
Negril
The price is 3.195.207 ₫
3.731.029 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Eleven30 Luxury Apartments
Beach towels

Montego Bay Club Apartments

Montego Bay Club Apartments
3.0 star property
Hip Strip
7.4 out of 10, Good, (76 reviews)
"It was a nice stay."
United States
Leslyn
The price is 3.668.571 ₫
5.165.585 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Montego Bay Club Apartments
Exterior

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
The price is 2.485.161 ₫
3.410.193 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Unity Villa
Front of property

Unity Villa

Unity Villa
3.0 star property
Montego Bay
The price is 1.709.370 ₫
2.432.565 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Unity Villa
House, 3 Bedrooms, Smoking, Patio | Exterior

Sunny-shore Hideaway

Sunny-shore Hideaway
2.0 star property
Lucea
The price is 4.060.761 ₫
6.698.715 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Sunny-shore Hideaway
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

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

8/10 Good
"Smaller property not your usual all inclusive."
KENNEDY 4-night trip
Posted 4 hours ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Frequently asked questions

Can I find holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Hope Botanical Garden and Zoo, or get out into nature at a spot like Seven Mile Beach. Half Moon Beach and Bloody Bay Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for small groups.