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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Middlesex holiday rentals

Daily cooked-to-order breakfast for a fee

Idle Awhile Cliffs

Idle Awhile Cliffs
3.5 star property
West End
9.0 out of 10, Wonderful, (119 reviews)
"Friendly staff, excellent customer service. Enjoyed the ambience and accommodations. Clean and pleasant."
United States
Nayana
Idle Awhile Cliffs
Basic Loft | View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (23 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo
Property grounds

Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (57 reviews)
"The unit was better than expected, very spacious, clean, and full of amenities. Furniture, beds, snd AC all great! I will be returning snd rentong beach view. Great prices too! Restaurant served one of the best ackee and saltfish breakfastvall trip! Security was also vey friendly abd generous!"
United States
Mark
The price is ₹15,695
₹19,711 total
includes taxes & fees
19 Feb - 20 Feb
Beach House Condos Negril
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
Unity Villa
Villa, 2 Bedrooms | 2 bedrooms, desk, laptop workspace, iron/ironing board

YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning

YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
3.5 star property
Montego Bay
6.0 out of 10, (2 reviews)
"They was not any bed spread provided for one of the bed. The room -the the pressing iron for clothing was burn as shown in yhe picture. That's the first time ever wearing my nee suit smh. The flooring need cleaning The electronic not functional period. The bathroom shower dirty. The walls was stripping and needs of painting. The windows shows mold and grime No bathroom soap was provides The kitchen no soap was provides until later the following day smh. Things to wash pons and plates wasnt...
United States
Kenean
The price is ₹10,208
₹30,004 total
includes taxes & fees
31 Jan - 1 Feb
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
Beach towels

Montego Bay Club Apartments

Montego Bay Club Apartments
4.0 star property
Hip Strip
7.4 out of 10, Good, (50 reviews)
"The room was well equipped, bed was comfortable and close to everything. We'll definitely be back. "
United States
niesha
The price is ₹12,107
₹17,233 total
includes taxes & fees
31 Jan - 1 Feb
Montego Bay Club Apartments
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, (149 reviews)
"Amazing as always!!! "
United States
ronesha
The price is ₹15,960
₹17,647 total
includes taxes & fees
11 Feb - 12 Feb
Villas Sur Mer
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

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

10/10 Excellent
"Staff was amazing. The beach was immaculate and there were plenty of amenities for all. "
Bianca 2-night trip
Posted 4 days ago
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Find out more about Middlesex

Holiday Rentals in Middlesex

Search for holiday rentals in Middlesex on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Middlesex using one of the methods below:

  • View our selection of featured holiday rentals in Middlesex
  • Use the map to find apartments and other holiday homes in the Middlesex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlesex while they last

Look no further and take a look at our great range of rental properties in Middlesex!

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 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.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Kool Runnings Water Park, 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.