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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Middlesex holiday rentals

Basic Loft | View from room

Apartment in Montego Bay

Claudeville Condo
3.0 star property
8.6 out of 10, Excellent, (24 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo
Front of property

Apartment in Montego Bay

Unity Villa
3.0 star property
8.0 out of 10, Very good, (1 review)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
Unity Villa
House, 2 Bedrooms, Smoking, Balcony | Balcony

Holiday Home in Negril

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
The price is ฿2,569
฿2,985 total
includes taxes & fees
28 Feb - 1 Mar
Modern Home 10minstobeach, Private Cliff, AC Wifi
Exterior

Apartment in Montego Bay

Unity Villa
3.0 star property
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
Exterior

Holiday Home in Negril

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
The price is ฿3,146
฿3,649 total
includes taxes & fees
3 Mar - 4 Mar
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
Villa, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi

Villa in Montego Bay

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is ฿2,542
฿8,005 total
includes taxes & fees
28 Feb - 1 Mar
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
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

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

10/10 Excellent
"We loved everything about Sunset at the Palms! It was so beautiful... such a vibe! Stone, dark carved wood, art and gorgeous plants EVERYWHERE. We immediately felt calm and relaxed. The rooms were clean and comfortable. The food and drinks were great. The beach was stunning, and it was so fun hanging at the pool bar. The spa was wonderful as well... great couples massage! I can not say enough about the staff! Everyone, and I mean EVERYONE was so nice, extremely competent and super helpful. Shout out to Piano Paul, who made each night so fun and memorable!"
Jaclynn 4-night trip
Posted 15 hours ago
Sunset at the Palms Resort - Adults Only - All Inclusive

Find out more about Middlesex

Search for holiday rentals in Middlesex on Expedia! 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
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  • 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 a plasma 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.