Holiday Rentals in Middlesex

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Our top choices for Middlesex holiday rentals

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 €185
includes taxes & fees
14 Jan - 15 Jan
Villas Sur Mer

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

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (22 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is €103
includes taxes & fees
13 Jan - 14 Jan
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

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

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
3.5 star property
Montego Bay
The price is €333
includes taxes & fees
13 Jan - 14 Jan
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.2 out of 10, (46 reviews)
"Room was neglected and unclean. Ceiling tile was missing. Sheets had fluids on them. Received a room that was not pictured in the booking "
United States
kayla
The price is €130
includes taxes & fees
16 Jan - 17 Jan
Montego Bay Club Beach Resort

Negril Beachside

Negril Beachside
2.0 star property
Negril
The price is €157
includes taxes & fees
13 Jan - 14 Jan
Negril Beachside

Wabi-Sabi Villa

Wabi-Sabi Villa
5.0 star property
Lucea
10.0 out of 10, Exceptional, (2 reviews)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
United States
Andrea
Wabi-Sabi Villa

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 €205
includes taxes & fees
21 Jan - 22 Jan
Beach House Condos Negril

Montego Bay Club Apartments

Montego Bay Club Apartments
4.0 star property
Hip Strip
7.4 out of 10, Good, (46 reviews)
"The room was well equipped, bed was comfortable and close to everything. We'll definitely be back. "
United States
niesha
The price is €164
includes taxes & fees
13 Jan - 14 Jan
Montego Bay Club Apartments

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is €206
includes taxes & fees
13 Jan - 14 Jan
Nianna Chatham

Blue Seas Two Unity Hall

Blue Seas Two Unity Hall
3.0 star property
Montego Bay
The price is €479
includes taxes & fees
13 Jan - 14 Jan
Blue Seas Two Unity Hall

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is €495
includes taxes & fees
13 Jan - 14 Jan
The Shallhome

Unity Villa

Unity Villa
3.0 star property
Montego Bay
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
The price is €79
includes taxes & fees
13 Jan - 14 Jan
Unity Villa

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is €156
includes taxes & fees
13 Jan - 14 Jan
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (11 reviews)
"The view and ambience was pure bliss!"
United States
Roxanne
The price is €556
includes taxes & fees
18 Jan - 19 Jan
Stunning Ocean View

Sunny-shore Hideaway

Sunny-shore Hideaway
2.0 star property
Lucea
The price is €220
includes taxes & fees
11 Feb - 12 Feb
Sunny-shore Hideaway

Oceanview 1-bed Apt w/ Pool, Bar & Beach Access

Oceanview 1-bed Apt w/ Pool, Bar & Beach Access
3.0 star property
Montego Bay
6.0 out of 10, (2 reviews)
"The Oceanview was prefect. Allowed me to stay for an additional tonight with discount. Neighbors very friendly and helpful. The pool stays open 24 hours. Need a pass to get on the beach which locks at 6 pm. The Restaurant was great not over priced menu. There's a bar/gift shop on the premise. "
United States
Kinshasha
The price is €59
includes taxes & fees
1 Feb - 2 Feb
Oceanview 1-bed Apt w/ Pool, Bar & Beach Access

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is €365
includes taxes & fees
13 Jan - 14 Jan
Casia Villa
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

Find out more about Middlesex

Everything you need to know about Middlesex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex holiday rentals we have selected for you start as low as €72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL: This holiday home rental outside of Middlesex has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, an oven and a microwave.

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.