Middlesex Holiday Rentals

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Our top choices for Middlesex holiday rentals

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is NZ$360
includes taxes & fees
25 May - 26 May
Hospitality Expert CP

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 NZ$190
includes taxes & fees
25 May - 26 May
Claudeville Condo

Montego Bay Club Apartments

Montego Bay Club Apartments
4.0 star property
Hip Strip
7.4 out of 10, Good, (69 reviews)
"Wonder place I would stay there again nice view and very clean"
United States
Germaine
The price is NZ$258
includes taxes & fees
25 May - 26 May
Montego Bay Club Apartments

Eleven30 Luxury Apartments

Eleven30 Luxury Apartments
3.0 star property
Negril
The price is NZ$243
includes taxes & fees
25 May - 26 May
Eleven30 Luxury Apartments

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)
"The property wasn’t as clean, especially the bathroom and the ac in one of the rooms isn’t working. Overall it’s good for the price"
United States
Brianna
The price is NZ$212
includes taxes & fees
26 May - 27 May
Modern Home 10minstobeach, Private Cliff, AC Wifi

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 NZ$771
includes taxes & fees
24 June - 25 June
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

Deluxe appartment at Point village

Deluxe appartment at Point village
3.0 star property
West End
9.0 out of 10, Wonderful, (13 reviews)
"The apartment is nice, comfortable and accommodating."
United States
Nikki
The price is NZ$199
includes taxes & fees
25 May - 26 May
Deluxe appartment at Point village

Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (60 reviews)
"Excellent property, with only 13 rooms there is no hustle and bustle. Very clean and everything you need to enjoy your stay. Would definitely become a repeat visitor."
Canada
Vincent
The price is NZ$258
includes taxes & fees
25 May - 26 May
Beach House Condos Negril

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.4 out of 10, (78 reviews)
"Amazing view great service super safe "
United States
Shavone
The price is NZ$289
includes taxes & fees
25 May - 26 May
Montego Bay Club Beach Resort

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 NZ$222
includes taxes & fees
25 May - 26 May
Unity Villa

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is NZ$884
includes taxes & fees
25 May - 26 May
Casia Villa

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is NZ$941
includes taxes & fees
24 June - 25 June
The Shallhome

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 NZ$1,082
includes taxes & fees
25 May - 26 May
Stunning Ocean View

Idle Awhile Cliffs

Idle Awhile Cliffs
4.0 star property
West End
9.0 out of 10, Wonderful, (121 reviews)
"Staying at Idle awhile cliff is a great stay, however be aware of the very idle vibe. Things are extremely relaxed. Most people go out for dinner in the evenings, so staff is normally gone by 7pm on the dot. This property has so much potential but I am afraid it’s a tad bit neglected because it is the smaller of the 3 properties. The concept of the room is amazing. At night it’s extremely dark in this area and away from most of what’s happening on the west end. Upon arriving we notice a few...
United States
Annie-Kay
The price is NZ$408
includes taxes & fees
25 May - 26 May
Idle Awhile Cliffs

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 NZ$158
includes taxes & fees
21 June - 22 June
Unity Villa

La Costa Villa

La Costa Villa
3.0 star property
Montego Bay
The price is NZ$1,562
includes taxes & fees
25 May - 26 May
La Costa Villa

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is NZ$192
includes taxes & fees
26 May - 27 May
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

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 NZ$447
includes taxes & fees
16 June - 17 June
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

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 NZ$370
includes taxes & fees
27 May - 28 May
Villas Sur Mer

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 NZ$187
includes taxes & fees
25 May - 26 May
Sky Beach Rooms
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, 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 NZ$187 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?

Modern Home 10minstobeach, Private Cliff, AC Wifi: This holiday home rental outside of Middlesex comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

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.