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Top Holiday Rentals in Middlesex

Our top choices for Middlesex holiday rentals

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is ₹6,792
₹7,560 total
includes taxes & fees
27 Sept - 28 Sept
Villas Sur Mer

Sand and Blue Seas

3.0 star property
8.2 out of 10, Very good, (127)
"They were so friendly and hospitable. "
Sand and Blue Seas

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (37)
"I enjoyed my stay, the location was great."
The price is ₹9,913
₹14,572 total
includes taxes & fees
20 Sept - 21 Sept
Montego Bay Club Apartments

Beach House Condos Negril

3.5 star property
9.0 out of 10, Wonderful, (56)
"Pro: separate AC in all rooms. Fully equipped kitchen. Clean. Approachable and helpful staff. Con: no toiletries. Tiny private beach with only four dry grass beach umbrellas. "
The price is ₹10,574
₹13,305 total
includes taxes & fees
14 Sept - 15 Sept
Beach House Condos Negril

Idle Awhile Cliffs

3.5 star property
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
Idle Awhile Cliffs

Dalley's Cozy Apartments

3.0 star property
8.8 out of 10, Excellent, (8)
"The location was great walking distance to everything was easy "
Dalley's Cozy Apartments

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"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 "
Unity Villa

MoBay Life

2.5 star property
4.0 out of 10, (2)
"The property is in a great location to be able to walk into the town, harmony park beach, and the hip strip. That was the only plus "
MoBay Life

Montego Bay Club Beach Resort

3.5 star property
4.4 out of 10, (39)
"Good location and Great view of the Caribbean Sea"
The price is ₹9,516
₹13,235 total
includes taxes & fees
1 Oct - 2 Oct
Montego Bay Club Beach Resort

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"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."
The price is ₹5,727
₹8,151 total
includes taxes & fees
20 Sept - 21 Sept
Unity Villa

Seascape Apartment

2.5 star property
7.6 out of 10, Good, (10)
"The owner daughter Ash was on the property handling it. She is beyond a sweetheart and very helpful!! ❤️This by far is the best Apartment style home where I felt safe and like as if I was surrounded by family! You will not make a bad choice by staying here for your vacation. It is in the center of everything car rental, grocery store and 7 mile beachfront is literally a walk across the street easy access!! I give this property a 10+"
Seascape Apartment

Ocean View Suit-Montego Bay Club Resort

3.5 star property
Ocean View Suit-Montego Bay Club Resort

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (19)
"Was comfortable and safe "
Monimo Ridge Suites

Solet's Paradise Negril

2.5 star property
9.8 out of 10, Exceptional, (9)
"Great little gem in Negril.If you are looking for a nice relaxing place away from the hustle and bustle, this is the place. Rooms are beautiful and the staff was awesome. would absolutely stay again. Dave"
Solet's Paradise Negril

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

4.0 star property
The price is ₹7,644
₹8,879 total
includes taxes & fees
16 Sept - 17 Sept
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

Stunning Ocean View

4.0 star property
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
The price is ₹40,310
₹57,018 total
includes taxes & fees
15 Sept - 16 Sept
Stunning Ocean View

Idle Awhile Villas

4.0 star property
10.0 out of 10, Exceptional, (15)
"The property was beautiful and the service was phenomenal. We had an amazing chef Raquel and butler Ryan. They accommodated our every need and Ryan had a lot of great recommendations for restaurants and activities. Would love to come back!!"
Idle Awhile Villas

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

3.5 star property
The price is ₹11,980
₹29,642 total
includes taxes & fees
11 Sept - 12 Sept
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

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

3.0 star property
The price is ₹6,423
₹13,567 total
includes taxes & fees
14 Sept - 15 Sept
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

Sunrise at Point Village

2.5 star property
Sunrise at Point Village
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

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?

Stunning Ocean View: This holiday home rental outside of Middlesex is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a terrace and a private garden.

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 Tryall Golf Club 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.