Middlesex Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Middlesex

Villas Sur Mer
Premium Cottage, 1 Queen Bed, Pool View | Balcony view

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is ₩131,704
₩146,261 total
includes taxes & fees
Sep 27 - Sep 28
Villas Sur Mer
Sand and Blue Seas
Outdoor dining

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
Beach towels

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (37)
"Great location "
The price is ₩155,965
₩236,200 total
includes taxes & fees
Sep 7 - Sep 8
Montego Bay Club Apartments
Beach House Condos Negril
Restaurant

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 ₩166,363
₩209,340 total
includes taxes & fees
Sep 13 - Sep 14
Beach House Condos Negril
Idle Awhile Cliffs
Outdoor pool, pool umbrellas, sun loungers

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!"
The price is ₩232,389
₩291,872 total
includes taxes & fees
Sep 7 - Sep 8
Idle Awhile Cliffs
Dalley's Cozy Apartments
Balcony view

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
Electric kettle, toaster

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 "
The price is ₩131,011
₩179,776 total
includes taxes & fees
Sep 7 - Sep 8
Unity Villa
MoBay Life
Apartment, Beach View | Bed sheets

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
View from property

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 ₩149,727
₩208,231 total
includes taxes & fees
Oct 1 - Oct 2
Montego Bay Club Beach Resort
Unity Villa
Front of property

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 ₩90,113
₩128,237 total
includes taxes & fees
Sep 12 - Sep 13
Unity Villa
Seascape Apartment
Exterior

Seascape Apartment

2.5 star property
7.6 out of 10, Good, (9)
"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
Outdoor pool

Ocean View Suit-Montego Bay Club Resort

3.5 star property
Ocean View Suit-Montego Bay Club Resort
Monimo Ridge Suites
Property grounds

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (19)
"Was comfortable and safe "
The price is ₩132,571
₩153,842 total
includes taxes & fees
Sep 7 - Sep 8
Monimo Ridge Suites
Solet's Paradise Negril
Beach/ocean view

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
Deluxe Double Room | Terrace/patio

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

4.0 star property
The price is ₩143,177
₩166,040 total
includes taxes & fees
Sep 7 - Sep 8
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
Stunning Ocean View
Family Townhome, 2 Bedrooms, Kitchen, Ocean View | In-room dining

Stunning Ocean View

4.0 star property
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
The price is ₩634,218
₩897,100 total
includes taxes & fees
Sep 7 - Sep 8
Stunning Ocean View
Idle Awhile Villas
Luxury Villa, 5 Bedrooms | Outdoor pool | 4 outdoor pools

Idle Awhile Villas

4.0 star property
10.0 out of 10, Exceptional, (14)
"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
Villa, 4 Bedrooms | Property grounds

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

3.5 star property
The price is ₩188,490
₩466,375 total
includes taxes & fees
Sep 7 - Sep 8
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
Sunrise at Point Village
On the beach

Sunrise at Point Village

2.5 star property
Sunrise at Point Village
Nianna Chatham
Beach nearby, white sand, beach towels

Nianna Chatham

2.5 star property
The price is ₩214,886
₩331,687 total
includes taxes & fees
Sep 7 - Sep 8
Nianna Chatham
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

10/10 Excellent
"Place is still fairly new. About a 30 minute ride from Negril if you want to go off property but there is a ton to do on the resort. Staff was extremely friendly. Restaurants were fantastic for what you get at a resort and the beach on the property was perfect. So many great views around it. Family side and adults-only side makes it easy for everyone to enjoy themselves. 10/10 recommend. "
David 3-night trip
Posted 5 days ago
Princess Senses The Mangrove Resort - Adults Only

Find out more about Middlesex

Find out more about Middlesex

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

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

Yes, we have vacation rentals near popular local attractions in Middlesex, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Middlesex has to offer?

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL: Visitors like this Middlesex vacation home rental. It 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 Tryall Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Middlesex?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Middlesex. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.