Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Middlesex vacation rentals

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
The price is ₩97,592
₩138,880 total
includes taxes & fees
Mar 21 - Mar 22
Unity Villa
House, 2 Bedrooms, Smoking, Balcony | Balcony

Vacation Home in Negril

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great atmosphere and awesome service. Clean and spacious apartment with a modern touch. Definitely looking forward to a future stay"
United States
Shantel
The price is ₩120,416
₩139,975 total
includes taxes & fees
Apr 1 - Apr 2
Modern Home 10minstobeach, Private Cliff, AC Wifi
Beach nearby, white sand, beach towels

Vacation Home in Hip Strip

Nianna Chatham
2.5 star property
The price is ₩392,969
₩543,059 total
includes taxes & fees
Mar 21 - Mar 22
Nianna Chatham
Exterior

Vacation Home in Negril

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
The price is ₩151,285
₩175,472 total
includes taxes & fees
Mar 25 - Mar 26
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
Terrace/patio

Apartment in Montego Bay

The Shallhome
3.0 star property
The price is ₩747,090
₩860,648 total
includes taxes & fees
Mar 25 - Mar 26
The Shallhome
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
Studio | Blackout drapes, iron/ironing board, free WiFi

Apartment in Negril

Eleven30 Luxury Apartments
3.0 star property
Eleven30 Luxury Apartments
Villa, 4 Bedrooms | Property grounds

Villa in Montego Bay

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
3.5 star property
The price is ₩230,268
₩607,716 total
includes taxes & fees
Mar 22 - Mar 23
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
Comfort House | Private kitchen | Full-size fridge, oven, stovetop, cookware/dishes/utensils

Vacation Home in Montego Bay

Casia Villa
3.0 star property
The price is ₩605,143
₩772,117 total
includes taxes & fees
Mar 25 - Mar 26
Casia Villa
View from property

Condo resort in Hip Strip

Montego Bay Club Beach Resort
3.5 star property
4.4 out of 10, (57 reviews)
"The ocean view and street view from the 4th floor were great. Our morning coffee and breakfast were fantastic on the balcony."
Canada
Dean
The price is ₩184,233
₩252,211 total
includes taxes & fees
Mar 25 - Mar 26
Montego Bay Club Beach Resort
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

Villa in Montego Bay

La Costa Villa
3.0 star property
The price is ₩1,120,635
₩1,364,934 total
includes taxes & fees
Mar 25 - Mar 26
La Costa Villa
Front of property

Villa in Lucea

Wabi-Sabi Villa
5.0 star property
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
Family Townhome, 2 Bedrooms, Kitchen, Ocean View | Building design

Vacation Home in Negril

Stunning Ocean View
4.0 star property
10.0 out of 10, Exceptional, (12 reviews)
"The view and ambience was pure bliss!"
United States
Roxanne
The price is ₩797,847
₩1,098,321 total
includes taxes & fees
Mar 25 - Mar 26
Stunning Ocean View
Property grounds

Aparthotel in Negril

Beach House Condos Negril
3.5 star property
9.0 out of 10, Wonderful, (57 reviews)
"It was like staying in a 5 star hotel. Was comfortable like home. Rooms were spotless. Beautiful ambiance and clean grounds. Staff was professional and pleasant. "
United States
Tamar
The price is ₩255,505
₩320,875 total
includes taxes & fees
Mar 21 - Mar 22
Beach House Condos Negril
Beach towels

Apartment in Hip Strip

Montego Bay Club Apartments
4.0 star property
7.4 out of 10, Good, (58 reviews)
"Had a great view."
United States
Joyce
The price is ₩215,162
₩301,226 total
includes taxes & fees
Mar 30 - Mar 31
Montego Bay Club Apartments
Outdoor pool, pool umbrellas, sun loungers

Villa in West End

Idle Awhile Cliffs
4.0 star property
9.0 out of 10, Wonderful, (120 reviews)
"Friendly staff, excellent customer service. Enjoyed the ambience and accommodations. Clean and pleasant."
United States
Nayana
Idle Awhile Cliffs
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 ₩140,513
₩412,017 total
includes taxes & fees
Apr 19 - Apr 20
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Reception

Aparthotel in Negril

Negril Beachside
2.0 star property
8.0 out of 10, Very Good, (1 review)
The price is ₩191,255
₩226,816 total
includes taxes & fees
Apr 19 - Apr 20
Negril Beachside
House, 3 Bedrooms, Smoking, Patio | Exterior

Vacation Home in Lucea

Sunny-shore Hideaway
2.0 star property
The price is ₩229,598
₩378,836 total
includes taxes & fees
Apr 1 - Apr 2
Sunny-shore Hideaway
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

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

6/10 Okay
"The hotel was lovely. The food was great. The staff was amazing. BUT the management/ownership is awful. We waited and waited and waited "
Andrea 7-night trip
Posted 3 hours ago
Princess Grand Jamaica Resort - All Inclusive

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
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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?

Deluxe appartment at Point village: Visitors like this Middlesex vacation home rental. It has air-conditioning and cable 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 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.