Middlesex holiday rentals

We found 209 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Middlesex to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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    Enjoy full kitchens, laundry, pools, gardens and more
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Find the perfect holiday rental for your Middlesex getaway

Learn about the unique charm of Middlesex with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Middlesex

Are you hoping to find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Middlesex a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Tryall Golf Club (8.6 mi / 13.8 km)
  • Kool Runnings Water Park (11.7 mi / 18.8 km)
  • Negril Hills Golf Club (13.1 mi / 21.1 km)
  • Hope Botanical Garden and Zoo (14.8 mi / 23.8 km)

Exploring the natural features in Middlesex

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Middlesex is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Seven Mile Beach (13.1 mi / 21.1 km)
  • Bloody Bay Beach (11.3 mi / 18.2 km)
  • Bloody Bay (11.3 mi / 18.2 km)
  • Freeport Peninsula (15.9 mi / 25.6 km)
  • Half Moon Beach (7.8 mi / 12.5 km)
  • Booby Cay (12.1 mi / 19.5 km)

Transport options to and around Middlesex

The nearest airport is in Montego Bay (MBJ-Sir Donald Sangster Intl.), located 18.3 mi (29.5 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Middlesex?
Season, length of stay and property type are among the factors that can affect the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cabins to sprawling luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Middlesex?
The average price for a holiday home by the beach in Middlesex will depend on when you'll be there and the style and size of property you're looking for. You can find prices quickly and easily on Stayz by entering your dates of travel. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, like WiFi, a pool and air conditioning.
What are the top attractions for families in Middlesex?
Keep the kids busy at these top family-friendly attractions in Middlesex:

  • Half Moon Beach
  • Tryall Golf Club
  • Headland

How old do you have to be to rent a holiday home in Middlesex?
We recommend checking with the Middlesex holiday home you're looking at on Stayz as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Middlesex for?
The length of time you can book a holiday home in Middlesex varies according to the property. Just enter your selected travel dates to view a list of options offering extended stays. With plenty of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to find someplace just right to call your home away from home in Middlesex.

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