56+ Rental Villas and Private Getaways in Middlesex |
  1. Jamaica
  2. Hanover
  3. Montego Bay
  4. Middlesex

Middlesex Vacation Rentals & One Degree Stays Homes

About Middlesex Vacation Rentals

There are more than 56 vacation rentals that are available in Middlesex. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Middlesex.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Middlesex, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Middlesex. Places to stay near Middlesex are 410.42 ft² on average, with prices averaging US $936 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Middlesex with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Show more
Show less

Top Rental Accommodation Types in Middlesex

Type Count
Vacation Homes 21
Villas 17
Holiday Apartments 12

Use these Quick Filters to Find a Vacation Rental in Middlesex

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Middlesex.

Top Attractions Around Middlesex, JM

OneDegreeStays offers a large selection of top attractions around Middlesex. Research things to do on your vacation before you visit Middlesex.


Seven Mile Beach
Hip Strip
Doctor's Cave Beach
Montego Bay Cruise Ship Terminal
Negril Cliffs
Montego Bay Marine Park
Bloody Bay Beach
Negril Lighthouse
Jamaica Beaches
Bloody Bay
Tryall Golf Club
AquaSol Theme Park
Dead End Beach
Kool Runnings Water Park
Rocklands Bird Sanctuary
Hedonism II
Half Moon Beach
Negril Hills Golf Club
Sam Sharpe Square
Cornwall Regional Hospital

Frequently Asked Questions About Middlesex?

What are the top vacation rentals in Middlesex?

There are a lot of options in Middlesex. If you plan on staying in the Middlesex area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middlesex:

Which vacation homes in Middlesex are best for families?

If you are looking for a family-friendly vacation home in Middlesex, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middlesex:

How many onedegreestays vacation rentals are available in Middlesex?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 56 in the Middlesex area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Middlesex. 


People Also Ask

There are 56 Middlesex, JM Vacation Rentals

Recently Booked Vacation Rentals in Middlesex