4297+ Rental Villas and Private Getaways in Middlesex County |
  1. Jamaica
  2. Middlesex County

Middlesex County Vacation Rentals & One Degree Stays Homes

About Middlesex County Vacation Rentals

There are more than 4297 vacation rentals that are available in Middlesex County. 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 County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Middlesex County, 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 County. Places to stay near Middlesex County are 1038.94 ft² on average, with prices averaging US $619 a night.

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

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Top Rental Accommodation Types in Middlesex County

Type Count
Vacation Homes 1456
Villas 1202
Holiday Apartments 1187
Cottages 47

Use these Quick Filters to Find a Vacation Rental in Middlesex County

★ 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 County.

Top Attractions Around Middlesex County, JM

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


Dunn's River Falls
Dolphin Cove
Mystic Mountain
Jamaica Beaches
Green Grotto Caves
Hellshire Beach
Mahogany Beach
Turtle River Park
Ocho Rios Fort
Runaway Bay Beach
Golf Club at Jewel Runaway Bay
Fern Gully
Mega Mart
Shaw Park Gardens
Puerto Seco Beach Park
Ocho Rios Clock Tower
Cool Blue Hole
Maima Seville Great House & Heritage Park
Fort Clarence Beach
Ocho Rios Baptist Church

Other Places to Stay in Middlesex County, JM


Jamaica 8,347 Properties
North Coast 4,696 Properties
Saint Ann 1,777 Properties
Ocho Rios 1,491 Properties
Ocho Rios 978 Properties
Clarendon 695 Properties
Thompson Town 670 Properties
Saint Catherine 667 Properties
Morgans Pass 637 Properties
Saint Mary 405 Properties
Portmore 318 Properties
St. Ann's Bay 298 Properties

Frequently Asked Questions About Middlesex County?

What are the top vacation rentals in Middlesex County?

There are a lot of options in Middlesex County. If you plan on staying in the Middlesex County 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 County:

How many vacation rentals have private pools in Middlesex County?

There are 681 vacation rentals with private pools near Middlesex County. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Middlesex County are best for families?

If you are looking for a family-friendly vacation home in Middlesex County, 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 County:

How many onedegreestays vacation rentals are available in Middlesex County?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 4297 in the Middlesex County 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 County. 

Nearby Neighborhood (13) 
Neighborhood Property Count
Caribbean Estates Vacation Rentals in Middlesex County, JM 47
Mammee Bay Estates Vacation Rentals in Middlesex County, JM 36
River Oaks Vacation Rentals in Middlesex County, JM 1287
Great Pond Vacation Rentals in Middlesex County, JM 1143
New Buckfield Vacation Rentals in Middlesex County, JM 1123
Spanish Town Zone Vacation Rentals in Middlesex County, JM 121
Bridgeport Vacation Rentals in Middlesex County, JM 326
Crystal Cove Vacation Rentals in Middlesex County, JM 1209
Caribbean Park Vacation Rentals in Middlesex County, JM 427
Greenwich Estate Vacation Rentals in Middlesex County, JM 471
West Cumberland Vacation Rentals in Middlesex County, JM 327
Cave Hill Estate Vacation Rentals in Middlesex County, JM 41
Horizon Park Vacation Rentals in Middlesex County, JM 114

People Also Ask

There are 4297 Middlesex County, JM Vacation Rentals

Recently Booked Vacation Rentals in Middlesex County