4161+ Private Villas and Holiday Rentals in Middlesex County |
  1. Jamaica
  2. Middlesex County

Middlesex County Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Middlesex County

Discover more than 4161 vacation rentals available in Middlesex County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Middlesex County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Middlesex County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Middlesex County. On average, places to stay near Middlesex County offer 1087.21 ft², with nightly prices averaging US $611.

With Casai, finding and comparing holiday rentals in Middlesex County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Middlesex County

Type Count
Vacation Homes 1418
Villas 1173
Holiday Apartments 1145
Cottages 45

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Middlesex County.

Top Attractions Around Middlesex County, JM

Casai 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 7,978 Properties
North Coast 4,496 Properties
Saint Ann 1,697 Properties
Ocho Rios 1,420 Properties
Ocho Rios 928 Properties
Clarendon 671 Properties
Thompson Town 650 Properties
Saint Catherine 632 Properties
Morgans Pass 606 Properties
Saint Mary 391 Properties
Portmore 295 Properties
St. Ann's Bay 288 Properties

Frequently Asked Questions About Middlesex County?

What are the top holiday rentals in Middlesex County?

With numerous options available in Middlesex County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Middlesex County:

How many holiday rentals have private pools in Middlesex County?

Discover a selection of holiday rentals with private pools near Middlesex County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Middlesex County are best for families?

If you're searching for a family-friendly holiday home in Middlesex County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Middlesex County:

How many Casai.com holiday rentals are available in Middlesex County?

As of 2025, Casai boasts over 4161 properties listed in the Middlesex County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Middlesex County.

Nearby Neighborhood (13) 
Neighborhood Property Count
Caribbean Estates Vacation Rentals in Middlesex County, JM 44
Mammee Bay Estates Vacation Rentals in Middlesex County, JM 35
River Oaks Vacation Rentals in Middlesex County, JM 1287
Great Pond Vacation Rentals in Middlesex County, JM 1143
Bridgeport Vacation Rentals in Middlesex County, JM 326
Spanish Town Zone Vacation Rentals in Middlesex County, JM 121
Crystal Cove Vacation Rentals in Middlesex County, JM 1209
New Buckfield Vacation Rentals in Middlesex County, JM 1123
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
Horizon Park Vacation Rentals in Middlesex County, JM 114
Cave Hill Estate Vacation Rentals in Middlesex County, JM 41

People Also Ask

There are 4161 Middlesex County, JM Holiday Rentals

Recently Booked Holiday Rentals in Middlesex County