4230+ Vacation Rentals in Middlesex County |
  1. Jamaica
  2. Middlesex County

Middlesex County Vacation Rentals, Hotels, & Places to Stay

About Middlesex County Vacation Rentals

There are more than 4230 places to stay that are available in Middlesex County. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Middlesex County.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Middlesex County, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Middlesex County. Places to stay near Middlesex County are 1085.2 ft² on average, with prices averaging US $604 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Middlesex County. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Middlesex County

Type Count
Vacation Homes 1417
Villas 1184
Holiday Apartments 1151
Cottages 44

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

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Middlesex County today.

Top Attractions Around Middlesex County, JM

Varoom 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 8,292 Properties
North Coast 4,634 Properties
Saint Ann 1,732 Properties
Ocho Rios 1,449 Properties
Ocho Rios 944 Properties
Clarendon 703 Properties
Thompson Town 675 Properties
Saint Catherine 671 Properties
Morgans Pass 630 Properties
Saint Mary 405 Properties
Portmore 314 Properties
St. Ann's Bay 296 Properties

Complexes around Middlesex County, JM


Jasmin Hill Ocho Rios 9 Properties
Hill Cottages 8 Properties
Style Set Farmlands Acre Of Land Villa 6 Properties
Cardiff Hall Apts Runaway Bay 5 Properties
Caribbean Estate 5 Properties
Columbus Heights 5 Properties
Garden 5 Properties
Sandcastles Resort 4 Properties
Fisherman Point 3 Properties
North Star Villas Br 3 Properties
Ridge Resort 2 Properties
Bamboo Breeze Inn 2 Properties
Caymanas Estate 2 Properties
Eslyn Villa Runaway Bay 2 Properties
Jacaranda 2 Properties
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Frequently Asked Questions About Middlesex County?

What are the top vacation rentals in Middlesex County?

We have scoured the web to find you options in Middlesex County. If you plan on staying near or in the Middlesex County area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Middlesex County:

How many vacation rentals have private pools in Middlesex County?

We have found 672 places to stay that feature a private swimming pool in or near Middlesex County. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Middlesex County are best for families?

If you are looking for a place to stay that is family-friendly in Middlesex County, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Middlesex County:

How many Varoom vacation rentals are available in Middlesex County?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 4230 in the Middlesex County area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay 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 35
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
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
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 4230 Middlesex County, JM Vacation Rentals

Recently Booked Vacation Rentals in Middlesex County