56+ Vacation Rentals & Holiday Homes in Middlesex |
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Middlesex Accommodations - Hotels & Rentals

About Middlesex Vacation Rentals

Discover More than 56 Incredible Getaway Rentals Available in Middlesex. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Middlesex.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Middlesex, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Middlesex. The Average Size of Places to Stay Near Middlesex is 410.42 ft², with Prices Averaging US $936 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Middlesex. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals 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: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Middlesex with Online Reservations.

Activities MiddlesexGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MiddlesexGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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 hotels, lake houses & vacation rentals in Middlesex?

We provide an array of great vacation destinations in Middlesex. If you are looking to stay in or around the Middlesex area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middlesex:

Which hotel, lake house, or vacation rental in Middlesex is best for families?

Searching for a family-friendly getaway in Middlesex? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Middlesex?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 56 in the Middlesex area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Middlesex.


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