1011+ Vacation Rentals & Holiday Homes in Trenchtown |
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  2. Kingston Parish
  3. Kingston
  4. Trenchtown

Trenchtown Accommodations - Hotels & Rentals

About Trenchtown Vacation Rentals

Discover More than 1011 Incredible Getaway Rentals Available in Trenchtown. 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 Trenchtown.

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 Trenchtown, 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 Trenchtown. The Average Size of Places to Stay Near Trenchtown is 433.84 ft², with Prices Averaging US $245 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Trenchtown. 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 Trenchtown

Type Count
Holiday Apartments 744
Vacation Homes 132
Villas 11
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Trenchtown

★ 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 Trenchtown with Online Reservations.

Activities TrenchtownGuest Reviews Local Attractions

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


Carib 5 Cinema
Trench Town Culture Yard
Wynter's Park
Serenity Park
Bob Marley Museum
Jamaica Beaches
Emancipation Park
Hellshire Beach
Devon House
Blue and John Crow Mountains National Park
University of the West Indies
Jamaica House
USA Embassy
Jamaica Conference Center
Blue Mountain Peak
National Gallery of Jamaica
National Stadium
Kingston and St. Andrew Parish Library
National Heroes Park
Manor Park Plaza

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Carib 5 Cinema 1,211 Properties
Cross Roads 1,204 Properties
Serenity Park 875 Properties
Wynter's Park 875 Properties
Trench Town Culture Yard 738 Properties

Frequently Asked Questions About Trenchtown?

What are the top hotels, lake houses & vacation rentals in Trenchtown?

We provide an array of great vacation destinations in Trenchtown. If you are looking to stay in or around the Trenchtown 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 Trenchtown:

How many Hotels & Vacation Rentals have private pools in Trenchtown?

We have 18 Hotels & Vacation Rentals featuring a private pool in and near Trenchtown. Some of the best destinations to stay that feature or have access to a swimming pool are:

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

Searching for a family-friendly getaway in Trenchtown? 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 Trenchtown?

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 1011 in the Trenchtown 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 Trenchtown.

Nearby Neighborhood (3) 
Neighborhood Property Count
Kencot Vacation Rentals in Kingston, Kingston Parish 1291
Cross Roads Vacation Rentals in Kingston, Kingston Parish 1204
Whitfield Town Vacation Rentals in Kingston, Kingston Parish 1018

People Also Ask

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