776 Kingston Holiday Rentals

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Compare Kingston holiday rentals from 7 rental sites including TripAdvisor, Booking.com, HomeAway and more, ranging from $25 to $695 a night.

Information about Kingston

About Kingston

Kingston is the buzzing capital of Jamaica, and the epicenter of its culture. Get caught up in the wonderful weather, reggae music and Rastafarian culture of this Caribbean island. The cosmopolitan jungle of Kingston is perfect for a family vacation, get-away with friends, or even a honeymoon.

Things to Do in Kingston

With hundreds of activities, Kingston is a must-visit destination in Jamaica. A must-see is the Bob Marley museum, located at his former home and studio. Get up, stand up, and feel the echoes of this legendary musician at the museum and memorial. Visit the Hope Botanical gardens — the largest public park in Kingston. Experience the 200 acres of rare and vibrantly colored flowers and plants. See the Blue Mahoe, the national tree of Jamaica. The gardens are open from early morning into the evening. Art is integral in Jamaican culture, with local artists working on the streets of Kingston. The National Gallery of Jamaica is one of the largest museums on the island, featuring Jamaican art through the ages. The museum has guided tours, with a mix of new exhibits and their large permanent collection. Kingston is home to refreshing rum, jerk chicken, steel drums and a lively center with exceptional nightlife. In New Kingston, the Knutsford Boulevard nightlife has fashionable bars and clubs where you can experience Jamaican dancehall. Dance the night away.

Kingston Day Trips

Looking to explore outside of Kingston? The Blue Mountains are the longest mountain range in Jamaica, and are visible from Kingston. This area is also the home of Blue Mountain coffee. Admire the majesty of nature as you go hiking or biking on the mountains. See more flowers, greenery, and picture-perfect views than you could ever imagine. This adventurous all-day hike is best in the dry season (from December to April), and is a half hour drive from Kingston. The Caymanas Golf & Country Club is a half-hour get away from the buzzing Kingston — and requires less exertion than the hikes. This 18-hole golf club in St Catherine has beautiful views, and is the perfect serene setting — even for a wedding! If you’re searching for more relaxation, Fort Clarence Beach is the ideal location for a beach day. Just outside of Kingston, this private beach is serene and away from the tourism. With a small cover charge, the beach is pristine. Enjoy the beautiful sand, water, and shady trees.

Kingston Accommodation

Tripping has hundreds of rentals at great prices all over Kingston. Kingston is split in two, with its historic Downtown and lively Uptown. If you’re drawn to the fashion, fun and commercial culture of Uptown, book a rental in the area with Tripping. New Kingston is Uptown’s buzzing epicenter. Downtown more your scene? There are markets, historical buildings, and beautiful churches to sightsee there. Whichever you choose, your rental can make you feel at home on your adventure. Tripping offers the reviews and price breakdowns that you need to plan your dream vacation in Kingston.

Kingston Transportation

Getting around in Kingston is doable on foot, as Kingston has a grid system you can follow. Easily walk around the urban financial buildings in New Kingston, and find yourself a good bar or restaurant along your way. Kingston has a bus system, and rental cars are available at Kingston’s NMIA airport via Island Rental Cars if you need a ride for solo day trips.

Vacation Rentals in Kingston

Find the best Kingston vacation rentals with Tripping.com. Choose from 861 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $695 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 410 of homes in Kingston offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 107 rentals with pool or jacuzzi, or relax with the family in one of the 432 homes with cable TV.

For all those dog lovers and cat lovers, Kingston offers 19 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 7 rental sites in Kingston where the top providers in that area are TripAdvisor, Booking.com, and HomeAway. There are 347 TripAdvisor rentals, 341 Booking.com short term rentals and 147 HomeAway vacation rentals.