Kingston holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Kingston

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Kingston vacation rentals

The Gardens - Kingston - Bedroom
The Gardens
Kingston, Jamaica
8.6Very Good(74)
House
Parking
Free Wi-Fi
Pool
Air conditioning
€118+
Check availability
Ridgeview Suites 1 to 3 - Kingston - Bedroom
Ridgeview Suites 1 to 3
Kingston, Jamaica
9.1Wonderful(73)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€92+
Check availability
2 Br On Private Estate - Kingston - Living room
2 Br On Private Estate
Jack's Hill
9.0Wonderful(40)
House
Pool
Air conditioning
€217+
Check availability
Barri Vacation Home - Kingston - Building
Barri Vacation Home
Kingston, Jamaica
9.2Wonderful(3)
Apartment
Free Wi-Fi
Pool
Air conditioning
€133+
Check availability
Casa Pinto Guest Apartment - Kingston - Living room
Casa Pinto Guest Apartment
Kingston, Jamaica
8.3Very Good(34)
Apartment
Parking
Free Wi-Fi
Air conditioning
€110+
Check availability
Sweet Kensville @ New Kingston - Kingston - Living room
Sweet Kensville @ New Kingston
Kingston, Jamaica
8.6Very Good(14)
Apartment
Parking
Free Wi-Fi
Air conditioning
€115+
Check availability
Donhead New Kingston Apt 5 - Kingston - Living room
Donhead New Kingston Apt 5
Kingston, Jamaica
9.0Wonderful(10)
Apartment
Parking
Free Wi-Fi
Air conditioning
€139+
Check availability
Hill Retreat - Kingston - Kingston - Living room
Hill Retreat - Kingston
Kingston, Jamaica
9.5Wonderful(43)
Apartment
Parking
Free Wi-Fi
Air conditioning
€71+
Check availability
Casa Alexandria Guest Apartment - Kingston - Living room
Casa Alexandria Guest Apartment
Kingston, Jamaica
9.0Wonderful(30)
Apartment
Free Wi-Fi
Air conditioning
€167+
Check availability
New Kingston Guest Apartments @ Donhead - Kingston - Building
New Kingston Guest Apartments @ Donhead
Kingston, Jamaica
8.5Very Good(25)
Apartment
Parking
Free Wi-Fi
Air conditioning
€114+
Check availability
Cattleya's New Kingston Guest Apartment - Kingston - Dining room
Cattleya's New Kingston Guest Apartment
Kingston, Jamaica
8.3Very Good(16)
Apartment
Free Wi-Fi
Air conditioning
€91+
Check availability
The Crimson Apartment - Kingston
The Crimson Apartment
Kingston, Jamaica
8.6Very Good(15)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€131+
Check availability
Winchester Sunshine - Kingston
Winchester Sunshine
Kingston, Jamaica
8.6Very Good(30)
Apartment
Parking
Free Wi-Fi
Air conditioning
€97+
Check availability
The Bellagio Getaway - Kingston
The Bellagio Getaway
Kingston, Jamaica
9.4Wonderful(117)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€87+
Check availability
Cozy Accommodations - Kingston
Cozy Accommodations
Kingston, Jamaica
8.8Very Good(37)
Apartment
Parking
Free Wi-Fi
Air conditioning
€59+
Check availability
Dawn's Comfort Zone - Kingston
Dawn's Comfort Zone
Kingston, Jamaica
9.8Wonderful(28)
Apartment
Parking
Free Wi-Fi
Air conditioning
€129+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Kingston

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Kingston with confidence.

Which month has the cheapest vacation rental rates in Kingston?

Vacation rentals are cheapest in Kingston in June, with average rates of €47. In comparison, November is the most expensive month, with prices at €819.

What is the cheapest day of the week to book a vacation rental in Kingston?

Monday offers the lowest rates in Kingston, with an average nightly price of €77. The highest prices are found on Wednesday, with average rates at €509.

How early should you book a vacation rental in Kingston?

Book at least 28 days before your stay begins to get the best price for your Kingston vacation rental.

Find deals

Good to know

Low season

High season

August
August
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.

KAYAK's top tips for finding Kingston holiday rental deals

  • Air-conditioned and pool are the most popular holiday rental property amenities in Kingston
  • Holiday rentals in Kingston are around 5% cheaper than hotels on average. Search here to compare prices for all accommodation types in Kingston.
  • The best holiday rental properties in Kingston are Dawn's Comfort Zone (9.8, 28 reviews), Hill Retreat - Kingston (9.5, 43), and Brittany Manor Retreat (9.5, 99), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kingston for 9 days.

FAQs when booking a holiday home in Kingston

  • What types of holiday rentals are available in Kingston?

    There are loads of different property types that you can make your holiday home in Kingston. You’ll find apartments, cabins, condos, cottages, farm stays, houses, homestays and villas.

  • Are there any pet-friendly holiday rentals in Kingston?

    There are a number of dog and pet-friendly Kingston holiday rentals, with around 2% allowing you to bring your pet along with you.

  • How much is a holiday rental in Kingston for tonight?

    In the last 72 hours, users have found Kingston holiday rentals for tonight for as low as €68. Search here for similar prices

  • How can I find holiday rentals near me in Kingston?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Kingston?

Our map will help you find the perfect place to stay in Kingston by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Kingston