Discover Your Perfect Kingston Vacation Homes

Best Vacation Homes in Kingston

10.0
Exceptional
(13 Reviews)
3000 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $161/Night For 7 Nights US $1,128
10.0
Exceptional
(22 Reviews)
254.02 ft² 14 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $145/Night For 7 Nights US $1,015
10.0
Exceptional
(35 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Balcony/Terrace
  • Kitchen
  • Parking
US $133/Night For 7 Nights US $931
10.0
Exceptional
(9 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Balcony/Terrace
  • Kitchen
  • Parking
US $98/Night For 7 Nights US $685
10.0
Exceptional
(14 Reviews)
796.53 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Balcony/Terrace
  • View
  • Parking
US $100/Night For 7 Nights US $700
10.0
Exceptional
(7 Reviews)
1020 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Balcony/Terrace
  • Kitchen
  • Parking
US $158/Night For 7 Nights US $1,108
10.0
Exceptional
(7 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Parking
US $110/Night For 7 Nights US $770
10.0
Exceptional
(6 Reviews)
4 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
US $206/Night For 7 Nights US $1,442

Kingston Luxury Rentals

New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
Unlock the Best Price
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pool
  • Air Conditioner
Unlock the Best Price
New
2 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Kitchen
  • Parking
  • Air Conditioner
US $8,786/Night For 7 Nights US $61,500
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Balcony/Terrace
  • Kitchen
  • Parking
US $8,786/Night For 7 Nights US $61,500
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Kitchen
  • Parking
  • Air Conditioner
US $8,016/Night For 7 Nights US $56,112
New
8 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $4,135/Night For 7 Nights US $28,945
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat House
  • Internet
  • Child Friendly
  • Laundry
US $3,506/Night For 7 Nights US $24,542
New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat House
  • Air Conditioner
  • Internet
  • Child Friendly
US $3,495/Night For 7 Nights US $24,465

Kingston Pet Friendly Vacation Rentals

10.0
Exceptional
(1 Review)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Pet Friendly
US $189/Night For 7 Nights US $1,322
10.0
Exceptional
(10 Reviews)
699.65 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $120/Night For 7 Nights US $840
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Pet Friendly
  • Kitchen
  • Parking
US $120/Night For 7 Nights US $840
10.0
Exceptional
(1 Review)
700 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
US $142/Night For 7 Nights US $997
10.0
Exceptional
(1 Review)
1302.43 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Balcony/Terrace
  • View
  • Pet Friendly
US $210/Night For 7 Nights US $1,470
9.6
Exceptional
(13 Reviews)
1615 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Private Pool
  • Pool
  • Balcony/Terrace
US $77/Night For 7 Nights US $537
8.0
Excellent
(1 Review)
4 Guests 2 Bedrooms 2 Bathrooms
Couples Retreat Apartment
  • Pet Friendly
  • Air Conditioner
  • Internet
US $94/Night For 7 Nights US $658
8.0
Excellent
(1 Review)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $85/Night For 7 Nights US $595

Kingston Large Vacation Homes

10.0
Exceptional
(2 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $177/Night For 7 Nights US $1,237
10.0
Exceptional
(1 Review)
86.11 ft² 16 Guests 4 Bedrooms 8 Bathrooms
Free Cancellation Villa
  • Pool
  • Balcony/Terrace
  • Pet Friendly
US $60/Night For 7 Nights US $420
9.8
Exceptional
(72 Reviews)
2 Bedrooms 1 Bathroom
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $240/Night For 7 Nights US $1,677
10.0
Exceptional
(2 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
US $146/Night For 7 Nights US $1,024
9.6
Exceptional
(13 Reviews)
555.42 ft² 18 Guests 6 Bedrooms 6 Bathrooms
Free Cancellation Apartment
  • Oceanfront
  • Ocean View
  • View
US $228/Night For 7 Nights US $1,594
10.0
Exceptional
(2 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
US $135/Night For 7 Nights US $945
10.0
Exceptional
(1 Review)
10 Guests 5 Bedrooms 6 Bathrooms
Ocean View Villa
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $1,486/Night For 7 Nights US $10,403
10.0
Exceptional
(1 Review)
21 Guests 6 Bedrooms 5 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Breakfast
  • Kitchen
US $679/Night For 7 Nights US $4,753

Why Choose Rent By Owner for your Kingston Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Kingston

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit ensures you enjoy the best weather and local events, making your experience in this vibrant area truly unforgettable.

Peak Season Highlights

spring
December to April

During this peak season, you can enjoy ideal weather conditions in Kingston, Saint Catherine, Jamaica, making it perfect for outdoor activities and exploring the area’s vibrant culture.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: approximately 70°F (21°C)
spring
June to August

This period marks another high travel time when visitors flock here to experience the lively atmosphere and warm climate of the region.

Average Temperature Daytime: about 88°F (31°C) - Nighttime: roughly 75°F (24°C)

Off-Season Highlights

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May and November

During these shoulder months, you’ll find fewer crowds and lower prices, offering a more relaxed experience as you explore the area’s attractions.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: about 68°F (20°C)
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September to October

This quieter period coincides with the rainy season, making it an ideal time for travelers seeking tranquility and budget-friendly options in the region.

Average Temperature Daytime: roughly 81°F (27°C) - Nighttime: approximately 66°F (19°C)

Weekly Weather Forecast for Kingston

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax and unwind amidst the tropical climate.
  • Take advantage of lush gardens or landscaped yards for peaceful outdoor strolls.
  • Make use of spacious patios or verandas ideal for outdoor dining and entertaining.
  • Benefit from secure, designated parking areas within the property grounds.
  • Experience convenient access to nearby parks or nature reserves for outdoor activities.
  • Utilize outdoor grilling facilities for authentic Jamaican barbecues with family and friends.
  • Relax on sun loungers or hammocks available in the garden or yard area.
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Family Activities

  • Devon House: Explore this historic mansion offering guided tours, beautiful gardens, and local food vendors, perfect for a family day out in the area.
  • Hope Gardens and Zoo: Discover a variety of exotic plants and animals at the expansive botanical gardens and zoo, making it an ideal spot for family adventures in Kingston.
  • Learn about the legendary musician’s life and influence through engaging exhibits that captivate visitors of all ages in this culturally rich destination.
  • Relax and enjoy outdoor activities, playgrounds, and open spaces designed for family fun right in the heart of the city.
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Adult Activities

  • Explore the Kingston Waterfront: Discover the vibrant atmosphere and scenic views along the Kingston waterfront, perfect for a leisurely stroll or enjoying local cuisine.
  • Visit the Bob Marley Museum: Dive into the reggae legend's history at this renowned museum, offering an insightful glimpse into Jamaica’s rich musical culture.
  • Experience the Emancipation Park: Relax and unwind in this beautifully landscaped park, ideal for outdoor activities and appreciating local art installations.
  • Enjoy the Devon House Heritage Site: Indulge in delectable Jamaican treats and explore the historic estate that showcases the region's colonial architecture and culture.

Kingston Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to sample authentic dishes at nearby eateries to truly experience the region's culinary culture.
  • Visit Popular Markets: Browse local markets for unique crafts and souvenirs, offering a glimpse into the area's vibrant community life.
  • Plan Day Trips: Use your rental as a base to explore surrounding attractions and natural sites that showcase the region’s beauty.
  • Engage with Community Events: Check out local events or festivals happening during your stay to immerse yourself in the area's lively traditions and festivities.

Transportation Options

  • Public Buses: You can conveniently use the extensive local bus network to explore the area, offering an affordable way to travel around Kingston and its surroundings.
  • Taxis and Ride-Sharing Services: Taxis and ride-sharing options like Uber provide flexible and reliable transportation for getting to popular destinations within this vibrant region.
  • Private Car Rentals: Renting a car gives you the freedom to discover hidden gems and navigate the area at your own pace during your stay in Kingston.
  • Airport Transfers: Convenient shuttle services and private transfers are available for smooth arrivals and departures from the nearby airport, ensuring an effortless start or end to your trip.

Local Customs Options

  • Reggae Music: Embrace the vibrant rhythm that originates from this region, reflecting its deep cultural roots and lively spirit.
  • Local Cuisine: Savor traditional dishes such as jerk chicken and fresh seafood, which are central to the area's culinary identity.
  • Dancehall Culture: Participate in the energetic dancehall scene, an essential aspect of local entertainment and social gatherings.
  • Greetings and Politeness: Use friendly gestures like handshakes or respectful nods, which are customary when meeting residents here.

Kingston Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Kingston?

2. How many vacation rentals have private pools in Kingston?

There are 65 vacation rentals with private pools near Kingston. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Kingston are best for families?

If you are looking for a family-friendly vacation home in Kingston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kingston:

4. How many Rentbyowner vacation rentals are available in Kingston?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2194 in the Kingston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kingston. 

5. What is the cancellation policy for vacation rentals in Kingston, Jamaica?

Cancellation policies vary by property owner, so it is important to review the specific listing details. You can find this information on the property page or contact the owner directly for clarification.

6. Are there any additional fees I should be aware of when booking a vacation rental in Saint Catherine?

Additional fees such as cleaning, service charges, or security deposits are typically listed on each property’s details page. Be sure to read the full listing description or reach out to the host for a comprehensive fee breakdown.

7. How do I confirm the availability of a vacation rental during my preferred travel dates?

Availability is updated regularly on the listing pages. To confirm your dates, you can send an inquiry to the owner or proceed with booking directly through the platform once the dates are shown as available.

8. What amenities are commonly included in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, air conditioning, and kitchens, but specific features vary. Review the property’s amenities list carefully to ensure it meets your needs before booking.

9. What steps do I need to take to ensure a smooth check-in process in Kingston, Jamaica?

Check the property’s check-in instructions provided in the listing or communicated by the host. It's advisable to contact the owner in advance to coordinate your arrival time and receive key exchange details or access codes.

Kingston Top Rated Vacation Rentals

10.0
Exceptional
(16 Reviews)
1 Bathroom
Ocean View Hotel
  • Pool
  • Ocean View
  • Balcony/Terrace
US $150/Night For 7 Nights US $1,051
10.0
Exceptional
(9 Reviews)
904.17 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $136/Night For 7 Nights US $955
10.0
Exceptional
(6 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
US $177/Night For 7 Nights US $1,238
10.0
Exceptional
(5 Reviews)
7 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $379/Night For 7 Nights US $2,654
10.0
Exceptional
(5 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
US $224/Night For 7 Nights US $1,567
10.0
Exceptional
(5 Reviews)
7534.74 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation Apartment
  • Pool
  • Parking
  • Air Conditioner
US $200/Night For 7 Nights US $1,400
10.0
Exceptional
(5 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Private Pool
  • Pool
  • Balcony/Terrace
US $106/Night For 7 Nights US $740
10.0
Exceptional
(4 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
US $190/Night For 7 Nights US $1,327