1. Jamaica
  2. Kingston
  3. Old Gaol House
  4. Rentals by Owner

Discover Your Perfect Old Gaol House Rentals by Owner

Old Gaol House Rentals by Owner

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9.5 (4 Reviews)
Apartment
DOUG MANOR flat1
  • Air Conditioner
  • Parking
  • View
View Availability
10.0 (2 Reviews)
Apartment
Home away from home
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Rentals by Owner in Old Gaol House Area

Why Choose Rent By Owner for your Old Gaol House vacation rental?

What makes our Rentals by Owner 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.

Popular Areas for Old Gaol House Rentals by Owner

Where are the best neighborhoods to stay in Old Gaol House?

When choosing a neighborhood to stay in Old Gaol House, Kingston, Jamaica, you'll find the area offers a blend of vibrant local culture and convenient access to key attractions. Kingston's central neighborhoods provide an authentic experience with easy transportation options and proximity to essential amenities. Whether you're seeking a lively environment or a quieter retreat, accommodations in this region are ideal for exploring the rich history and dynamic atmosphere of Kingston. Booking your rental by owner through Rent By Owner ensures a seamless and reliable stay in this captivating Jamaican city.

Beverly Hills

This upscale neighborhood offers peaceful surroundings and convenient access to Kingston's vibrant city life, making it an ideal choice for travelers seeking comfort and ease during their stay.

View 49+ Rentals in Beverly Hills

Patrick City

Located close to key commercial areas, Patrick City provides a lively atmosphere with easy access to Kingston’s cultural and entertainment venues, perfect for exploring the region.

View 460+ Rentals in Patrick City

Caribbean Estates

Nestled in the scenic Portmore area, Caribbean Estates offers a tranquil setting while remaining within reach of Kingston’s attractions, suitable for those wanting a relaxed yet connected experience.

View 48+ Rentals in Caribbean Estates

Eden Gardens

This charming neighborhood features lush landscapes and a friendly community vibe, providing a peaceful environment for your Kingston visit.

View 69+ Rentals in Eden Gardens

Bridgeport

Situated in Portmore, Bridgeport is known for its accessible location and suburban tranquility, making it a comfortable base for exploring Kingston and nearby regions.

View 326+ Rentals in Bridgeport

West Cumberland

Offering a serene residential setting, West Cumberland is ideal for travelers looking for a quiet retreat with convenient proximity to Kingston’s amenities.

View 327+ Rentals in West Cumberland

Whitfield Town

Found within Kingston, Whitfield Town provides easy access to local markets and transportation routes, ensuring a practical stay in the heart of the city.

View 1018+ Rentals in Whitfield Town

Cave Hill Estate

Set in the scenic Hellshire area, Cave Hill Estate offers a peaceful environment with quick access to Kingston’s cultural sites and beaches alike.

View 41+ Rentals in Cave Hill Estate

Best Times to Visit Old Gaol House

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, so consider planning during the region's optimal seasons to enjoy this destination’s vibrant culture and welcoming atmosphere at Old Gaol House in Kingston, Jamaica.

Peak Season Highlights

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December to April

During this period, the region experiences its most popular travel season, attracting visitors looking to enjoy the warm Caribbean climate and vibrant local events.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
spring
June to August

This summer peak is ideal for travelers seeking lively atmospheres, festivals, and the best weather conditions in Kingston's historic area.

Average Temperature Daytime: about 88°F (31°C) - Nighttime: about 77°F (25°C)

Off-Season Highlights

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May and November

These shoulder months see fewer visitors, offering a quieter experience while still providing warm weather to explore the region comfortably.

Average Temperature Daytime: around 84°F (29°C) - Nighttime: around 74°F (23°C)
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September to October

This period coincides with the region's rainy season, making it an ideal time for travelers seeking lower rates and less crowded attractions here.

Average Temperature Daytime: about 82°F (28°C) - Nighttime: about 73°F (23°C)

Weekly Weather Forecast for Old Gaol House

How to Book Your Old Gaol House vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Old Gaol House

More Top-Rated Rentals by Owner in Old Gaol House Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor dining options with a dedicated patio or barbecue area.
  • Take advantage of on-site parking facilities for your convenience.
  • Relax in a lush garden or landscaped yard that enhances the outdoor experience.
  • Make use of shared or private outdoor swimming pools to cool off in the warmth of the region.
  • Benefit from outdoor seating areas where you can unwind while taking in the surroundings.
  • Explore nearby walking trails or nature paths accessible from the property.
  • Experience the safety and privacy provided by secure fencing or gated outdoor spaces.

Top Attractions Around Old Gaol House

What attractions are nearby?

In the area surrounding your rental, you can enjoy a variety of cultural and outdoor activities that showcase the vibrant spirit of Kingston, making it an ideal destination for exploring local history and engaging with the lively community.

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Family Activities

  • Kingston Museum Visit: Explore local history and culture with your family at the nearby Kingston Museum, offering engaging exhibits for all ages.
  • Emancipation Park: Enjoy a relaxing afternoon outdoors in this popular park, where families can stroll through lush gardens and participate in community activities.
  • Blue Mountains Day Trip: Embark on an adventurous excursion to the Blue Mountains, perfect for nature-loving families seeking scenic hiking trails and breathtaking views.
  • Local Market Experience: Immerse yourselves in the vibrant atmosphere of Kingston’s markets, ideal for discovering authentic crafts, fresh produce, and regional flavors.
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Adult Activities

  • Historical Tours: Immerse yourself in the region’s rich history by exploring guided tours that highlight Kingston’s colonial past and architectural heritage.
  • Local Art Galleries: Discover vibrant artworks and crafts crafted by local artists, offering a glimpse into the cultural soul of this destination.
  • Cuisine Experiences: Savor authentic Jamaican flavors at nearby eateries, allowing you to indulge in regional dishes that capture the essence of the area.
  • Nightlife Spots: Enjoy the lively nightlife with visits to bars and entertainment venues that showcase the region’s vibrant social scene.

Old Gaol House Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of nearby eateries to enjoy authentic Caribbean cuisine that complements your stay in Kingston's vibrant area.
  • Use reliable transportation methods: Arrange for trusted taxi services or rent a scooter to easily navigate the region’s attractions and experience the city like a local.
  • Familiarize yourself with safety tips: Prioritize safety by understanding the area's guidelines, ensuring a worry-free visit while exploring Kingston's lively neighborhoods.
  • Plan your sightseeing schedule: Organize visits around key cultural spots and hidden gems in the region to maximize your time and truly immerse yourself in the local atmosphere.

Transportation Options

  • Public Buses: Affordable and widely available, buses provide a convenient way to explore Kingston and the surrounding region from your rental here.
  • Private Taxis: Reliable and readily accessible, private taxis offer a comfortable mode of transportation for getting around this area at your own pace.
  • Car Rentals: Renting a vehicle grants you flexibility to discover Kingston and nearby attractions at your convenience, directly from your accommodation.
  • Ride-Sharing Services: Popular in the region, ride-sharing apps like Uber or local equivalents offer fast, safe, and easy trips around here with just a few taps on your phone.

Local Customs Options

  • Respect for Local Heritage: You should honor the region's colonial history by maintaining respectful behavior when visiting historic sites and old structures in the area.
  • Greeting Customs: When engaging with locals, it is customary to offer a friendly greeting like "Good morning" or "Greetings," fostering a warm atmosphere during your stay.
  • Dress Modestly: In this destination, modest attire is appreciated, especially when exploring cultural landmarks or traditional neighborhoods in the city.
  • Community Engagement: Participating in local events or supporting nearby markets demonstrates respect for the area's vibrant community life and traditions.

Frequently Asked Questions About Old Gaol House Rentals by Owner

1. What are the top vacation rentals in Old Gaol House?

There are a lot of options in Old Gaol House. If you plan on staying in the Old Gaol House area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Gaol House:

2. How many Rentbyowner vacation rentals are available in Old Gaol House?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 152 in the Old Gaol House 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 Old Gaol House. 

3. What is the cancellation policy for renting this property in Kingston, Jamaica?

The cancellation policy varies depending on the listing. You should review the specific terms outlined in the rental agreement or contact the owner directly to understand the conditions related to cancellations and potential refunds.

4. How do I confirm my booking at a rental by owner in Kingston, Jamaica?

Booking confirmation typically occurs after completing the reservation process on the platform and receiving a confirmation email from the owner. It’s recommended to verify your booking details and communicate with the owner if you have any questions before arrival.

5. Are there any specific check-in and check-out times I should be aware of when staying here?

The check-in and check-out times depend on the individual property’s policies listed by the owner. It is advisable to review these details prior to booking or reach out directly to coordinate your arrival and departure.

6. What amenities are included with my rental in the region?

Amenities vary by property but often include essentials such as Wi-Fi, air conditioning, kitchen facilities, and sometimes additional features. For precise information, consult the property listing or contact the owner directly.

7. Is the rental property in Kingston, Jamaica, suitable for families or groups?

Many rentals cater to families and groups, offering spacious accommodations and relevant amenities. To ensure it meets your needs, review the property description or speak directly with the owner for more detailed information.

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More Top-Rated Rentals by Owner in Old Gaol House Area