Discover Your Perfect Old Road Town Vacation Homes

Why Choose Rent By Owner for your Old Road Town 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 Old Road Town

When should you plan your Vacation Rentals stay?

Figuring out the best time to visit this destination can help you enjoy optimal weather and avoid peak crowds, making your stay here more relaxing and memorable.

Peak Season Highlights

spring
December to April

This is the most popular time to visit the region when the weather is warm and sunny, ideal for outdoor activities and relaxing at your vacation rentals.

Average Temperature Daytime: 28°C - Nighttime: 20°C
spring
June to August

During these months, you can enjoy the lively atmosphere and favorable weather, making it an excellent period for exploring and beach activities.

Average Temperature Daytime: 30°C - Nighttime: 22°C

Off-Season Highlights

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May and November

These shoulder months tend to be quieter, offering a more peaceful experience while still enjoying pleasant weather for your stay.

Average Temperature Daytime: 27°C - Nighttime: 19°C
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September to October

This period sees fewer visitors due to higher chances of rain, but it can be a great time for travelers seeking deals on vacation rentals.

Average Temperature Daytime: 29°C - Nighttime: 21°C

Weekly Weather Forecast for Old Road Town

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 patio or balcony to relax and take in the tropical surroundings.
  • Take advantage of on-site outdoor swimming pools for refreshing dips after exploring the area.
  • Experience lush landscaped gardens that offer scenic walking paths within the property.
  • Make use of communal barbecue grills for outdoor dining with family and friends.
  • Benefit from access to well-maintained tennis courts, ideal for staying active during your stay.
  • Relax in shaded outdoor lounge areas designed for enjoying the warm Caribbean climate.
  • Utilize dedicated parking spaces for convenient and secure vehicle storage during your visit.
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Family Activities

  • Explore the historic Old Road Town Market: Immerse yourself in local culture by browsing fresh produce and handcrafted goods at this vibrant market within the area.
  • Visit the nearby plantation estates: Discover the region’s rich history and enjoy scenic views while walking through well-preserved plantation sites close to the accommodations.
  • Relax on serene beaches: Spend quality time with your family on the peaceful beaches just a short drive from here, perfect for swimming and picnicking.
  • Experience local cuisine at casual eateries: Savor authentic Caribbean dishes at family-friendly restaurants that are conveniently located near your stay in this destination.
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Adult Activities

  • Sailing and Boating Tours: You can enjoy exploring the scenic coastline on a sailing or boat tour that provides a relaxing way to see the natural beauty of this destination.
  • Historical Sightseeing: Discover the rich history of the area by visiting local landmarks and museums that highlight the cultural heritage of Old Road Town.
  • Hiking and Nature Walks: Embark on scenic trails around the region, offering stunning views and opportunities to experience the lush landscape firsthand.
  • Dining Experiences: Savor authentic Caribbean cuisine at local eateries, ensuring a memorable taste of the region’s vibrant culinary scene.

Other Places to Stay in Old Road Town

Old Road Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Markets: Take the time to visit the vibrant markets nearby, where you can experience authentic local flavors and crafts that add a personal touch to your stay.
  • Engage in Water Activities: Make the most of the region’s beautiful waters by trying out snorkeling or kayaking from your holiday home’s proximity to the coast.
  • Discover Hidden Gems: Venture beyond common tourist spots to find secluded beaches and scenic viewpoints that showcase the area's natural beauty.
  • Connect with Local Culture: Attend community events or listen to live music sessions to immerse yourself in the rich culture of this destination.

Transportation Options

  • Public Buses: Widely used in the area, these buses provide an affordable and convenient way to explore here and connect with nearby destinations.
  • Taxis: Readily available for private rides, taxis offer a flexible and comfortable transportation option to navigate around this destination at your own pace.
  • Car Rentals: Renting a vehicle allows you to discover the region’s scenic spots and hidden gems with ease, giving you the freedom to explore on your schedule.
  • Bike Rentals: For a more active approach, bike rentals are an eco-friendly choice to experience the natural beauty of the area up close.

Local Customs Options

  • Local Cuisine and Food Customs: You’ll find that sharing traditional dishes like pepperpot and fried plantains is a common way for residents to celebrate their cultural heritage here.
  • Music and Dance Traditions: The lively calypso and soca rhythms are integral to community celebrations, inviting visitors to experience the region’s vibrant musical spirit.
  • Cultural Celebrations and Festivals: Participating in events such as the Old Road Town Festival offers a glimpse into the area’s rich history and local traditions.
  • Respect for local religious customs and community gatherings reflects the close-knit nature of the area’s residents.

Frequently Asked Questions About Old Road Town?

2. Which vacation homes in Old Road Town are best for families?

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

3. How many Rentbyowner vacation rentals are available in Old Road Town?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 70 in the Old Road Town 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 Road Town.