Discover Your Ideal Plymouth, Western Tobago Vacation Rentals for a Relaxing Getaway in Trinidad and Tobago
Discover Your Perfect Plymouth Vacation Homes
Best Vacation Homes in Plymouth
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Plymouth Luxury Rentals
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Plymouth Pet Friendly Vacation Rentals
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Plymouth Large Vacation Homes
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Why Choose Rent By Owner for your Plymouth Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Plymouth
When should you plan your Vacation Rentals stay?
To make the most of your stay in this beautiful destination, consider planning your vacation during the region's optimal weather seasons, when the vibrant local culture and scenic surroundings are at their best, ensuring a memorable experience here.
Peak Season Highlights
December to April
During these peak months, the region experiences its most favorable weather, making it ideal for exploring and enjoying the coastal scenery. Booking your vacation rentals early ensures you secure the best options in this busy season.
July to September
This summer period attracts many visitors seeking warm weather and lively festivities. Itโs an excellent time to find prime vacation rentals here, although availability may be limited due to high demand.
Off-Season Highlights
May to June
In the months following the busy winter season, fewer travelers visit, providing a more tranquil experience. This is a great opportunity to enjoy more affordable vacation rentals with less competition.
October to November
As the region transitions out of peak season, youโll find quieter surroundings and better deals on accommodations. The weather remains warm, making it suitable for exploring without the crowds.
Weekly Weather Forecast for Plymouth
How to Book Your Plymouth Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Plymouth
Common Vacation Rentals Amenities
What amenities can you expect?
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 access to well-maintained outdoor swimming pools nestled within the property grounds.
- Relax in spacious patios or verandas that offer scenic views of the surrounding landscape.
- Take advantage of private or communal gardens for leisurely strolls and outdoor relaxation.
- Make use of outdoor barbecue grills, perfect for hosting cookouts amid the regionโs warm climate.
- Benefit from on-site parking facilities with easy access for vehicle convenience during your stay.
- Experience outdoor dining areas designed to enhance your enjoyment of meals outdoors.
- Utilize available outdoor recreational spaces, such as tennis courts or fitness areas, for active pursuits.
Top Attractions Around Plymouth
What attractions are nearby?
While staying in this charming area, you can explore a variety of activities nearby, including relaxing on pristine beaches and discovering local cultural sites that showcase the vibrant spirit of Western Tobago.

Family Activities
- Exploring the Tobago Heritage Museum: Dive into the rich history and culture of the area through exhibits that showcase local traditions and stories.
- Relaxing on Store Bay Beach: Enjoy sunbathing, swimming, or picnicking at this popular beach spot known for its calm waters and scenic views.
- Hiking in the Main Ridge Forest Reserve: Discover diverse flora and fauna while trekking along well-maintained trails within one of the regionโs oldest protected rainforests.
- Visiting Fort King George: Take a step back in time and explore the historic fort offering panoramic views and insights into the area's colonial past.
Adult Activities
- Sailing and Sunset Cruises: Embark on a relaxing boat cruise along the coast, offering stunning views of the Caribbean Sea and an opportunity to unwind in this scenic region.
- Historical Site Tours: Explore the area's rich history by visiting local landmarks that showcase the cultural heritage and colonial past of the region.
- Scuba Diving and Snorkeling: Discover vibrant marine life and coral reefs just off the shores, providing an unforgettable underwater experience in these waters.
- Wildlife and Nature Walks: Take guided walks through natural reserves where you can observe diverse flora and fauna native to this tropical destination.
Other Places to Stay in Plymouth
Plymouth Travel Tips
How Can You Make the Most of Your Stay?
- Embrace the Local Culture: Dive into the local traditions and cuisine to enrich your stay in this vibrant destination.
- Plan Outdoor Activities: Take advantage of the regionโs natural beauty by exploring beaches, parks, or scenic spots nearby.
- Choose a Strategic Location: Select a vacation rental that offers easy access to key attractions and transportation routes for convenience.
- Respect the Environment: Practice eco-friendly habits to preserve the area's natural charm during your visit.
Transportation Options
- Local Buses: Affordable and widely available, these buses connect the area with key parts of Trinidad, offering an authentic way to explore here.
- Taxis and Car Services: Convenient for door-to-door travel, taxis are readily accessible for quick trips around the region or to nearby attractions.
- Rental Cars: Renting a vehicle provides flexibility to explore at your own pace and reach more remote areas in and around this destination.
- Private Transfers: Pre-arranged private transfer services ensure a comfortable and reliable way to get from the airport or other major points directly to your accommodation here.
Local Customs Options
- Local Festivals and Celebrations: You can experience vibrant festivals like the Tobago Carnival, where colorful costumes and lively music showcase the region's rich cultural traditions.
- Traditional Cuisine: Savor authentic dishes such as curried fish and callaloo, which reflect the local culinary heritage of this Caribbean destination.
- Village Customs and Greetings: Engaging in warm greetings and community-based interactions are common here, offering you a genuine glimpse into the area's friendly social customs.
- Handicraft and Market Traditions: Exploring local markets provides an opportunity to see artisans selling handmade crafts that embody the regionโs artistic spirit and cultural identity.
Frequently Asked Questions About Plymouth?
What are the top vacation rentals in Plymouth?
There are a lot of options in Plymouth. If you plan on staying in the Plymouth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Plymouth:
- Chaconia Suite, a stunning luxurious beach front self catering apartment
- Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach
- Beautiful Caribbean Retreat
- Greenhaven Cottage B&B
- Birdie's Nest condo #2 with ocean view
- Beachfront 2 Bedroom FamilyStyle Apartment on Courland Bay with Salt Water Pool
- Green Haven Cottage
- Mock Turtle is an Enchanting & Affordable Retreat!
- Mahogany Estate - Private Luxury Villa in Black Rock
- Beachfront 2BR Family Apartment Courland Bay, Saltwater Pool & Panoramic Viewsn
How many vacation rentals have private pools in Plymouth?
There are 22 vacation rentals with private pools near Plymouth. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Plymouth are best for families?
If you are looking for a family-friendly vacation home in Plymouth, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Plymouth:
How many Rentbyowner vacation rentals are available in Plymouth?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 158 in the Plymouth 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 Plymouth.โฏ
Plymouth Top Rated Vacation Rentals
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