- Trinidad and Tobago
- Western Tobago
- Scarborough
- Diamond
- Rentals by Owner
Discover Your Ideal Diamond Rental by Owner in Scarborough, Western Tobago for a Comfortable Stay
Discover Your Perfect Diamond Rentals by Owner
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Sustainable Travel
Diamond Rentals by Owner
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Why Choose Rent By Owner for your Diamond vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Diamond
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit here ensures you can fully enjoy the region’s serene beaches and vibrant local culture, making your rental experience through Rent By Owner both enjoyable and memorable.
Peak Season Highlights
December to April
During these months, you can enjoy the region's warm and inviting weather, making it ideal for exploring the beaches and outdoor activities. This period is popular among travelers seeking a tropical escape.
June to August
The summer months bring lively festivals and vibrant local events, attracting visitors who want to experience the culture and festivities of this destination. Expect warm temperatures conducive to outdoor adventures.
Off-Season Highlights
May and November
During these shoulder months, you may find fewer crowds and better rental rates, providing a more relaxed experience in the area. It's a great time for those seeking tranquility and local immersion.
September to October
These months often experience less tourist activity due to higher chances of rain, but they offer an authentic and quieter atmosphere. This is an excellent opportunity to explore at your own pace.
Weekly Weather Forecast for Diamond
How to Book Your Diamond vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Diamond
Common Rentals by Owner 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 outdoor seating areas or patios to relax while taking in the tropical surroundings.
- Take advantage of private or shared pools that provide a refreshing escape in the warm climate.
- Benefit from lush, landscaped gardens that enhance the outdoor ambiance and privacy.
- Make use of barbecue grills for outdoor dining and gathering with friends or family.
- Utilize covered verandas or decks to enjoy the pleasant weather comfortably.
- Explore nearby walking paths or nature trails accessible from the property.
- Relax poolside or lounge in hammocks designed for ultimate leisure in this island destination.
Top Attractions Around Diamond
What attractions are nearby?
Discover a variety of local activities near your rental, from relaxing on pristine beaches to exploring scenic coastal walks, offering an authentic experience in this vibrant Caribbean destination.

Family Activities
- Scarborough Esplanade: You can enjoy a leisurely walk along the scenic waterfront, perfect for family outings and taking in the vibrant local atmosphere.
- Fort King George: Explore this historic site that offers engaging outdoor activities and panoramic views, making it an educational experience for all ages.
- Pigeon Point Marine Nature Reserve: Discover the region’s marine biodiversity with snorkeling or relaxing on the pristine beaches, ideal for a fun family day in the sun.
- Bacolet Bay: Relax on the tranquil shores of this bay while children play in the calm waters, offering a quiet retreat within the area.
Adult Activities
- Scuba Diving and Snorkeling: Explore the vibrant marine life just off this destination's coast, perfect for immersing yourself in its clear waters.
- Hiking Trails: Discover scenic routes through the region’s lush landscapes, offering breathtaking views and outdoor adventure opportunities.
- Visit Local Markets: Experience the area's culture and flavors by browsing bustling markets filled with local crafts, foods, and souvenirs.
- Wildlife Watching Tours: Engage in guided tours that let you observe the region’s diverse bird species and native fauna in their natural habitat.
Diamond Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take advantage of the peaceful surroundings by planning your outdoor excursions early to fully enjoy the scenic beauty and local culture of Western Tobago.
- Select a Convenient Rental Location: Choose a rental by owner in the area that offers easy access to key spots, ensuring you can explore Scarborough and nearby attractions comfortably.
- Engage with Local Hosts: Communicate directly with your host to get personalized tips on hidden gems and authentic experiences exclusive to this destination.
- Respect the Environment and Community: Contribute to sustainable tourism by following local guidelines and supporting community businesses during your stay here.
Transportation Options
- Private Car Rentals: You can easily arrange for private car rentals to explore the area at your own pace, ensuring convenient access to all parts of Western Tobago.
- Taxis and Ride-Sharing Services: Taxis and ride-sharing options are readily available in this region, providing quick and reliable transportation for daily excursions or airport transfers.
- Public Buses: Affordable public bus services connect key points in Scarborough and nearby towns, making it an economical way for you to travel around here.
- Rental Scooters and Bikes: For a more adventurous way to traverse the area, rental scooters and bikes are popular choices, offering flexibility and a chance to enjoy the scenic surroundings.
Local Customs Options
- Greeting Etiquette: Visitors often observe a warm and friendly greeting when entering local homes or shops, reflecting the area's welcoming nature.
- Festive Celebrations: Participating in lively festivals and cultural events is common here, showcasing the vibrant spirit of this Caribbean destination.
- Respect for Local Customs: It’s appreciated when visitors dress modestly and behave respectfully during community gatherings and religious ceremonies.
- Handshakes and Personal Space: A firm handshake is customary upon meeting someone, and maintaining personal space is generally respected in social interactions.
Frequently Asked Questions About Diamond Rentals by Owner
1. What are the top vacation rentals in Diamond?
There are a lot of options in Diamond. If you plan on staying in the Diamond area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Diamond:
- Chaconia Suite, a stunning luxurious beach front self catering apartment
- Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach
- Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens
- Beautiful Caribbean Retreat
- Beachfront 2 Bedroom FamilyStyle Apartment on Courland Bay with Salt Water Pool
- Stunning townhouse in gated community -10 minutes from three beaches.
- Modern townhouse w/pool located 5 mins from beach!
- Mahogany Estate - Private Luxury Villa in Black Rock
- Beachfront 2BR Family Apartment Courland Bay, Saltwater Pool & Panoramic Viewsn
- Cozy and Spacious Apartment in Lambeau, Tobago
2. How many Rentbyowner vacation rentals are available in Diamond?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 322 in the Diamond 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 Diamond.
3. What is the cancellation policy for a rental by owner in this area?
4. How do I confirm my reservation at a rental by owner in this destination?
5. Are there any additional fees I should be aware of when booking here?
6. What amenities are included with rentals in this region?
7. Is it possible to modify or extend my stay once booked?
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