- Trinidad and Tobago
- San Juan-Laventille
- Port of Spain
- Success
- Rentals by Owner
Discover Your Ideal Rental by Owner in Success, Port of Spain for an Unforgettable Stay in San Juan-Laventille, Trinidad and Tobago
Discover Your Perfect Success Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Sustainable Travel
Success Rentals by Owner
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- Air Conditioner
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- Pet Friendly
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- Air Conditioner
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- Guest Services
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Why Choose Rent By Owner for your Success vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Success
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here ensures you experience the region’s best weather and local events, helping you make the most of your stay in this vibrant destination.
Peak Season Highlights
December to April
During this peak season, the area attracts visitors seeking warm weather and festive celebrations, making it an ideal time for booking vacation rentals in Success and surrounding areas.
July to September
This mid-year period sees high demand due to holiday travelers and favorable weather conditions, offering excellent opportunities to find prime rental accommodations in the region.
Off-Season Highlights
May to June
As the weather begins to warm, visitor numbers decrease, providing a quieter experience and better availability of rental properties in this destination.
October to November
Following the rainy season, the region experiences a slowdown in tourism, allowing you to enjoy more relaxed stays and potentially lower rental rates here.
Weekly Weather Forecast for Success
How to Book Your Success vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Success
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 perfect for relaxing or dining al fresco.
- Take advantage of lush gardens or landscaped yards that enhance your stay.
- Make the most of private patios or terraces with scenic views of the surroundings.
- Utilize designated barbecue or grilling spaces to experience local flavors outdoors.
- Relax by a communal or private swimming pool set amidst tropical scenery.
- Explore nearby walking paths or trails ideal for outdoor activities and sightseeing.
- Benefit from secure parking facilities to conveniently explore the region's attractions.
Top Attractions Around Success
What attractions are nearby?
While staying in this area, you can enjoy a variety of activities nearby, including exploring local cultural sites, relaxing at scenic parks, and experiencing the vibrant community events that reflect the true spirit of the region.

Family Activities
- Visit the Queen’s Park Savannah: Enjoy a family picnic or leisurely walk in this expansive green space that offers beautiful surroundings and outdoor activities for all ages.
- Explore the Museum of Trinidad and Tobago: Immerse your family in the rich history and cultural heritage of the area through engaging exhibits and educational displays.
- Relax at Maracas Beach: Spend a day soaking up the sun, swimming in the clear waters, or tasting local delicacies along this popular coastal destination.
- Discover the Emperor Valley Zoo: Experience an exciting day out with your loved ones as you observe diverse animal species in a family-friendly environment.
Adult Activities
- Visit the Queen's Park Savannah: Enjoy a leisurely walk or a scenic picnic in this expansive park, a central green space that captures the essence of the area’s natural beauty and vibrant community life.
- Explore the Royal Botanical Gardens: Discover a diverse collection of tropical flora and tranquil walking paths that provide a peaceful retreat within the region’s lush surroundings.
- Experience local cuisine at nearby eateries: Savor authentic Caribbean flavors by dining at popular restaurants and food stalls that showcase the region’s vibrant culinary scene.
- Attend cultural events and festivals: Engage with the lively local culture through celebrations and festivals often hosted in the area, offering an authentic taste of Trinidadian traditions.
Success Travel Tips
How Can You Make the Most of Your Stay?
- Explore local markets and eateries: Take advantage of the region's vibrant markets and diverse dining options to enjoy authentic flavors and support small businesses during your stay.
- Opt for a rental by owner: Choosing a private vacation rental here provides a more personalized experience, often offering better value and a homelier atmosphere than traditional accommodations.
- Plan outdoor activities wisely: Make the most of the area's pleasant climate by scheduling outdoor excursions early in the day or later in the afternoon to avoid the midday heat.
- Understand transportation options: Familiarize yourself with local transport routes and services available nearby to navigate conveniently and maximize your exploration of the region.
Transportation Options
- Local Taxis: Convenient and widely available, taxis offer direct transportation around the area with flexible pickup options for your comfort.
- Public Bus Services: Affordable and reliable, the local bus network connects you to key parts of the region, making it easy to explore without a car.
- Car Rentals: For greater flexibility, numerous rental companies provide vehicles suitable for discovering the area's attractions at your own pace.
- Ride-Sharing Services: Popular ride-hailing apps are a dependable way to get around, offering a seamless and cashless travel experience in the vicinity.
Local Customs Options
- Greeting Etiquette: When visiting local homes or participating in community events, a warm handshake or a friendly nod is customary, reflecting the region's welcoming spirit.
- Festive Celebrations: Engaging with traditional festivals and observing local customs during celebrations offers an authentic experience of here’s vibrant cultural heritage.
- Respect for Religion: Respect for religious practices and sites is important, especially in this area where diverse faiths play a significant role in daily life.
- Dress Code: Modest attire is appreciated when attending religious or cultural gatherings, demonstrating your respect for the area's traditions and values.
Frequently Asked Questions About Success Rentals by Owner
1. What are the top vacation rentals in Success?
There are a lot of options in Success. If you plan on staying in the Success area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Success:
- Shalom Guest House
- -20% Convenient Studio Queens Park Savannah Getway
- Sweet Stay
- BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
- Close to Carnival & POS activities! Secure 1 bdr apt, mins from Port of Spain
- Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
- Beautiful 4 bedroom home & additional 2 bedroom detached guess house.
- Norfolk Inn
- Cozy B&B in small gated San Juan community
- Charming 2-bedroom apartment in lovely Woodbrook, Port of Spain with WiFi, AC
2. How many Rentbyowner vacation rentals are available in Success?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 138 in the Success 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 Success.
3. What is the cancellation policy for a rental by owner in Success, Port of Spain?
4. How do I communicate with the owner before booking my rental in San Juan-Laventille?
5. Are there any additional fees I should be aware of when booking a rental in the region?
6. What amenities are typically included in rental properties in this area?
7. Is it possible to modify my reservation after booking in Success, Port of Spain?
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