Success Rentals by Owner

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Guest Services

Why Choose Rent By Owner for your Success 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.

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

spring
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.

Average Temperature Daytime: 28°C - Nighttime: 22°C
spring
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.

Average Temperature Daytime: 30°C - Nighttime: 24°C

Off-Season Highlights

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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.

Average Temperature Daytime: 29°C - Nighttime: 23°C
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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.

Average Temperature Daytime: 29°C - Nighttime: 23°C

Weekly Weather Forecast for Success

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 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.
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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.
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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

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?

Cancellation policies vary depending on the individual listing. It is recommended to review the specific rental's terms and conditions directly on the listing or contact the owner for detailed information regarding cancellations and potential refunds.

4. How do I communicate with the owner before booking my rental in San Juan-Laventille?

You can reach out to the property owner through the messaging feature provided on the booking platform. This allows you to ask questions, clarify details about the property, and ensure it meets your needs before finalizing your reservation.

5. Are there any additional fees I should be aware of when booking a rental in the region?

Additional fees such as cleaning charges, service fees, or security deposits may apply. These details are usually disclosed in the listing description, but it’s best to confirm with the owner directly to understand all costs involved.

6. What amenities are typically included in rental properties in this area?

Rental owners often provide amenities like Wi-Fi, air conditioning, kitchen facilities, and parking. For specific amenities available at a particular property, please review the listing details or contact the owner for confirmation.

7. Is it possible to modify my reservation after booking in Success, Port of Spain?

Modification options depend on the owner’s policies and the terms outlined in the listing. It’s advisable to contact the owner directly through the platform to discuss any changes or updates to your reservation.

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