Best Vacation Homes in Woodford Square
- Air Conditioner
- Parking
- Pet Friendly
- 899 ft² Apartment
- Air Conditioner
- Parking
- TV
- Security/Safety
- Bedding/Linens
- Wellness Facilities
Why Choose Rent By Owner for your Woodford Square Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Woodford Square Vacation Rentals
Where are the best neighborhoods to stay in Woodford Square?
When exploring options for your stay in Port of Spain, choosing the right neighborhood around Woodford Square can greatly enhance your experience. This central area offers a vibrant atmosphere with easy access to the city's cultural and historical sites, making it an ideal location for travelers seeking to immerse themselves in local life. Whether you're looking for lively streets filled with local flavor or quieter spots nearby for relaxation, the neighborhoods surrounding Woodford Square provide a range of comfortable and convenient vacation rentals. With trustworthy accommodations that cater to your needs, you can enjoy a seamless and memorable visit to Trinidad and Tobago's capital city.
Downtown
Staying in the heart of the city offers easy access to vibrant shops, cultural landmarks, and lively street scenes that define this bustling area. This destination is ideal for exploring the region’s dynamic urban atmosphere from your comfortable vacation rental.
View 88+ Rentals in DowntownSuccess
Located just outside the main city center, this neighborhood provides a peaceful retreat while remaining close to key attractions and amenities. It’s an excellent choice for those seeking a relaxed ambiance with convenient access to the region’s vibrant activities.
View 144+ Rentals in SuccessCocorite
Known for its scenic beaches and natural beauty, this area offers spectacular ocean views and a tranquil environment perfect for unwinding. Here, you can enjoy a serene stay while still being within reach of the city's energetic scene.
View 226+ Rentals in CocoriteGlencoe
Set in a picturesque landscape, this neighborhood combines lush greenery with easy access to urban attractions, making it an ideal spot for both outdoor enthusiasts and city explorers. Your stay here promises a blend of nature’s calm and the region’s vibrant culture.
View 71+ Rentals in GlencoeBest Times to Visit Woodford Square
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience of the vibrant local culture and ensure you enjoy the region's best weather, making it the ideal destination for your next getaway.
Peak Season Highlights
January to March
During these months, the destination experiences its peak season with warm weather and lively local events, making it ideal for exploring cultural sites and enjoying outdoor activities.
June to August
This period marks the bustling peak season when visitors flock here for festivals and vibrant festivities, offering an energetic atmosphere perfect for immersing in the local culture.
Off-Season Highlights
April to June
Travel here during the shoulder months when crowds are smaller, and you can enjoy a more relaxed experience while still benefiting from pleasant weather and lower prices on vacation rentals.
September to November
These months see fewer visitors, providing a peaceful environment to explore the region's authentic charm while taking advantage of off-peak rates on vacation rentals.
Weekly Weather Forecast for Woodford Square
How to Book Your Woodford Square Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Woodford Square
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 a lush outdoor garden or shared green space perfect for relaxing or outdoor dining.
- Take advantage of outdoor seating areas to unwind while soaking in the vibrant surroundings of the city’s central square.
- Benefit from a private balcony or terrace offering scenic views of the bustling area and nearby landmarks.
- Utilize on-site parking facilities that make exploring the region convenient and hassle-free.
- Make the most of swimming pools available, ideal for cooling off after sightseeing in this vibrant destination.
- Explore nearby parks or public outdoor spaces where you can enjoy picnics or leisurely strolls.
- Look for accommodations with outdoor barbecue grills, perfect for hosting gatherings and enjoying local flavors.
Top Attractions Around Woodford Square
What attractions are nearby?
During your stay, you can enjoy a variety of nearby activities such as exploring local cultural sites and experiencing vibrant street markets within the heart of Port of Spain, all conveniently accessible from your chosen vacation rentals in the area.
Family Activities
- Visit the Queen's Park Savannah: Enjoy a leisurely stroll or a family picnic in this expansive green space, known as the largest roundabout in the region, offering a perfect outdoor escape within the city.
- Explore the National Museum and Art Gallery: Discover Trinidad and Tobago’s rich history and vibrant culture through engaging exhibits suitable for visitors of all ages.
- Attend local events at Woodford Square: Experience the region's lively atmosphere by participating in community gatherings, festivals, or open-air performances hosted regularly in this central square.
- Engage in outdoor activities at the nearby St. James Amphitheatre: Take part in or observe cultural performances and concerts set against the scenic backdrop of this historic outdoor venue.
Adult Activities
- Historical Walking Tours: Discover the rich history and vibrant culture of the area by joining guided walking tours around this central hub of Port of Spain.
- Local Cuisine Sampling: Savor authentic Trinidadian dishes at nearby cafes and food stalls, offering a delicious taste of the region’s culinary heritage.
- Public Art and Cultural Exhibits: Explore open-air art displays and cultural exhibits that showcase the region’s artistic spirit within this lively city square.
- Relaxing Park Activities: Enjoy a leisurely day in the green spaces surrounding the square, perfect for picnics, people-watching, or simply unwinding in the heart of the city.
Woodford Square Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Local Events: Check out the area’s vibrant cultural scene by attending local events to immerse yourself in the authentic atmosphere of this destination.
- Support Nearby Eateries: Savor the region's unique flavors by dining at nearby restaurants and street vendors, enhancing your overall experience here.
- Visit Cultural Landmarks: Take time to explore the historic and cultural landmarks around this area to gain a deeper understanding of its rich heritage.
- Plan Your Transportation: Arrange reliable transportation options in advance to easily navigate between your vacation rentals and popular attractions in the region.
Transportation Options
- Public Buses: These are the most economical way to explore the area, with frequent routes connecting you to major parts of Port of Spain and beyond.
- Taxis: Readily available around here, taxis offer convenient and flexible transportation for short or long trips within the city.
- Rental Cars: Renting a vehicle provides comfort and independence as you discover the attractions and amenities in this vibrant destination.
- Boli Taxis and Minibuses: These local transport options serve the neighborhood efficiently, helping you move comfortably through the region’s bustling streets.
Local Customs Options
- Celebration of Emancipation Day: You might witness vibrant parades and cultural performances commemorating the region's history of freedom during Emancipation Day.
- Steelpan Music Traditions: The area is renowned for its live steelpan performances, which you can experience at local gatherings, showcasing this iconic musical instrument.
- Local Market Customs: Visiting the bustling markets nearby, you'll observe vendors selling fresh produce and traditional crafts, reflecting the area's rich cultural heritage.
- Carnival Festivities: Participating in or observing Carnival celebrations, with colorful costumes and lively music, offers a glimpse into the region’s passionate community spirit.
Frequently Asked Questions About Woodford Square?
1. What are the top vacation rentals in Woodford Square?
There are a lot of options in Woodford Square. If you plan on staying in the Woodford Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Woodford Square:
- Shalom Guest House
- Stacys Place #1: 2 Bedroom Apartment
- Stacys Place #2: 2 Bedroom Apartment
- -20% Convenient Studio Queens Park Savannah Getway
- Remodeled condo, minutes away from shopping centre
- BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
- Close to Carnival & POS activities! Secure 1 bdr apt, mins from Port of Spain
- Cozy 2-bedroom townhome in welcoming Port of Spain with WiFi, AC
- Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
- Home away from Home .with vacation flare!
2. How many Rentbyowner vacation rentals are available in Woodford Square?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 207 in the Woodford Square 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 Woodford Square.
Best Vacation Homes in Woodford Square
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
