Downtown Port of Spain holiday lettings

We found 56 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Downtown Port of Spain that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, including Wi-Fi and parking. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Downtown Port Of Spain?
Prices for holiday rentals in Downtown Port Of Spain vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Downtown Port Of Spain to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Downtown Port Of Spain holiday house rentals?
You can find great discounts on house rentals in Downtown Port Of Spain on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Downtown Port Of Spain holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Downtown Port Of Spain with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Downtown Port Of Spain?
A long-stay holiday rental in Downtown Port Of Spain is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Downtown Port Of Spain for a holiday rental?
The best time to visit Downtown Port of Spain for a holiday rental is during the peak season from January to March, with February standing out as the most popular month. This period coincides with the vibrant Carnival festivities, attracting travellers eager to immerse themselves in the rich culture, music, and dance that defines Trinidad and Tobago. The atmosphere is electric, with plenty of outdoor activities available, from lively street parties to colourful parades showcasing incredible costumes.

During this peak season, visitors can expect warm temperatures averaging around 25-30 degrees Celsius, superb for enjoying the local beaches and exploring the city's attractions. The comfortable climate makes it ideal for sightseeing, whether you're wandering through the bustling markets or visiting historic sites like the Magnificent Seven.

For those looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing you to enjoy the local culture and attractions without the crowds. The pleasant weather remains, providing an excellent opportunity for leisurely strolls and dining at local eateries.

Ultimately, whether you crave the excitement of Carnival or prefer a peaceful getaway, Downtown Port of Spain has something to offer every type of traveller.
How early should I book a Downtown Port Of Spain holiday rental?
Book your Downtown Port Of Spain holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Downtown Port Of Spain, Trinidad and Tobago?
In Downtown Port of Spain, visitors can experience firsthand a vibrant cultural scene. One of the top attractions is the National Museum and Art Gallery, where you can explore Trinidad and Tobago's rich history and artistic expressions. The nearby Queen's Park Savannah offers a picturesque setting for leisurely strolls, with views of the iconic Magnificent Seven, a row of historic-era mansions.

Another must-see is the bustling Ariapita Avenue, known for its lively option filled with restaurants, bars, and street food vendors, providing a taste of local cuisine and nightlife. The bustling market at Woodford Square is also worth a visit for those looking to experience local life and shop for crafts and fresh produce. Additionally, the nearby Botanical Gardens is a tranquil spot showcasing the island's diverse flora, making it ideal for a relaxing afternoon.
Can I change or cancel my Downtown Port Of Spain home rental booking on Vrbo?
To find Downtown Port Of Spain holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Downtown Port Of Spain holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.