Port of Spain holiday homes

We found 201 holiday rentals — enter your dates for availability
Select from 34 houses, 50 apartments and other holiday rentals to find the perfect place for your stay in Port of Spain. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, including parking and a TV. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Why visit Port of Spain

  • Rich cultural heritage: Explore charming historic streets and beautifully preserved houses that tell the story of Port of Spain's vibrant past.
  • Lush green escapes: Enjoy relaxation in the city's botanical gardens and outdoor spaces for a breath of fresh air.
  • Urban vibrancy: Immerse in the lively downtown, where local culture and business blend seamlessly.
  • Family-friendly experiences: Discover attractions designed for all ages, making it perfect for travellers with children.
  • Eco-conscious adventures: Appreciate nature and local life through a mix of outdoor, eco-friendly activities.

Top attractions in Port of Spain

Port of Spain, located in San Juan-Laventille, Trinidad and Tobago, offers a delightful blend of family-friendly and eco-conscious attractions. Wander through charming historic streets, explore beautifully preserved historic houses, and relax in lush botanical gardens. This vibrant city provides a rich cultural experience with a unique urban vibe, perfect for those looking to immerse themselves in local life and heritage while enjoying outdoor adventures.

  • Ariapita Avenue: A vibrant street known for its lively atmosphere, Ariapita Avenue is the perfect spot to experience local culture through its array of restaurants, bars, and art. Enjoy the eclectic mix of sounds and tastes that define Trinidadian nightlife.
  • Fort George: This historic fort offers a glimpse into Trinidad's colonial past, complemented by stunning views of the surrounding area. Explore its rich history while enjoying the panoramic vistas of Port of Spain and the coastline.
  • Royal Botanical Gardens: A serene retreat in the heart of the city, the Royal Botanical Gardens features lush greenery, diverse plant species, and peaceful walking paths. It's an ideal place for families, romantic strolls, or simply unwinding in nature.

Things to do recommended for couples

Discover Port of Spain’s charm with romantic strolls along the Queen’s Park Savannah, exploring art and culture, and dining at cosy Caribbean bistros, perfect for a couple’s getaway with local flavour.

Things to do recommended for families

Families will delight in exploring the lush Botanic Gardens, discovering the lively Queen's Park Savannah, or visiting the interactive National Museum and Art Gallery. Enjoy the vibrant local culture and indulge in delicious street food while soaking in the warm Caribbean atmosphere.

Things to do recommended for groups

Groups visiting Port of Spain can immerse themselves in the vibrant local culture by exploring the bustling Queen's Park Savannah and enjoying a tour of the historic Fort George. Don't miss the lively markets for authentic Trini cuisine and craft shopping.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Port of Spain

When planning your trip, whether you're travelling with a group, family, pets, or considering longer stays, it's important to filter your options based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Port of Spain with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can refine your search to include all of these options and more on Vrbo.
  • Traveling to Port of Spain with young kids: Travelling with young children can be quite a task. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Port of Spain: For many families, a getaway wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Port of Spain: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Port of Spain

Discover Port of Spain's vibrant downtown, where culture meets business in a family-friendly setting. Enjoy the city's best port and explore its convenient downtown area, offering a mix of outdoor, eco-friendly experiences and romantic, culturally rich attractions. Whether you're admiring local architecture or savouring the lively street scenes, Port of Spain promises a unique and memorable holiday experience in Trinidad and Tobago.

  • San Juan: Located approximately 6km from the bustling Port of Spain, San Juan is a vibrant city that offers a delightful mix of family-friendly activities and eco-friendly experiences. Visitors can enjoy its expansive recreational areas, ideal for picnics and outdoor sports. The local shopping centre and mall provide a perfect backdrop for a leisurely day of retail therapy. Notable attractions include serene parks and family-friendly beaches, making it a great spot to unwind and connect with nature while soaking up the warm Caribbean sun.
  • Saint James: Nestled within the Port of Spain area, Saint James is a charming village that caters to families and business travellers alike. The village boasts a rich urban atmosphere, with a variety of recreational areas and shopping options that cater to both locals and visitors. Explore the picturesque streets lined with historic sites, and take a stroll through its lovely parks. Saint James offers a unique blend of city life and family-oriented activities, making it an inviting destination for those looking to experience local culture.
  • Newtown: Also situated in close proximity to Port of Spain, Newtown is a quaint village that embraces outdoor and eco-conscious experiences. This neighbourhood features recreational areas and shopping centres that encourage community engagement and leisure. Highlights include a well-maintained park, a local stadium for sporting events, and a tranquil bay perfect for relaxation. Newtown is an excellent choice for families seeking a balance of fun activities and natural beauty while exploring the essence of Trinidad and Tobago.

Best time to go to Port of Spain

If you're planning a trip to Port of Spain, it's a good idea to check both the weather and property rates. The warmest month is September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly High
February77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly Low
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverage
April79.5°F (26.4°C)Light RainMostly SunnyAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly Low
June80.1°F (26.7°C)Light RainMostly CloudyAverage
July79.9°F (26.6°C)Light RainMostly CloudySlightly High
August80.6°F (27.0°C)Moderate RainMostly SunnyAverage
September81.5°F (27.5°C)Light RainMostly SunnySlightly High
October81.0°F (27.2°C)Moderate RainMostly SunnySlightly Low
November79.9°F (26.6°C)Moderate RainMostly CloudyAverage
December78.8°F (26.0°C)Light RainMostly SunnyAverage

Booking with Vrbo is simple

Are you keen to save on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often means significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of holiday rental. We're here to help you make the most of your trip.

Vrbo Trips: Planning as easy as it gets

Vrbo’s pioneering Trip Board offers a dedicated space where you can start fresh trips, pick up where you left off, or keep track of your plans. Properties that you’ve saved or booked before are now neatly organised into Potential, Upcoming, or Current Trips. To access your Trip Boards, please visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Travel to captivating Port of Spain

The area's entertainment and culture are just some of the reasons to come on holiday to Port of Spain. This city's restaurants, zoo and shopping draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Port of Spain

Are you looking for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Port of Spain a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Yerette - Home of the Hummingbird (6.9 mi / 11.1 km)
  • Emperor Valley Zoo (1.8 mi / 2.9 km)
  • Chaguaramas Golf Course (9.3 mi / 15 km)
  • Millenium Golf Club (10.9 mi / 17.5 km)

Exploring the natural landscape of Port of Spain

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Port of Spain is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Queen's Park Savanah (1.2 mi / 1.9 km)
  • Maracas Beach (8.8 mi / 14.2 km)
  • Macqueripe Bay (9.8 mi / 15.8 km)
  • Las Cuevas Beach (11.3 mi / 18.2 km)
  • Asa Wright Nature Centre (15 mi / 24.1 km)
  • Blanchisseuse Beach (17.3 mi / 27.8 km)

Seasonal weather in Port of Spain

If warm-weather activities are high on your list, September, October, August and May are the hottest months to visit, when temperatures average 27°C.

Transport to and around Port of Spain

Fly into Port of Spain (POS-Piarco Intl.), the closest airport, located 12 mi (19.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Port Of Spain when booking a holiday rental?
When considering a holiday rental in Port of Spain, a popular area to stay is the vibrant neighbourhood of Woodbrook. Known for its lively option, Woodbrook offers a range of properties, from chic apartments to charming guesthouses, suiting various preferences and budgets. This area is particularly appealing due to its proximity to attractions like the Queen's Park Savannah, a large public park superb for leisurely strolls, picnics, and enjoying the local culture. Additionally, you can explore the nearby Avenue, which is famous for its lively nightlife, filled with bars and restaurants where you can taste the local cuisine.Another excellent choice is the historic area of St. Ann's. This neighbourhood boasts a tranquil environment while still being close to the bustling city centre. Here, you can find a selection of properties that provide a peaceful retreat after a day of exploring. St. Ann's is not far from the National Museum and Art Gallery, where you can delve into Trinidad and Tobago's rich history and artistic heritage.
Where are the best areas for renting a beach house in Port Of Spain?
For renting a beach house in Port of Spain, the inviting area of Maracas Bay stands out as an excellent choice. This picturesque beach is famous for its golden sands and lush surrounding hills, offering a range of holiday rentals that often come with features such as private balconies overlooking the ocean, outdoor grills, and spacious living areas superb for family gatherings. Many properties in this region are within a short stroll to the beach, allowing for easy access to sunbathing and swimming.In addition, the nearby Las Cuevas Beach is another fantastic option, where you can find charming beachfront cottages and villas. These typically provide amenities such as fully equipped kitchens, air conditioning, and outdoor dining spaces, ideal for enjoying the tropical climate. The beach itself offers calm waters, making it suitable for families and those looking for a relaxing seaside experience.For those who want to explore some local culture, the vibrant city centre of Port of Spain is just a short drive away, where visitors can find lively markets, eateries, and cultural attractions. Rentals in this area often provide convenient access to urban amenities while being close enough to the coast for beach day trips.
What is the most popular type of holiday rental accomodation in Port Of Spain?
In Port Of Spain, apartments are the most popular type of holiday rental, with approximately 156 available throughout the city. These apartments are typically situated in vibrant neighbourhoods, offering easy access to cultural attractions and local eateries. Most units come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and often include conveniences like Wi-Fi and air conditioning for a pleasant stay.Additionally, there are about 92 holiday houses available, which provide more space and privacy, making them ideal for families or groups. These homes generally feature multiple bedrooms, outdoor spaces, and sometimes even private pools, allowing guests to enjoy a relaxing atmosphere. There are also around 24 condos and several villas, which offer added luxury and breathtaking views of the surrounding area.
Are there any family house rentals in Port Of Spain?
In Port of Spain, there are numerous family-friendly rentals available, with around 20 options to choose from. This vibrant capital city offers a mix of modern amenities and rich cultural experiences, making it an excellent choice for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play.Visitors can expect amenities such as Wi-Fi and air conditioning to ensure a comfortable stay, while the proximity to local attractions adds to the appeal. Families can explore the nearby Queen's Park Savannah, a large green space great for picnics and outdoor activities, or visit the National Museum and Art Gallery for a taste of local culture.
Can I rent a holiday home with a pool or hot tub in Port Of Spain?
In Port of Spain, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This vibrant capital city offers a mix of urban and tropical settings, where travellers can find properties in neighbourhoods such as Cascade and St. Ann's. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas great for relaxation and entertaining.Guests can also expect amenities like fully equipped kitchens, comfortable living spaces, and air conditioning, ensuring a pleasant stay. Additionally, some properties may provide easy access to local attractions, making it a convenient base for exploring the cultural and natural beauty of Trinidad and Tobago.
Are there pet-friendly house rentals in Port Of Spain?
In Port of Spain, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, which are ideal for both relaxation and entertaining.The vibrant neighbourhoods around the city offer easy access to parks and green areas, enhancing the pet-friendly experience. For instance, the Queen's Park Savannah, a large open space in the heart of the city, is great for leisurely strolls and outdoor activities with pets. Additionally, the nearby Botanic Gardens provides a serene setting for walks and picnics.
Are there any remote work holiday rentals in Port Of Spain?
In Port of Spain, Trinidad and Tobago, there are numerous options for remote work holiday rentals, with around 224 properties available. Many of these accommodations are equipped with essential amenities to facilitate working from home, such as free Wi-Fi, dedicated workspace, and comfortable desk chairs. This makes it easy for remote workers to stay productive while enjoying the vibrant culture and stunning scenery of the area.The neighbourhoods near the city centre, particularly those close to the Queen's Park Savannah, offer a mix of modern apartments and traditional homes, providing a unique blend of comfort and convenience. Properties often feature spacious living areas, kitchens for self-catering, and sometimes outdoor spaces to unwind after a day of work.Additionally, the proximity to local attractions, such as the Royal Botanical Gardens and the bustling marketplaces, allows for a great balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Port Of Spain?
In Port Of Spain, popular rental amenities primarily include kitchens, which allow guests to prepare their own meals and enjoy a more homely experience. Many rentals also feature onsite parking, making it convenient for those travelling with a vehicle. Additional amenities often found in these accommodations include coffee and tea makers for a refreshing start to the day, blenders for whipping up smoothies, and dining areas where guests can gather and enjoy meals together.
When is the best time to visit Port Of Spain for a holiday rental?
September is the most popular time to visit Port Of Spain, making it an ideal choice for travellers looking to immerse themselves in the vibrant culture and lively option of Trinidad and Tobago. This month falls within the peak travel season, which spans from July to September, attracting tourists eager to experience the island's festivities, music, and beautiful beaches.During this period, temperatures typically range from 24 to 32 degrees Celsius, providing a warm and inviting climate superb for outdoor activities and sightseeing. Visitors can enjoy the stunning scenery, explore local markets, and partake in various cultural events, all while basking in the sun alongside fellow travellers.For those seeking a more budget-friendly experience, consider planning your visit in May. This month often sees fewer tourists, allowing you to explore the city's attractions at a leisurely pace while enjoying the natural beauty of the surrounding areas. Plus, the lush landscapes during this time offer a unique charm, superb for capturing memorable photographs.
What are the top attractions in Port Of Spain?
In Port of Spain, visitors can immerse themselves in vibrant culture and history. The Queen's Park Savannah is a key attraction, offering expansive green spaces and views of the stunning historic architecture surrounding it, including the iconic Magnificent Seven houses. Nearby, the Royal Botanic Gardens provide a tranquil escape with a diverse range of tropical plants and a serene atmosphere.For those interested in local culture, the National Museum and Art Gallery showcases Trinidad and Tobago's rich heritage through various exhibitions, while the nearby Woodford Square is a lively hub for events and gatherings, often featuring local vendors and performances.The bustling streets of Ariapita Avenue are great for those looking to experience the local culinary scene, with a variety of restaurants and bars offering authentic Trinidadian dishes. Additionally, the vibrant nightlife in this area makes it an ideal spot for socialising after a day of exploration.For a taste of history, Fort George offers panoramic views of the city and the Gulf of Paria, along with a glimpse into the island's historic past.
Are all fees included in the Port of Spain holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Port of Spain holiday homes with parking?
Bookabach offers a wide selection of holiday homes in 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 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.
Are there any discounts for Port of Spain holiday homes?
You can find great discounts on holiday homes in Port of Spain on Bookabach, 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.
Can I change or cancel my Port of Spain holiday home booking on Bookabach?
To find Port of Spain holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Port of Spain?
A long-stay holiday home in 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Port of Spain holiday home?
Book your Port of Spain holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Port of Spain?
Prices for holiday homes in 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Port of Spain to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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