Villa vacation rentals in Port of Spain

Find and book unique villas on Airbnb

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Popular amenities for Port of Spain villa rentals

Private villa rentals

Superhost
A private pool is surrounded by lush tropical plants, creating a serene outdoor environment. Comfortable chairs are positioned on a wooden deck nearby, offering a peaceful retreat. The pool features blue mosaic tiles, enhancing the tranquil atmosphere of the garden space.
Villa in Diego Martin
4.94 out of 5 average rating, 90 reviews

Garden Oasis 2: Villa with Private Pool

TerryRating, 5 stars2 weeks ago
**5 Stars – A Wonderful Stay at Westmoorings!** We had a fantastic stay at your home in Westmoorings, hosted by Brief Homes International. The home was beautifully maintained, clean, and exactly as described in the listing. The location was perfect—peaceful, safe, and close to everything we needed. The check-in process was seamless, and the host was responsive and professional throughout our stay. The living spaces were spacious and comfortable, with tasteful décor that made us feel right at home. We especially loved the outdoor area by the pool, which was great for relaxing in the evenings. One small suggestion for an even better experience would be to consider adding TVs in the bedrooms for a bit of extra comfort and convenience. Overall, a wonderful stay—we would absolutely book again and highly recommend your rental in Westmoorings Trinidad
Superhost
The three-story villa is illuminated at dusk, showcasing its elegant architecture. Arched balconies and large windows create a welcoming facade, while the surrounding landscape features palm trees. The entrance is framed by soft outdoor lighting, enhancing the serene atmosphere of the property.
Villa in Port of Spain
4.62 out of 5 average rating, 26 reviews

3 Story Villa | Maraval | Pool | Gated & Security

CarlosRating, 5 stars3 weeks ago
I would rate this place a solid five stars. From start to finish, the host was absolutely excellent — attentive and communicative throughout, ensuring that our stay was as comfortable as possible. The property itself was beautiful: clean, cozy, and perfectly furnished. We will be taking tips. It offered the perfect balance of comfort and tranquility — exactly what we were hoping for. We especially appreciated how peaceful the surroundings were, making it easy to unwind and recharge. Another plus was the location. There were several attractions and points of interest nearby, which made exploring the area both easy and enjoyable. All in all, we had a fantastic experience and would 100% recommend this place to anyone. We hope to return in the future!
Guest favorite
A charming outdoor setting features a well-arranged platter of fresh fruits alongside a bottle of sparkling wine and two glasses. Lush greenery surrounds a private pool, creating a serene atmosphere for relaxation.
Villa in Diego Martin Regional Corporation
4.95 out of 5 average rating, 38 reviews

Garden Oasis 1: Villa with Private Pool

YvonneRating, 5 stars4 weeks ago
The host Krys and Rhonda who met us at check-in were very welcoming. The place was clean and in pristine conditions. Felt very safe and they were very responsive if we reached out. The backyard was a little peace of paradise. Perfect place to relax and enjoy the day or night.
Guest favorite
A sparkling pool is framed by a stone patio and enhanced with modern lounge chairs under a large umbrella. Surrounding palm trees and blue skies create a serene atmosphere, while the pool's unique shape incorporates a smaller spa area, inviting relaxation and enjoyment.
Villa in Tunapuna/Piarco Regional Corporation
5 out of 5 average rating, 7 reviews

Luxury Vacation Villa in Valsayn

KujRating, 5 stars1 month ago
Kevin was super helpful and always pleasant. The place was great and I really enjoyed the immense space and amenities. I would rent Kevin’s place again!
A two-story building with a light green exterior is depicted. A staircase leads to the entrance, surrounded by landscaped areas with flowers. A porch area with railings is visible, enhancing the architectural design of the home.
Villa in Arima
5 out of 5 average rating, 3 reviews

Chrislou’s

EugeneRating, 5 stars3 months ago
Christina and her husband’s place was one of my most memorable stays to date. She went above and beyond to ensure my friend and I were comfortable and had a fantastic experience. Her attentiveness, hospitality, responsiveness, and kindness made our stay truly special. I highly recommend this wonderful home and would definitely visit again! Thank you again🫶🏾
Large windows frame expansive views of the lush countryside and distant hills. A cozy sofa with decorative pillows sits in front, inviting relaxation. Light curtains allow natural light to fill the living space, enhancing the connection to the stunning outdoor scenery.
Villa in Preysal
5 out of 5 average rating, 4 reviews

Sallas Getaway - Couples Escape in Gran Couva!

ElisaRating, 5 stars2 months ago
Such a cute, modern getaway! Perfect when you want to live the slow life. The area is serene, beautiful views and lots of opportunities to spot birds. The Airbnb itself was spotless, the kitchen had the necessities and thoughtful extras. Definitely suited for couples looking to spend one-on-one time. Host was helpful, quick to respond and accommodating to our needs. I Highly recommend them 10/10❤️. We had the most amazing time!!
Guest favorite
A refreshing private pool is surrounded by sun loungers and framed by neatly arranged tiles and grass. Water features gently spray from the pool, adding a tranquil element to the outdoor space. The clear blue water reflects the sunlight under a bright sky.
Villa in D'Abadie
5 out of 5 average rating, 20 reviews

Caspian Villa: Poolside Paradise

TamaishaRating, 5 stars1 week ago
To find a place so nice so close to the airport that was kid friendly was truly a diamond. It was accesible for both the older people and the tiny human. It was also a very thoughtfully set up place that had a very homey touch. We will definitely be renting again and spreading the word.
A spacious patio is visible under a bright blue sky, surrounded by tall palm trees. A white dining set is positioned on the tiled surface, offering a serene view of the water and distant islands.
Villa in Gaspar Grande
4.77 out of 5 average rating, 13 reviews

Private Villa - Down the Islands

SateshRating, 5 stars1 month ago
Boca View is an amazing property with sunset and sunrise views, great bay area for bathing. Spacious and fully equipped. Definitely one of the best houses on Gaparee Island. I’ll be returning soon!

Villa rentals with a pool

A private pool is surrounded by a sun terrace featuring two white lounge chairs. The pool's clear water reflects the blue sky above, while the surrounding walls add privacy. Lush greenery can be seen along the edges, contributing to the tranquil outdoor setting.
Villa in Sangre Grande
5 out of 5 average rating, 4 reviews

Country Space Villa(gated community,private pool)

ShridharRating, 5 stars3 months ago
We had an absolutely wonderful stay at Candice and Sheldon's Airbnb! From start to finish, they were incredibly kind, responsive, and helpful—not only during our stay but also in the planning stages beforehand. They truly made us feel like family, which added a special touch to our experience. The villa itself was spotless, fully equipped, and located in a peaceful and safe town. The pool was a perfect place to relax, and the gym exceeded our expectations—it was much bigger than we anticipated and had a great variety of machines. Beyond the amazing accommodations, Candice and Sheldon added to the warm and good vibes that Trinidad has to offer. Their hospitality made our trip even more special, and we’re so grateful for their generosity. If you're looking for a place that feels like a home away from home, with fantastic hosts who genuinely care about your experience, this is it! We highly recommend staying with Candice and Sheldon and would absolutely return in the future.
Superhost
A private pool is surrounded by lush tropical plants, creating a serene outdoor environment. Comfortable chairs are positioned on a wooden deck nearby, offering a peaceful retreat. The pool features blue mosaic tiles, enhancing the tranquil atmosphere of the garden space.
Villa in Diego Martin
4.94 out of 5 average rating, 90 reviews

Garden Oasis 2: Villa with Private Pool

TerryRating, 5 stars2 weeks ago
**5 Stars – A Wonderful Stay at Westmoorings!** We had a fantastic stay at your home in Westmoorings, hosted by Brief Homes International. The home was beautifully maintained, clean, and exactly as described in the listing. The location was perfect—peaceful, safe, and close to everything we needed. The check-in process was seamless, and the host was responsive and professional throughout our stay. The living spaces were spacious and comfortable, with tasteful décor that made us feel right at home. We especially loved the outdoor area by the pool, which was great for relaxing in the evenings. One small suggestion for an even better experience would be to consider adding TVs in the bedrooms for a bit of extra comfort and convenience. Overall, a wonderful stay—we would absolutely book again and highly recommend your rental in Westmoorings Trinidad
Superhost
The three-story villa is illuminated at dusk, showcasing its elegant architecture. Arched balconies and large windows create a welcoming facade, while the surrounding landscape features palm trees. The entrance is framed by soft outdoor lighting, enhancing the serene atmosphere of the property.
Villa in Port of Spain
4.62 out of 5 average rating, 26 reviews

3 Story Villa | Maraval | Pool | Gated & Security

CarlosRating, 5 stars3 weeks ago
I would rate this place a solid five stars. From start to finish, the host was absolutely excellent — attentive and communicative throughout, ensuring that our stay was as comfortable as possible. The property itself was beautiful: clean, cozy, and perfectly furnished. We will be taking tips. It offered the perfect balance of comfort and tranquility — exactly what we were hoping for. We especially appreciated how peaceful the surroundings were, making it easy to unwind and recharge. Another plus was the location. There were several attractions and points of interest nearby, which made exploring the area both easy and enjoyable. All in all, we had a fantastic experience and would 100% recommend this place to anyone. We hope to return in the future!
Top guest favorite
A spacious outdoor pool area features a large swimming pool, with steps leading into the water. A shaded patio houses a kitchenette and seating, while the two-story villa is framed by large windows and a wraparound porch. Sunlight reflects off the water on a clear day.
Villa in Carapichaima
5 out of 5 average rating, 18 reviews

Charming holiday Villa with Pool in Chaguanas

ReginaldRating, 5 stars3 months ago
This is my second time staying here and i love it quiet and peaceful neighborhood and Danny is a great and reliable very accommodating host i would definitely stay here again
Guest favorite
A private pool is surrounded by lush tropical vegetation, creating a tranquil retreat. A small table with a bottle and glasses is set nearby, inviting relaxation. Sunlight filters through the leaves, adding warmth to the serene outdoor space.
Villa in Diego Martin Regional Corporation
4.95 out of 5 average rating, 38 reviews

Garden Oasis 1: Villa with Private Pool

YvonneRating, 5 stars4 weeks ago
The host Krys and Rhonda who met us at check-in were very welcoming. The place was clean and in pristine conditions. Felt very safe and they were very responsive if we reached out. The backyard was a little peace of paradise. Perfect place to relax and enjoy the day or night.
Guest favorite
Villa in Tunapuna/Piarco Regional Corporation
5 out of 5 average rating, 7 reviews

Luxury Vacation Villa in Valsayn

KujRating, 5 stars1 month ago
Kevin was super helpful and always pleasant. The place was great and I really enjoyed the immense space and amenities. I would rent Kevin’s place again!
Guest favorite
A refreshing private pool is surrounded by sun loungers and framed by neatly arranged tiles and grass. Water features gently spray from the pool, adding a tranquil element to the outdoor space. The clear blue water reflects the sunlight under a bright sky.
Villa in D'Abadie
5 out of 5 average rating, 20 reviews

Caspian Villa: Poolside Paradise

TamaishaRating, 5 stars1 week ago
To find a place so nice so close to the airport that was kid friendly was truly a diamond. It was accesible for both the older people and the tiny human. It was also a very thoughtfully set up place that had a very homey touch. We will definitely be renting again and spreading the word.
Superhost
A sailboat glides over the calm waters, creating gentle ripples. The backdrop features a clear blue sky dotted with a few clouds. Lush greenery frames the scene, adding a natural touch to the coastal view, while distant boats can be seen navigating in the background.
Villa in Gaspar Grande
4.83 out of 5 average rating, 24 reviews

Gaspar Grande 2-bedroom apartment, Gasparee

KathrynRating, 5 stars9 months ago
This spot is truly a little private slice of heaven, tended to by absolute angels! Rosemary has captured all the best parts of what DDI felt like as a little girl, from the hammock stand under overhanging flowers to the light board games for rainy nights and the grill to light under clear starry ones. The view from the balcony is gorgeous as well and turned out to be a fantastic spot to catch the Great Race from, coffee in hand and legs kicked up. We fit extremely comfortably as a group of 9, with just enough extra living space to re-enact all the Mama Mia dances and the water cooler kept us all well hydrated throughout our song belting and on-island adventures. The kitchen was well stocked with an array of tools and, perhaps most importantly, the ever in demand blender for icy sundowners. Anything not on hand was quickly accomodated by Rosemary's brother, Nigel. The restaurant, mini mart and beach are a 2 min walk away and are full of the kindest people. Will recommend again and again

Family-friendly villa rentals

Superhost
A private pool is set in a spacious outdoor area surrounded by lush greenery. The octagonal pool features a smooth stone deck, and a ladder for easy access. Various decorative pots and seating are positioned around the pool, enhancing the inviting atmosphere of the space.
Private room in Saint Augustine
4.73 out of 5 average rating, 11 reviews

Villa Patricia Private Room #2 En Suite Bathroom

LizaRating, 5 stars27 months ago
Couldn’t have asked for a better experience!! Tenisha was amazing and super helpful! The place was comfortable and safe we felt right at home. It was nice to meet other Carnival goers as well we had a nice group staying in the house. Mr P was super friendly also! Tenisha also arranged our transportation and it was the best! Honestly nothing bad to say, she is so hospitable and gave us so much info about her beautiful island. This was the best carnival experience!!
Superhost
A tranquil pool area features a clear blue water surface, surrounded by landscaped gardens. Potted plants are placed around the pool, and the backdrop showcases a scenic mountain view under a partly cloudy sky.
Private room in Saint Augustine
4.64 out of 5 average rating, 22 reviews

Villa Patricia Private Room #3 En Suite Bathroom

HannahRating, 5 stars17 months ago
I had a great stay, the place was so welcoming. The property manager lives on site and is always available. He is so kind. He even let us adjust our booking when we missed our flight. The pool was great. I definitely recommend staying here! It is uphill from the main road, so be aware of that. I had a car, so it wasn’t a problem for me.
Superhost
An octagonal pool is seen surrounded by paved areas with planters and outdoor seating. Lush greenery and hillside views create a serene atmosphere, contributing to a relaxing outdoor space for guests.
Private room in Saint Augustine
4.73 out of 5 average rating, 11 reviews

Villa Patricia Private Room #4 En Suite Bathroom

HeatherRating, 5 stars65 months ago
Our stay at Villa Patricia was amazing! It is a lovely home in a good location. Tenisha is very professional and responded quickly to my various inquiries. She recommended a fabulous guide who took us on a fabulous tour of the northern coast up to Avocat waterfalls. She also connected us with a very reliable taxi driver who came right on time at the early hour of 6am to transport my best friend to the airport. Mr. Placid, the host, is one of the most genuine and warm-hearted hosts I have ever had the pleasure of meeting. We had a great time "liming" over sips of local rum and enjoyed great conversations; he taught me a lot about local customs. Our safety and comfort were of topmost concern to Mr. Placid. If you stay at Villa Patricia, I have no doubt you will be most satisfied!
Superhost
A private pool is situated within a stone-paved area, framed by lush plants and decorative pots. The octagonal shape of the pool is highlighted, and steps lead down into the water. Surrounding hills and roofs of nearby houses can be seen in the background.
Private room in Saint Augustine
4.3 out of 5 average rating, 10 reviews

Villa Patricia Suite #1 w/Large Private Bathroom

DanikaRating, 5 stars74 months ago
I had an awesome time for my birthday at Tenisha's place. The gentleman that watches over the house is very sweet and helpful. He gave me a full tour again although I had been there and took his time to explain everything. I was allowed to bring over a few of my cousins to hang out. I made sure they respected the house and were cool. Thank you to this comfortable home, I felt like it was my home away from home.
Superhost
A vibrant living area features a large flat-screen television mounted on a bright yellow wall. Two comfortable sofas, patterned in subtle tones, are arranged around a coffee table. Windows allow natural light, enhancing the spacious feel of the room with a cozy atmosphere.
Private room in Saint Augustine
4.71 out of 5 average rating, 17 reviews

Villa Patricia Private Room #6 w/Shared Bathroom

VoyRating, 5 stars8 months ago
My stay was amazing,the place was clean and quiet just what I wanted ,Mr Placid was friendly, helpful and was always there to make sure I'm ok , I'll definitely visit again .
Superhost
A turquoise pool is framed by a stone deck, surrounded by potted plants. The backdrop features lush mountains, visible under a bright sky. The area is softly illuminated, creating a relaxing space for guests. Decorative pots add a touch of greenery to the setting.
Private room in Saint Augustine
4.17 out of 5 average rating, 6 reviews

Villa Patricia Private Room #1 En Suite Bathroom

MikhailRating, 5 stars66 months ago
By far, the most comfortable and affordable place my wife and I have stayed at. The owner was super accommodative and very friendly!!! 7 stars!!!!

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