Villa vacation rentals in Trinidad and Tobago

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Popular amenities for Trinidad and Tobago villa rentals

Private villa rentals

A winding pathway is flanked by tall palm trees and stretches toward a scenic view of the coastline. The landscape features a mix of green grass and dried patches, under a bright blue sky with scattered clouds.
Villa in Lowlands
4.62 out of 5 average rating, 34 reviews

Welcome to your "Paradise Villa"...come and enjoy

TrixieRating, 5 stars1 month ago
Excellent host! Communicated with us and gave all instructions prior to our checking in. Flexible with check in / check out times which we appreciated. Looking forward to returning!
A modern living area is showcased with a spacious sectional sofa and accent chairs. A large television is mounted on the wall, complemented by a stylish cabinet. Natural light enters through sheer curtains, and a decorative plant adds a touch of greenery.
Villa in Black Rock
5 out of 5 average rating, 3 reviews

Casa La Vista - 6 Bed, Fully Equipped Luxury Villa

NkwaRating, 5 stars11 months ago
Ayarna and Akin were amazing. They paid attention to details and were extremely welcoming. When my family wanted to go to the Nylon Pool Akin coordinated transportation services for them. All the amenities were amazing in the home. One of the top places I have stayed at in the world. Thank you Ayarna and Akin for such an amazing time.
A vibrant yellow villa is framed by a clear sky, showcasing a private pool with a tiled edge. The building features multiple windows, allowing natural light to fill the interior. Lush greenery surrounds the pool area, enhancing the serene outdoor setting.
Villa in Crown Point
4.69 out of 5 average rating, 45 reviews

Villa Kiskadee, private, comfortable and relaxing

DeronRating, 5 stars3 weeks ago
This venue offers a commendable experience due to its advantageous location in close proximity to the beach, as well as a variety of dining and entertainment establishments. The premises are well-maintained and notable for their cleanliness. Furthermore, the inclusion of a majority of essential amenities, such as pool inflatables and a barbecue, enhances the overall appeal and convenience for guests. Based on these positive attributes, I would confidently recommend this venue.
A serene swimming pool is framed by a stone border, with clear blue water reflecting the sky. Surrounding foliage adds greenery, while a shaded area provides seating nearby. The area exhibits a well-maintained patio and is complemented by potted plants around the pool.
Villa in Radix
4.63 out of 5 average rating, 8 reviews

Family 3 Bedroom Villa w/ Pool close to Beach

AnushkaRating, 5 stars13 months ago
The place was clean and the beds were super comfortable.Our kids loved the pool....we felt right at home.Shawn was very responsive and accommodating. We had a great stay....Will definitely return.
The villa is illuminated at night, highlighting a spacious pool surrounded by palm trees. The two-story building features large windows, and the inviting outdoor area includes a patio near the pool, contributing to a tranquil ambiance.
Villa in Black Rock
4.6 out of 5 average rating, 10 reviews

Sunset Reef Villa Tobago

GregoryRating, 5 stars9 months ago
Great location. Beach is close. Seahorse Inn is an incredible restaurant and steps away. Villa had great outdoor space. The pool was incredible. The villa and area felt very safe. Katy-Ann (house keeper) was very delightful. The kitchen was very well equipped and we made good use of it :-) I would gladly stay here again anytime!
The exterior of the villa displays a modern design with multiple balconies and large sliding glass doors. A well-maintained lawn provides a green contrast to the building's white facade. The spacious parking area is visible in the foreground.
Villa in Crown Point
4.79 out of 5 average rating, 14 reviews

Villa Azores- Oceanfront with pool & all amenities

AmandaRating, 5 stars1 week ago
we absolutely loved our stay! Candice made us feel so welcome and at home. The house was such a great location - close to airport, local restaurants and beaches. Beds were very comfortable and was great to have a bathroom in each room. Would recommend staying here and would stay again.
Guest favorite
A serene pool area is surrounded by lush tropical foliage, featuring a crystal-clear pool with a stone deck. Comfortable lounge chairs are positioned near the water, inviting relaxation in a tranquil garden setting.
Villa in Canaan
4.76 out of 5 average rating, 33 reviews

Tropical Villa Cocoloco with Pool & Garden Oasis

MelanieRating, 5 stars1 month ago
Our stay at David's place was just what the doctor ordered! This spot is absolutely gorgeous and my family and I were extremely comfortable, relaxed and able to unwind. The space provided suited everyone's needs across 3 generations. Although we brought some of our own games, the kids really enjoyed using the board games provided. The only thing we may consider changing would be the size of the pool, but this was not a big issue and I suppose it fit in with the intended style and design. The property manager, Duane, was super responsive, polite, and professional, and checked in on us periodically which I greatly appreciated. We would definitely stay here again.
Guest favorite
An aerial view of a villa surrounded by a lush garden, featuring a rectangular swimming pool at its center. Tall palm trees and other greenery enhance the outdoor space. The building is designed with a sloped roof and multiple access points, reflecting a spacious layout.
Villa in Canaan
5 out of 5 average rating, 12 reviews

Frangipani Villa- Lovely 3 Bedroom, Pool, Fully AC

JanineRating, 5 stars5 months ago
The villa was amazing and in a good quiet location but still close enough to the main roads. The host was super helpful and my family had a great time.

Luxury villa rentals

The villa features a modern architecture, with a stone patio surrounding a large swimming pool. Lounge chairs are positioned around the pool, offering a relaxing space. Large windows line the villa, providing ample natural light and views of the landscape.
Villa in Scarborough
4.9 out of 5 average rating, 10 reviews

The Sugarmill Villa - A Family Vacation in Tobago

MarianaRating, 5 stars5 months ago
We had a great stay at Mark’s place. Marion was very accommodating with check in/out times and catered 2 lovely meals for us. The views and sunsets are beautiful and grounds and tree house were a big hit with the kids. The rooms were large and well appointed - it was perfect for our large family. Will definitely stay again.
Superhost
A modern open-plan living area is depicted, featuring a sleek kitchen island with a kettle and a light marbled countertop. Pendant lights hang above, and sleek black railings lead to an upper level. Comfortable seating areas are visible, creating versatile spaces for relaxation.
Villa in San Juan-Laventille Regional Corporation

Tropical Retreat with pool and optional Cabana

MarcusRating, 5 stars3 months ago
I stayed at this property for Trinidad Carnival, and while it was a bit of a distance from some of the fetes, it more than made up for it in every other way. The house itself is spacious, with four bedrooms and three bathrooms, plus the additional pool house I rented, providing plenty of room for our group. The host was fantastic—very communicative and accommodating. They even arranged a complimentary cleaning halfway through our stay, which, if you know Carnival, is a lifesaver! They also went above and beyond by stocking the kitchen with food and beverages before our arrival, making our stay even more convenient. The only downside is the distance from many of the main events, but with everything else this property offers, it was well worth it. Highly recommend!
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, 8 reviews

Luxury Vacation Villa in Valsayn

StephanieRating, 5 stars1 month ago
Kevin was extremely wonderful he went above and beyond for us. I would stay here every single time I visit Trinidad.
An aerial view of a spacious villa is highlighted, featuring a neatly manicured lawn and a private heated pool. Modern architecture is accented by tall palm trees and colorful tropical plants. The coastal scenery features soft clouds against a bright blue sky in the background.
Villa in Lowlands
4.8 out of 5 average rating, 10 reviews

Ti Marie - Caribbean luxury with golf course views

MonicaRating, 5 stars14 months ago
Beautiful spot for a big group of friends or family. Private, spacious and in a safe neighborhood. Shannon and her team were always responsive, helpful and accommodating throughout the stay. Note there is only AC in the bedrooms but there are fans in the main spaces. The place is equipped with all the things you will need for your stay. Closest grocery store is about a 10 minute drive, but there is also a hotel in walking distance which has a restaurant and buffet. Many local beaches which are also about a 10/15 minute drive away (Pigeon Point, Mount Irvine…).
Villa in Plymouth
4.75 out of 5 average rating, 8 reviews

Villa Soleil

ZenaRating, 5 stars1 month ago
This place was amazing, absolutely stunning! We thoroughly enjoyed every minute of our time here. The views are so breathtaking! I would truly recommend this place. Would definitely return again. Thank you Rae for all your hospitality!!Until next time❤️
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!
The image captures the infinity edge pool set against a vibrant blue ocean. Sun loungers line the pool deck, and the surrounding trees provide a natural frame. The clear sky is visible, enhancing the serene atmosphere of the outdoor space.
Villa in Scarborough
4.83 out of 5 average rating, 52 reviews

Cahaya Villa

AbdurRating, 5 stars8 months ago
The villa was very spacious and the views were amazing. The master bedroom was a little outdated and had a slightly musty feel. The other rooms were upgraded. I would definitely recommend.
An outdoor pergola is illuminated by soft string lights, creating a tranquil ambiance above a reflecting pool. Lush greenery surrounds the space, providing a backdrop of natural beauty, while vibrant plants are visible on a central seating area within the pergola.
Villa in Canaan
4.59 out of 5 average rating, 39 reviews

Paupolee House

KarishmaRating, 5 stars6 months ago
I stayed with my friends for one night and we did not want to leave. Host was very understanding of how flight changes and let us stay a little while extra. Appreciate the flexibility & consideration. I highly recommend the property as they are 15 mins away from restaurants like Seahorse Inn & about 15 mins away from the airport. The pool was clean & most importantly warm at night. If you’re looking for a beautiful, comfortable home to stay while on vacation, this is the place for you.

Villa rentals with a pool

The exterior of the villa presents a modern design with a symmetrical facade and a welcoming entrance. Neat landscaping surrounds the pathway, featuring colorful flowers and lush greenery. Fencing adds a layer of privacy, while the clear blue sky complements the overall serene atmosphere.
Villa in Bon Accord
4.57 out of 5 average rating, 7 reviews

Sugar Villa #1 Tobago

RhondaRating, 5 stars16 months ago
Sugar Haven was the perfect getaway.... It's conveniently located in the middle of everything... 2 mins from store bay, pigeon point and the main strip, and 4 mins from the airport and grocery. We were greeted by Natalie from Sunsational Tobago who was absolutely amazing to deal with. She was super friendly and responsive throughout the entire process. She made our trip that much sweeter! The house was the perfect size for our group. Everything was clean when we arrived. One of the housekeepers did a walkthrough with us upon check-in to make sure everything was in order. We will definitely be back soon!
Villa in Western Tobago
4.63 out of 5 average rating, 8 reviews

Mahogany Villa - Luxury villa in superb location

AaronRating, 5 stars35 months ago
Relaxing. That's how I'd describe my stay in one word. From the moment we arrived the house manager Liz made sure we had everything we needed. The villa was spacious with lovely views of the garden and pool outside. My daughter loved swimming in the large shared pool as well as the private plunge pool at back of the villa. We felt very safe at this location, the caretaker is also available if there is a problem in the villa. We had a minor leak on the patio, he patched it up immediately. This villa is great for families looking for a quiet place to relax. It is located near the Mt Irvine golf course so easy access to restaurants, beaches and other leisure activities.
Villa in Scarborough
4.67 out of 5 average rating, 6 reviews

Villa Ventus Tobago

KamariaRating, 5 stars2 months ago
The host was very helpful and friendly. The villa was also very nice and felt very secure.
A round dining table is set in a cozy corner, accompanied by two upholstered benches. A vase filled with vibrant flowers is placed at the center of the table. Soft lighting is provided by a pendant lamp above, while a colorful painting hangs on the wall.
Villa in Crown Point
5 out of 5 average rating, 3 reviews

Family-Friendly 4BR 5 Min to Airport, Near Beaches

HeidiRating, 5 stars5 months ago
Absolutely loved our stay, spotless and clean , welcoming, quite surrounding, welcoming, well organised, worth the money , great pool and hot tub , highly recommend
Villa in Lowlands
4.84 out of 5 average rating, 62 reviews

Villa 19 - a home away from home

ZahraRating, 5 stars2 months ago
The place was clean and well stocked on arrival. It is true to its description. Also couldn’t have asked for a better location. A great choice for a vacation stay!
Villa in Bon Accord
5 out of 5 average rating, 5 reviews

Nandini’s Villa - Your vacation home

AyannaRating, 5 stars3 months ago
I had a great stay at Ranjana’s place. Our host Kirk was amazing during the check in process, and went above and beyond to make sure we felt at home, also providing excellent tips on local eateries and attractions. The house was absolutely spotless and beautifully decorated, and having the pool adds another layer to it. The place is located close to the Avenue, where’s there’s a lot of bars and restaurants, and of course close to Pigeon Point beach. It was prefect for my getaway after the Carnival. Would definitely recommend to anyone interested in a vacation home in Tobago 💯🎉.
A serene view of a small plunge pool is framed by wooden decking and a white lattice fence, surrounded by lush tropical foliage. The vibrant greenery includes palm trees and dense rainforest, creating a natural backdrop that enhances the privacy of this inviting outdoor space.
Villa in Castara
4.86 out of 5 average rating, 29 reviews

Mot Mot, Castara. Villa with pool. Sleeps 6

EricRating, 5 stars2 months ago
Everything was awesome, we enjoyed our stay very much. Getting to the Cottage was a little bit of an adventure, and it is a little high up, but once you master that, the rest was a piece of cake. Whenever we needed something, being advice, a new gas bottle or something broke, it was fixed immediately. Selvin was always smiling and happy to help. The pool was perfect after wach day out in the sun. Air condition worked like a charm. The Cottage was also very clean, yet a little rustic, which makes the charm of these places. We would definitely come again an! We especially enjoyed the little folder with recommendations for food and places to go and the birds in the Garden *___* Thank you!
Guest favorite
An expansive infinity pool is complemented by a gazebo and pool deck surrounded by lush greenery. Palm trees sway gently in the background under a clear blue sky, creating a serene atmosphere for relaxation and enjoyment.
Villa in Mount Irvine Bay
5 out of 5 average rating, 9 reviews

The Courtyard Villa

KyleRating, 5 stars5 months ago
Lovely property in beautiful surroundings. Clean and well kept, consistent with pictures. Some minor wear and tear since this is an older property but well appointed. Furniture and appliances in good order. David was very responsive and helpful. Would recommend for a family visit and would stay again.

Destinations to explore