The Republic of Trinidad and Tobago is located in the Caribbean Sea near Venezuela. With the lush vegetation, vibrant culture, and exciting things to do in Trinidad and Tobago, thousands of tourists find themselves attracted to its beauty every year. Tobago, in particular, is known for its diving sites and breathtaking scenery with its expansive beaches and rich biodiversity perfect for ecotourism. Tobago, on the other hand, is home to the 18th-century ruins of Fort King George which has been converted into Tobago Museum which houses local art and artifacts. However, a holiday in Tobago would be incomplete without good accommodations. The vacation rentals with private pools in Tobago await those yearning for a refreshing escape. For vacationers looking to enjoy a deluxe getaway experience, check out our list of the best luxury villas in Tobago, Trinidad and Tobago.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Luxurious stay in a repurposed sugar mill tower in Mount Irvine (from USD 567)
Indulge in a one-of-a-kind vacation experience at this spectacularly renovated sugar mill tower transformed into a luxurious villa. With air-conditioned bedrooms, ensuite bathroom facilities, a well-equipped kitchen, a spacious living area, and a dining area with seating for eight people, this villa is perfect for families or large groups of up to twelve people.
The property has two barbecue pits, a treehouse on a giant ficus tree, and a deep blue swimming pool. Whether you want to bask in the sun, take a refreshing dip in the pool, or enjoy a delectable barbecue with your loved ones, this villa offers the perfect setting for an unforgettable vacation.
Top guest reviews
Cleanliness:
clean and updated with plenty of hot water even though there was a dough on the islandHost:
i will love to host an exquisite party or small wedding herei would like to contact the owner without having to book the venue by force is this possibleRead more reviewsLocation:
great place to get away for the weekend with close friends and familythe location is serene the pool is beautifulthe place is comfortable felt safe close to all that we needed church grocery and beach
2. Eagle’s Base Villa in Patience Hill (from USD 700)
This retreat is located in the hills overlooking the southern tip of Tobago, with an uninterrupted and breathtaking view of the surrounding Caribbean Sea. With high-speed WiFi available throughout the property, cable TV with hundreds of channels, an ice maker, a chest freezer, and a cutting-edge security system, the villa is completely furnished with modern comforts.
It also has a large infinity pool deck, hammocks, outdoor sofas, floating lounge chairs, swings, and yoga mats, making it ideal for weddings, corporate retreats, or large family gatherings. Guests will be able to bask in the stunning surroundings, taking in the breathtaking scenery and soaking up the tranquil atmosphere.
3. Luxurious villa with a saltwater pool in Plymouth (from USD 530)
This villa, which is located near the Caribbean coast, takes luxury to another level. Ideal for nine guests, it features four bedrooms that come with en-suite bathrooms. In terms of relaxation, guests have the option to relax on the gorgeous sun terrace or take a dip in the saltwater pool. It also boasts an expansive outdoor patio, in case guests just want to unwind on a lazy afternoon. The house’s overall interior is painted in white and furnished with wooden furniture. For things to do here, this villa is in close proximity to Turtle Beach.
Top guest reviews
Amenities & Room:
the pool was an absolute delightCleanliness:
however the bed sheets were clean and the beds very comfortableHost:
everyone we met on the island were friendly and very niceRead more reviewsLocation:
it's like you are walking into a hotel
4. Beautiful villa with gorgeous views in Black Rock (from USD 955)
This luxury home in Trinidad and Tobago offers excellent hospitality and accommodation, making it one of the prime villas in Black Rock Village. This luxurious and stunning four-bedroom villa comes with a whole lot of amenities like a fully equipped kitchen for those who want to try their hand at cooking local Caribbean dishes. Despite this villa’s amazing amenities, its highlight is the private infinity pool with spectacular ocean views. Plus, its proximity to notable landmarks such as Buccoo Reef and Englishman’s Bay means that it’s an excellent place to start your adventure in Tobago, or if you prefer, join one of the tours for a unique experience such as bird-watching or sunset cruises.
5. Attractive villa located on a hilltop in Bethel (from USD 471)
Perched high on a hill, this villa offers stunning views all around—either on the back patio with lush vegetation or on the front with the gorgeous views of the Caribbean Sea and Buccoo Reef. This three-storey dwelling comes with five bedrooms with two upper-level lofts that serve as a library with a vast collection of books and office respectively. Those itching to go into the water also don’t have to head all the way to the beach, as the villa also comes with a pool and a heated hot tub. Add in a barbeque pit, this place is simply perfect for a family getaway or a trip with friends.
Top guest reviews
Amenities & Room:
pool and jacuzzi were terrific and we passed many hours lazing in the poolthe kitchen is huge and has all the utensils that you can imagine - various sizes and materialsthe wifi worked great throughout the compound so both kids and adults were happyCleanliness:
the linens in the bedrooms and the en suites were all very cleanvery clean beautiful pool and hot tub very safe location and helpful staffHost:
the staff was very helpfuleveryone was sincerely friendlythe staff was also warm and welcoming and very helpfulat our departure stacey shared some background info about the owners which we appreciated very muchand stacey was so helpful and friendlyRead more reviewsLocation:
loved the location central to everything we wanted to doloved the location the island the people the food
6. Lavish villa by the bay in Buccoo (from USD 391)
This four-bedroom villa is found on Mount Irvine, and it overlooks the majestic Caribbean Sea. With its high ceilings, open windows and glass doors, this villa is light and breezy on the inside—a perfect place for unwinding. Those who love walking by the beach will be excited to know that it is located near Bucco Beach, Grange Bay, and Mount Irvine Bay. For those of you who are avid golfers, Mount Irvine Golf Course is also located nearby. After a day of touring, treat yourself to a variety of spa treatments offered by this abode.
7. Stunning villa for 15 guests in Scarborough (from USD 881)
Ensconced in nature, Villa Petrus is located in the hills of Prospect Estate. It comes with gardens and an orchard that attracts a variety of local wildlife, particularly hummingbirds. From the verandah, you get to enjoy gorgeous views of the hills and the expansive sea. It also has a private swimming pool for you to take a dip any time you want. If you plan to cook up a storm, the kitchen is equipped with cooking basics and updated appliances. Planning to venture out? Simply head to local attractions such as two golf courses, various aquatic and sub-aquatic facilities, and the city centre—all within a 15 minutes drive.
8. Airy villa with a well-stocked kitchen in Canaan (from USD 340)
This Caribbean-style three-bedroom villa boasts a stunning view of the pool that you can see without having to leave your bed. It also has the added feature of piped music, both inside and outside, that can easily be controlled via your phone. The villa is not just bright but also airy, thanks to the gentle sea breeze that consistently wafts into the living areas and rooms.
One of the luxury vacation rentals in Trinidad and Tobago, it also comes with a fully stocked kitchen for you to get creative and fulfill your culinary dreams. You can even barbeque in the outdoor kitchen if you wish.
Top guest reviews
Cleanliness:
the house is well equipped clean and comfortablethe house was just a pictured clean spacious comfortable and beautifulthe home was very clean modern and kid-friendlyHost:
the villa manager thomas and saber were very helpful courteous and accommodatingthe host and her team were responsive and available to answer our questionsjayselle was also very helpful and reached out everydayRead more reviewsLocation:
property as advertised great location and good responsiveness from property manager
9. Beautifully designed villa with a terrace in Black Rock (from USD 825)
Straddled between Grafton and Turtle Beach, this open-plan villa offers breathtaking views of the ocean. Decorated to showcase Tobago-style luxury, it comes with an array of amazing amenities such as a hot tub, free WiFi, air-conditioning, and a fully equipped kitchen. It also features a sun terrace and two swimming pools, making it the perfect hideaway for people looking to have a blissful holiday in Black Rock. Beyond the gorgeous garden lies Turtle Beach, the perfect area to get a glimpse of endangered leatherback and hawksbill turtles.
10. Elegant villa with views of the Caribbean sea in Scarborough
If you are in Scarborough and looking to have a luxurious vacation, consider booking this villa with views of the Caribbean Sea. It features four bedrooms with en-suite bathrooms—enough to sleep up to eight guests. For some outdoor relaxation, you can take a dip in the private infinity pool or read a good book on the spacious deck. This villa comes with a housekeeper, making it perfect for long-term renters. If you plan to venture out, the beach that comes with a bar and a snorkelling cove with magnificent views is just a three-minute walk away.
Scarborough, Western Tobago, TT
A holiday to remember
Whether you are into gorgeous beaches or colourful festivals, you will surely have a great time in Trinidad’s twin island, Tobago. To level up your island experience, consider booking one of the luxury villas mentioned above.
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