Just 160 kilometers (99 miles) northeast of Venezuela lies the island of Tobago, one of the namesake islands of the Republic of Trinidad and Tobago. The island is host to premier diving locations, thanks to the thriving coral communities in its surrounding waters, including those in Angel Reef, Buccoo Reef, and Mount Irvine Wall. It also has enchanting sandy beaches along its coasts, such as those found in Castara, Crown Point, and Englishman’s Bay. Besides these biodiverse and idyllic spots, you can also enjoy the company of the island’s friendly locals and immerse in their vibrant culture, or enjoy delicious local food such as crab and dumplings. Expect a warm climate on this Caribbean island. So what’s needed is accommodation with a pool in which to cool off. Here’s a rundown of the best vacation rentals with private pool 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 private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Charming villa with a spacious verandah, Scarborough (from USD 175)
Sitting atop a hill and surrounded by tropical trees, this villa is a haven for folks looking for a memorable Caribbean experience. Located along Bacolet Street, the property is within walking distance of the beach and Fort King George Park.
The villa has a large veranda with open-air seating and dining and spacious interiors. Its backyard is located at the base of the hill, and it features a pool with an artificial waterfall. As a bonus to pet-lovers, the house has two friendly resident cats named Akhe and Neffy.
Top guest reviews
Amenities & Room:
the house amenities are ideal the kitchen is spacious and has everything you needthere were 6 in total and the house easily accommodated all of us with room to spareCleanliness:
the pool is inviting and clean with a cascading water featureHost:
excellent hosts all arounddavid is an experienced host and made us feel very welcometo say david is a super host is an understatementdavid is a charming host and seems to know everything and everyone on the islandthank you david for hosting us and making our stay so comfortableRead more reviewsLocation:
should you choose to venture the location is only 5 minutes from the highway with good road accessthe sounds of the sea close by add to the great tropical island feelwe would love to book this place again for much happier family time
2. Villa Sweet Breeze, Scarborough (from USD 248)
This charming Caribbean-style villa sits on a hill overlooking Mount Irvine’s golf course. From here, guests get to enjoy panoramic views of the scenic terrain leading to Buccoo Bay and the Atlantic.
The cabin is decorated with traditional fretwork and louvered windows and doors that let in plenty of natural light and sea breeze. Guests can find the three bedrooms upstairs, and these open up to smaller verandas with incredible views of Tobago’s natural landscape. The cabin also has a sizable, kidney-shaped infinity pool. If you don’t feel like swimming, you can flop on the lounge chair and enjoy your refreshments.
Top guest reviews
Amenities & Room:
on a more practical level some bathroom updates and new kitchen cutlery and pots would be nicethe house is well decorated and well equipped especially in the kitchen which had everything we neededCleanliness:
pool was clean villa was nice and very airythe villa was beautiful clean and with a viewthe villa itself is airy spacious clean comfortable and details well thought outHost:
the staff was very accommodating and helpfulthe management team was excellent and responsivekeston was wonderful and so helpfulwell equipped for all our needs lovely staffthe owners also provide all the basics in the kitchen which is very helpfulRead more reviewsLocation:
beaches are close by or a short drive beautiful
3. Ginger Lilies Villa 55, Buccoo (from USD 233)
There’s an abundance of space in this fully furnished villa. It has a landscaped entryway that leads guests to a large, open-concept ground floor living and dining area. There’s also a fully equipped kitchen ready for the guests’ use. The four bedrooms are located upstairs, and each has a balcony with splendid views of the ocean. Meanwhile, the backdoor leads to a spacious porch that opens to a kidney-shaped pool and a patio.
The maid service keeps the villa clean, although it’s only available five days per week. The property boasts a convenient location, about a five-minute walk away from the supermarket and Mount Irvine Bay Resort.
Top guest reviews
Amenities & Room:
the bedrooms are air conditioned and comfortablepretty plastic cups plates and bowls for younger children were provided in the kitchenthe house is very well maintained and beautifully appointed with very stylish and comfortable furnitureCleanliness:
the place was clean and invitingthe place was clean bedrooms well appointedit's clean comfortable well equippedthe house itself was very clean beautiful and had everything we neededit's such a relaxing place - clean well furnished very quietHost:
the property managers were helpfulthe tobago people were so friendly and welcoming - probably nicer than anywhere else i can rememberdefinitely returning to this property the owner emailed to make sure everything was okaythey were very helpful with suggestions for local restaurantsthe caretakers gloria and james were so helpfulRead more reviewsLocation:
perfect location and well equipped and thoughtfully designed houseaccessibility wise it's very close to the airport beautiful beaches and grocery stores
4. Bright and airy villa with stunning Atlantic Ocean views, Lowlands (from USD 121)
Located in Tobago Plantations Beach, this two-bedroom villa offers stunning views of the Atlantic Ocean. It features chic, high-end furnishings in its open-concept living area and conveniences such as satellite TV and barbecue facilities. Two of this property’s main highlights are a large swimming pool and a tiled sun deck surrounded by palms and bougainvillea bushes. Housekeeping is available as needed, and an airport pickup service guarantees safe and hassle-free arrivals.
Top guest reviews
Amenities & Room:
the property would benefit from an outside ceiling fan as it's very hot when there is no breezeexcellent facility with all the mod consthe kitchen has every conceivable appliance that you could possibly want together with excellent pots and pansthe heated pool is fantastic and we thoroughly enjoyed this featurethe villa is extremely well maintained including the private pool and is well equipped for self-cateringCleanliness:
the villa was clean and very comfortablethe place is clean secure and very very comfortablevery spacious and clean with everything you need providedhassle free booking clean and comfortablecomfortable clean and everything you would want in a rental property that makes you feel like you’re at homeHost:
a car is required and the owners are more than happy to help organise car hirenigel is an excellent host always available to contact before and during our stayit was a very relaxing and the owner made things easier locating a car for us to move aroundthe owner was always responsive and accurate in providing the best informationnigel was very helpful with everything and helped in hiring a car and transfersRead more reviewsLocation:
property is well presented in an ideal peaceful locationthe property and the location is indeed fantasticthe villa is also close to grocery stores within an easy drivewhat a great location really lovely villa very very relaxinglocation is excellent with several security guards along the way
5. Villa Nirvana, Black Rock (from USD 189)
This three-bedroom villa is located right on a vantage point at Sanctuary Villas, thus offering guests stunning views of Pigeon Point, Buccoo Bay, and the Caribbean Sea from the bedroom windows. The villa is a 10-minute walk away from Stonehaven Bay.
Inside, it features an open-concept plan that puts the living room, dining area, and fully equipped kitchen in one space. These all lead to a veranda with outdoor furniture, a perfect spot for enjoying meals al fresco. There’s also a plunge pool, ideal for a relaxing dip.
Top guest reviews
Amenities & Room:
air conditioning cooled the bedrooms at night and overall the villa stayed cool from ceiling fanshaving a/c in the bedrooms was amazing and everything in the house worked perfectlybeautiful villa amazing view clean and comfortablewe used the wifi and found the service was good - enough to watch netflix on our laptopCleanliness:
it was very neat and cleaneveryone loved the place it was clean beautiful comfortable and welcoming-peaceful private relaxing spacious clean well maintained comfortable great sceneryHost:
our housekeeper pearl was kind and efficientchai was very helpful and accommodatingthe owner had literature in the home to help us find things to do around the islandfrank was an amazing host and worked hard to ensure everything is ready for usboth frank and alicia were helpful throughout our stay and offered help or advice when requiredRead more reviewsLocation:
the location was easily accessible from the port and also within walking distance to numerous beachesthere are some fantastic places to eat within walking distance of the property
6. Spacious villa with a furnished deck, Lowlands (from USD 175)
Magdalena Grand Beach & Golf Resort is home to this wonderful standalone villa. This property’s octagonal structure boasts spacious open-concept interiors ventilated by the fresh sea breeze. The outdoor deck has patio furniture and a picnic table, making it the perfect spot for enjoying an afternoon lunch in the sun. There’s also a private swimming pool for your enjoyment. The beach and Petit Trou Lagoon are within walking distance of the property.
Top guest reviews
Amenities & Room:
it's as advertised but better: - kitchen is fully equipped (love it) furniture upgraded and comfortable everything strategically placedthe interior is comfortable and well equippedthe villa was exactly as advertised clean with all the necessary kitchen utensils and moreCleanliness:
it was very clean and stylishit was very clean and tidy on arrival as wellthe villa was stunningly clean i'm always one to notice details and the level of cleanliness was very impressivethe villa and pool were very clean and well maintainedsuper clean and has everything you need for your stayHost:
adrian was very responsive and ensured that everything ran smoothlyadrian was very helpful and responsiveadrian is a fantastic host and we look forward to visiting here againgreat place lovely and dependable staffadrian was also quite friendly engaging thoughtful and accommodatingRead more reviewsLocation:
the central location makes it easy to access numerous locations around the islandperfect location for a peaceful and luxurious vacationperfect location beautiful private and practicalthis is a lovely place ideal location privacy well kept groundsmaria was very helpful and the location was private and peaceful
Superhost
7. Sea Shell Villa, Bon Accord (from USD 234)
This two-story villa sits amidst a lush lawn and is surrounded by bay leaf trees. It has everything that guests need for a comfortable stay, including a full kitchen, a washing machine and dryer, and air conditioning. It also has a large outdoor pool where guests can swim some leisurely laps, while the upper-floor veranda provides splendid views of the surrounding area.
The villa is located near Bon Accord’s main street, so shops and restaurants are just a quick walk away. Meanwhile, Store Bay and Pigeon Point Beach are less than a 10-minute walk away from the property.
Top guest reviews
Amenities & Room:
all amenities were included in the house and the pool was the best partthe upstairs patio overlooking pool was a comfortable liming spotCleanliness:
the place was amazing clean and well keptreally clean and the pool was a highlight for the kids and adults alikehouse was outdated but cleanHost:
very comfortable beds great showers and anita the housekeeper was so so helpfulexcellent location clean home host was very accommodating allowing early check in timeRead more reviewsLocation:
location of this house is perfectvery central location but still a calm and quiet neighborhoodgreat place excellent location excellent hostloved this house location was the best you could ask forwalked most places and being a short distance off the main road made it a great location
8. Villa Xanadu, Parlatuvier
This hilltop villa is nestled on a cocoa estate with a private waterfall. The villa boasts mountain cabin aesthetics and a design optimized for an open-air lifestyle. It has all the modern amenities to make you feel at home, but its distinguishing feature is a deck with an infinity pool, from which guests can view the Parlatuvier Bay and the surrounding woodland.
No need to worry about your meals as you’ll have everything you need on hand in the well-equipped kitchen. If you’d like to have smoky barbecue flavor, you can fire up the gas grill and enjoy dinner outside on the deck.
Parlatuvier, Western Tobago, Trinidad & Tobago
24.7 km (15.4 mi) from Xanda Tours & RentalsAccommodates: 4
Top guest reviews
Amenities & Room:
wifi seems better down the hillthe wifi and cable worked greatpool and view are greatthe view from the pool is amazingthe pool and deck area are perfectCleanliness:
the infinity pool was very clean and relaxingpool is clean and refreshingther pool was clean and private and the accomodation itself is a true gemthe home was very clean open and sereneit's open clean and has most everything you need for a stay especially if you like to cookHost:
trevor ranger igor and diana were wonderful hoststrevor and his staff were so welcoming and accommodatingtrevor was a great hosttrevor is also a wonderful hosttrevor is a great host and very helpfulRead more reviewsLocation:
the house and location is beautifulit was a great location for all types of vacationsthe location is fantastic and pretty central if you want to explore the entire islandgreat locations for the outdoor loversvilla xanadu is in such a special location
9. Lovely villa amidst the rainforest, Castara (from USD 152)
Sitting near Castara and Englishman’s Bay and amidst the rainforest, this villa makes for a great private retreat. It has brightly lit interiors with plenty of seating and louvered windows optimized for natural ventilation. On the other hand, the upper floor exits to a balcony and a dedicated viewing deck. A large pool serves as the centerpiece of this villa. It sits in the middle of a stone patio and next to an outdoor bar.
Top guest reviews
Amenities & Room:
we had no issues with mosquitoes and the cool breeze on the ridge provided natural air conditioningwe spent most evenings cooking up a feast with fresh veggies and fish and lounging by the poolCleanliness:
the house was very spacious clean and great for a large groupjamie's place is beautiful clean spacious well appointed and simply stunningHost:
the staff were super accommodating kind and helpfulstaff are on hand to give advice and were very friendly and accommodatingjango was so helpful during our stay with directions and informationkind regards from switzerlandjango glynnis and adam were extremely helpful during our stay and gave us assistance with directions suggestions etcRead more reviewsLocation:
we had a really good time at jamie’s place
10. Elysian Villa, Buccoo
Modern amenities such as air conditioning and DirectTV HD service await guests in this spacious and elegant villa. The living, dining, and kitchen areas are designed in an open-concept space, which exits to a marble patio with a large 32-foot-long (9.8-meter) backyard pool. The swimming pool has a shallow end so kids can splash around while you relax on the lounger. There are also books and games to keep you entertained while indoors.
While it is a self-contained resort in its own right, if you wish to venture out and explore, several attractions are nearby. Buccoo Beach is 0.7 miles (1.1 kilometers) away, and the idyllic No Man’s Land beach is accessible from the property via boat.
Canaan, TT
Soak up the laid-back vibe of Tobago
Tobago is a beautiful Caribbean island with a laid-back vibe, pristine natural beauty, and abundant adventure activities. To make your vacation memorable, book any of the above listed vacation rentals with private pool in Tobago.
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