Where better to kick back and relax than on the island of Tobago? There won’t be a dull moment here as you discover their vibrant local culture and amazing coastline. You can start your adventure in Tobago by snorkeling in Buccoo Bay or swimming in Mount Irvine Bay and Pigeon Point Beach. If that isn’t enough, you can also try out a variety of water sports such as windsurfing and kiteboarding with Radical Sports Tobago.
With its turquoise waters and fun activities, Tobago tends to attract tons of tourists all throughout the year. If you’re meaning to avoid the crowded beaches and traffic, you might want to consider staying at a villa with a private pool for a more exclusive vacation. Go ahead and check out this list of the best villas 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 14, 2024.
1. Welcoming villa with a kitchen; Bon Accord Village (from USD 208)
This rental features an airy open-plan sitting room and a well-equipped kitchen. More than that, it also boasts a spacious outdoor pool in the backyard. The pool is private and is for your own use throughout your stay, so you can take a dip whenever you want.
Several sun loungers are also available poolside, so you can conveniently work on your tan or simply chill beside the water.
Top guest reviews
Cleanliness:
extremley clean and tidyvery large and clean spacious villa perfect for any family stayRead more reviewsHost:
abigail and dion were excellent hostsowner and property manager friendly and easily available to contact
2. Captivating retreat with gorgeous views; Scarborough (from USD 90)
Take a well-deserved break and stay in this beautiful villa. It features a sizable private outdoor pool overlooking the ocean so that you can enjoy your swim with a view. They also offer a poolside hot tub that will definitely help you relax even further.
Additionally, the pool deck is also a great place to sunbathe, and there’s a hammock you can nap on.
Top guest reviews
Amenities & Room:
the villa is very well appointed and designed and has all the requirements for a very comfortable staynice and relaxing to sit in the pool on those hot daysthe infinity pool is an absolute delightthe outdoor shower was spacious and delightful to bathe in on warm sunny morningsCleanliness:
the place was very clean and well taken care ofHost:
marlon was a perfect host and kept things running smoothlyeveryone was so helpful once you called your got a responsethe physical space created by the builders/owners is magnificentshe was always prompt in getting back to me friendly courteous thoughtful and knowledgableRead more reviewsLocation:
for us it was the perfect distance from town--we love to walki will recommend walking with a few major utensils fry pan can opener etc
3. Pristine villa surrounded by nature; Buccoo (from USD 233)
This rental boasts a spacious kidney-shaped pool that is surrounded by plants and trees. There are also sun loungers scattered beside the private pool, so you can choose where you want to relax or sunbathe. You can also take your meals al fresco at the covered patio by the pool that has an outdoor dining setup.
The pool is securely separated from the patio and can be accessed through a latched gate as a safety precaution. However, it is still good practice to keep an eye on the children whenever they are swimming or are generally in the pool area.
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. Charming villa with a plunge pool; Black Rock (from USD 189)
Guests will surely enjoy this villa’s private plunge pool with sea views. The pool is approximately 1.2 meters (4 feet) deep. It is located between two covered porches with outdoor furniture where you can hang out and enjoy the views after a delightful swim.
The rental is also conveniently located a short 10 minutes away from Stonehaven Bay and Mount Irvine Bay, so you won’t ever run out of swimming options.
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
5. Stunning villa with lots of natural light; Parlatuvier (from USD 261)
The highlight of this villa is its huge private pool that is surrounded by palm trees and tropical plants. The property even has a quaint bar and grill that sits by the pool where you can enjoy some drinks or prepare steaks.
Sun loungers are also provided beside the pool, convenient if you ever feel like working on your tan or reading a book near the water.
Top guest reviews
Amenities & Room:
internet and tv worked well and the sound system was fabulousHost:
they are both so friendly & were very helpful to usthey are both so friendly & were very helpful to usadam is the general house manager very kind and helpful in every situationthe owner is very quick to respond to any and all communication - really great to work withRead more reviewsLocation:
i couldn’t recommend this place more
6. Luxurious property with an infinity pool; Patience Hill (from USD 248)
You’ll definitely enjoy the private pool at this villa. The kidney-shaped infinity pool measures a length of 9.14 meters (30 feet) at the deep end and provides a view of the surrounding hills while you swim.
To add to that, there are also poolside sun loungers that you can use to relax and watch the sunset and admire the surrounding nature.
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
7. Elegant villa with a heated pool; Lowlands (from USD 121)
Kick back and relax in this attractive rental that has its own heated pool surrounded by a tropical garden, granting you shade and lots of privacy as you swim.
The poolside sun deck has loungers that you can use for sunbathing. Outdoor furnishings are arranged in the shade so that you can comfortably read a book and enjoy a drink.
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
8. Beautiful villa with a plunge pool; Castara (from USD 147)
Guests will surely love taking a refreshing dip in this rental’s plunge pool. You can find the pool at the back of the house, where stunning views of tall trees and green hills await guests. You’ll also have the pool and entire property all to yourself, so you can take a swim any time of the day you prefer.
Moreover, you won’t be far from the sea while staying here as the nearest beach is only a short two-minute walk from this rental.
Top guest reviews
Amenities & Room:
the house is very comfortable with aircon and wifiwe also really enjoyed refreshing dips in the poolthe beds were super comfortablethe apartment holds what is promised at bookingthe splash pool was a nice bonus which the kids used a few timesCleanliness:
clean fully equipped ac pool…what else could you ask for in the beautiful village of castara?Host:
selvin and his daughter were great hostseveryone we interacted with through selvin was kind and extremely reliable and knowledgeableshurlan and her husband kept the outside place nice and tidy - they are so friendlyRead more reviewsLocation:
wonderful place and perfect locationselvin's place has the best location in castarait's a great place in a wonderful locationwe all loved the area so close to the local cafes and beach but really peacefulshurlan the housekeeper and her husband kyron are close at hand to answer all questions
Superhost
9. Spacious villa on top of a hill; Arnos Vale (from USD 496)
Start your Caribbean vacation in this gorgeous property. The main house and the pool sit on top of a hill, granting you an unparalleled view of the landscape. The sizable private pool is also the perfect place to spend the day as you swim and enjoy the surrounding views.
Outdoor furniture, parasols, and sun loungers are also available on the poolside deck, so you have a comfortable spot to relax in between laps.
Top guest reviews
Host:
silja was an amazing hostsilja was an excellent host and the support staff zambo and susan were very helpfulall the maintenance staff were also great and friendlythis villa is amazing and the pool was a hit the host was outstanding and welcomingsija and the staff at top of tobago deserves more than 5 stars the space was amazingRead more reviewsLocation:
best location in tobago to stay with a group would stay again
10. Tranquil villa surrounded by nature; Mount Irvine (from USD 122)
This tropical retreat sits just above Mount Irvine Bay Golf Course. The villa features its own private pool that opens up to a view of the surrounding forest, and it is the perfect place to catch the sunset. You can also take advantage of the solar-heated hot tub to relax after a long day of adventures.
Sun loungers and outdoor furniture are also available by the pool, convenient whenever you feel like hanging out in the open.
Top guest reviews
Amenities & Room:
the kitchen is well stocked and the sunset view is amazingthe view was wonderful and our family enjoyed the openness of the kitchen dining room and living roomeach morning you have a beautiful view of the nylon poolthe living room and outdoor area was great - very airy and lots of lightwe would have liked if the bathrooms were bigger and more ventilated thoughCleanliness:
best of all the house is clean and comfortablehosts were friendly place was clean and property well keptfantastic location with amazing sunset views place was safe clean and comfortable and our hosts were really welcomingHost:
host are very helpful and always a call awaysteve and joy were such nice host that it felt like we were chatting with friendsfantastic hosts: joy and steve were extremely easy to talk withRead more reviewsLocation:
definitely would consider staying at this location againgood value for money but because of the location it isn't as breezyeasy to get into town or nearby beaches by car from this location parking is availablegreat place to stay for vacation
Enjoy the turquoise waters of Tobago
Tobago’s beautiful beaches and turquoise waters will entice you to stay just a bit longer. Give in to temptation and have a relaxing vacation that is both private and calm. Go ahead and consider staying at one of the above villas with their own private pools for your next visit to Tobago for an unforgettable vacation.
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