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Vacation rentals with a pool in Tobago

Find and book unique homes with a pool on Airbnb

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Popular amenities for Tobago rentals with a pool

House rentals with a pool

Superhost
A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.
Home in Plymouth
4.94 out of 5 average rating, 16 reviews

Plymouth View Villa: 2br & Pool

ReneeRating, 5 stars2 months ago
Junior’s place was so nice that I had to do it twice! Revisiting felt like coming back home. Just like my first stay, the place was nothing short of amazing. Junior has maintained his friendliness and was accommodating and flexible. Will definitely be back for a third time and as many times as my schedule allows.
A spacious swimming pool surrounded by a sunbathing area is featured, with several lounge chairs positioned beside the water. Lush greenery and tropical plants provide a natural backdrop, while a small outdoor structure with a roof is visible in the distance.
Home in Castara
4.9 out of 5 average rating, 40 reviews

Beautiful villa nr Castara & beach

JanessaRating, 5 stars1 month ago
We just spent the most amazing eight days at Tanager Ridge. Words can't truly capture how magical this place is. Spacious, secluded and equip with every amenity imaginable. The design and decor lends itself to an idyllic Caribbean getaway feel. If you enjoy being surrounded by nature and awe-inspiring views, this is the place for you. N.B. the pool is addictive lol. Both Sheba and Jango were so lovely. Sheba was always a message away and Jango is a gem - very humble and knowledgeable about the area. We were grateful for his presence on the compound, especially at nights...and the fruits and limes he provided from the garden. Thank you Jamie & Sarah for being courteous and responsive hosts. We look forward to returning! Janessa & Javid.
A spacious outdoor area features a shared, clear swimming pool reflecting the sun. Lounge chairs are positioned nearby, while a villa structure with large windows is visible in the background. Lush greenery frames the scene, creating a serene escape.
Home in Tobago
5 out of 5 average rating, 3 reviews

Tobago Villa near Buccoo Beach has Stunning Pool

JisselleRating, 5 stars14 months ago
Our stay at the villa was wonderful! From the moment we arrived, we were warmly greeted and awed by the private tranquility and beauty of the surroundings. The villa is stunning, boasting a peaceful ambiance and gorgeous decor. One of the highlights of the villa is the pool, which was consistently warmed to perfection. Whether it was a refreshing morning swim or a relaxing evening dip, the pool provided hours of enjoyment for our family. Additionally, the array of board games provided endless entertainment and the TVs in every room were a hit with the kids! Maria and Donna showcased outstanding hospitality. They were incredibly helpful and kind throughout our stay. While our experience was very positive, the lack of a bathroom downstairs posed a minor inconvenience, especially when coming out of the pool to use the bathroom and having to go upstairs. However, this can be remedied by renting the smaller pool house along with the larger chalet. We would highly recommend this villa!
The villa is set amidst lush greenery, featuring a outdoor pool surrounded by vibrant flowers. The black metal roof contrasts with the white walls, and an expansive patio area offers space for relaxation. The ocean can be seen in the background, enhancing the serene environment.
Home in Mount Irvine Bay
5 out of 5 average rating, 4 reviews

Modern Hillside Villa with Panoramic Ocean Views

TanielRating, 5 stars1 month ago
Ideally located. Shott walk fron a couple of lovely beaches. Easy drive from other hot spots. Hosts were really kind and responsive. Checked in on us and helped with any minor issues. Really flexible and made brilliant recommendations. Wonderful private outdoor space with uninterrupted views to the sea. Great value for money.
Superhost
The two-bedroom guesthouse features a welcoming living area with soft seating and large windows, allowing natural light to fill the space. A dining area with a table and chairs is adjacent to the kitchen, which showcases modern appliances and ample countertop space.
Home in Scarborough
4.84 out of 5 average rating, 50 reviews

Palm Haven - Home away from home

JeaninnRating, 5 stars7 months ago
An enjoyable stay! Dernelle is great! She has been extremely helpful. She created these amazing informative pamphlets that tells you house rules, nearby restaurants, attractions, transportation help, and much more. She’s also a fabulous makeup artist amd will have you looking spectacular for Tobago Carnival! I recommend her home
Superhost
Two white adirondack chairs are positioned on a tiled floor, facing a panoramic view of lush green hills through large glass windows. Natural light brightens the space, while decorative pillows are placed on the floor, enhancing the serene setting.
Home in Englishman’s Bay
4.67 out of 5 average rating, 12 reviews

Villa Escalante TBGO Lower Level

LaurentRating, 5 stars3 months ago
My wife and I and our 7yo boy stayed at Donna’s apartment which is modern, functional, spacious and very well appointed. I am 60 yo, very well-travelled having lived on several continents and I can attest that the beach and jungle views from the house rank amongst the finest home views I have ever witnessed. It is the only house in the vicinity of the pristine and untouched Englishman’s bay rainforest and beach and it is very peaceful and truly mesmerising. Donna proved a very proactive and efficient host. We stayed in two other places in Castara and Parlatuvier which were excellent as well but this topped them all. We would have happily stayed quite a while longer than our 4 days. Highly recommended.
A charming blue house is nestled amidst a backdrop of lush greenery and tropical foliage. The structure features a sloping roof, vibrant windows, and a balcony that invites natural light while providing a serene atmosphere. Sunlight filters through the leaves, enhancing the tranquil setting.
Home in Carnbee
5 out of 5 average rating, 4 reviews

Outta de Blue

PetrinaRating, 5 stars2 weeks ago
Loved the quality of the building, the architecture and the use of local woods. Very airy, open floor plan for the living and dining area. If I had to hide away for an extended period to relax this would be a most comfortable place. Thoroughly enjoyed our stay!
Guest favorite
An open kitchen design features warm wooden cabinetry and modern stainless-steel appliances. A spacious island with seating for six is situated at the center, with contemporary light fixtures hanging above. Window treatments allow for natural light while offering privacy.
Home in Canaan
5 out of 5 average rating, 12 reviews

Amber Villa- Samaan Grove

UniqueRating, 5 stars3 months ago
Lovely clean house! Beautiful gated community. Host was very responsive and clear instructions for check in. Kindly allowed us to have a late checkout as we had a late flight so very flexible! Only downside was jacuzzi wasn’t heated and pool lights kept cutting off.

Condo rentals with a pool

Guest favorite
A shared pool is set within a stone-paved area, surrounded by lush greenery and neatly maintained landscaping. Nearby, multiple two-story buildings are visible, creating an inviting atmosphere. The sky features a mix of clouds and blue, adding to the serene environment.
Condo in Buccoo
4.9 out of 5 average rating, 51 reviews

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

HelenaRating, 5 stars1 month ago
Our stay at Neal's Airbnb was truly excellent! 👍 He thought of everything we could possibly need, from kitchen gadgets to plenty of towels. The condo itself exceeded our expectations – so spacious and impeccably clean! ✨ We must say, the pictures don't do justice to how lovely the place truly is. The kids especially loved the pool, which was just the right depth for them. ☀️🏊‍♀️ Just a small note, we felt the kitchen could benefit from a little more lighting and the light in the king's bedroom was coming off on its own intermittently. 💡 But aside from that minor point, everything was absolutely wonderful. We're already looking forward to returning to Tobago and hope to stay at your place again, Neal! 😊 Many thanks! 🙏
An aerial view of a sparkling blue swimming pool is surrounded by a tiled deck. Four lounge chairs are positioned at each end of the pool, with two round tables nearby. The bright green grass provides a vibrant contrast to the pool area.
Condo in Lowlands
4.5 out of 5 average rating, 8 reviews

Villa Reina Tobago Plantations. Pool, Golf, Ocean

KareemaRating, 5 stars14 months ago
Comfortable and safe. Great location if staying with young kids. Will definitely book again.
Superhost
A pool area is featured, showcasing a clear blue swimming pool surrounded by palm trees. A charming gazebo, painted in soft colors, offers seating and shade nearby. Lounge chairs are placed around the pool, inviting relaxation in a tranquil outdoor setting.
Condo in Lowlands
4.69 out of 5 average rating, 121 reviews

Tobago Plantations penthouse: pool beach and golf

CharmaineRating, 5 stars2 months ago
Thoroughly enjoyed our stay! Great space for 2 people. Loved the constant sea breeze, great views, having a kitchen and a dining table to relax while eating our meals. The only challenge is the lack of a washing machine so pack enough so you won't need to wash. A very clean relaxing space which i would recommend while exploring the beautiful island of Tobago.
A private pool features clear blue water, surrounded by stone walls. A small water feature creates gentle ripples. In one corner, a bright blue chair offers a place to relax. The area is well lit by natural sunlight, highlighting the clean lines of the design.
Condo in Lowlands
4.6 out of 5 average rating, 10 reviews

Private Saltwater Pool Lovely 2 bedroom Suite

AmirahRating, 5 stars2 months ago
Our stay at Sharlene's place was extremely pleasant. While the space is not sprawling, it is thoughtfully laid out and possesses all the amenities one could need for a short Tobago trip. The space is serene and private and was extremely clean and inviting. Host is helpful and responsive. Would definitely consider staying here again.
Guest favorite
A balcony is shown with two wicker chairs, offering a view of a shared pool surrounded by palm trees. In the background, the landscape extends towards a lush green area, revealing the rhythm of the gentle hills under a clear blue sky.
Condo in Lowlands
4.92 out of 5 average rating, 62 reviews

Penthouse in Tobago Plantations

MelissaRating, 5 stars2 months ago
Treece's place was absolutely perfect and exceeded expectations. Will definitely recommend and stay again.
A serene swimming pool is highlighted in vibrant blue, surrounded by tropical landscaping. The well-maintained property features a three-story structure in the background, with lush palm trees gracefully framing the scene. Sunlight dances on the water's surface, enhancing the tranquil atmosphere.
Condo in Black Rock
4.76 out of 5 average rating, 25 reviews

Oceanfront Escape Stunning views Steps to the sand

DanielleRating, 5 stars1 month ago
Stunning location on one of the most beautiful beaches. Nice calm water on the bay side, and fun waves on the other end of beach. Gorgeous sunset! Beach was also great for running or walks! The place was immaculate, 3 spacious bedrooms and 3 full bathrooms/showers. A very large master bedroom with views of the sea! Gorgeous all around, cannot wait to go back!
A private plunge pool is depicted with clear blue water, surrounded by a spacious deck. Several lounge chairs are positioned nearby, offering options for sunbathing or relaxing in the shade of nearby palm trees. Lush greenery frames the scene, enhancing the serene environment.
Condo in Lowlands
4.74 out of 5 average rating, 74 reviews

Golf View Villa 41A (Lower Level)

RobinRating, 5 stars2 weeks ago
My buddy and I stayed here because we were playing in a golf tournament which was close by. We could actually see the golf course from where we stayed. We didnt make use of all the amenities but they were there to be used. No issues whatsoever.
Superhost
A rectangular swimming pool is visible, featuring clear turquoise water. Surrounding the pool, a light gray concrete deck offers space for relaxation. The backdrop includes a two-story building with several windows, providing a pleasant view of the outdoors.
Condo in Western Tobago
4.44 out of 5 average rating, 18 reviews

Brand new 2 bedroom with living room & kitchen

ShannonRating, 5 stars12 months ago
My stay here, though short, was very comfortable. The place was nice and clean, just as in the pictures. Communication with the host was also very easy. All listed amenities (kitchen, washer and dryer, towels, hot water, wifi, etc.) were included and the pool was nice. It is located within relatively close to the beaches, food vendors and supermarkets so that it is not difficult to access anything. I would definitely stay here again. It was a nice getaway

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