
Holiday rentals with a pool in Western Tobago
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Top-rated rentals with a pool in Western Tobago
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Western Tobago rentals with a pool
House rentals with a pool

Plymouth View Villa: 2br & Pool
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.

Samsara Villa - a cool and cosy home
A beautiful villa with a great host. The area was so peaceful and safe, but a bit out of the way. Please hire a car to get around as to even get out of the compound is a good 20 minute walk. My car hire fell through (please don't use Economy car rental in Tobago, rude and unprofessional). There was a convenience store nearby to get essentials, a lovely roti place and a great Chinese called Old Time (40 minute walk). Our host Marleis was very friendly, professional and very prompt with messages and replies. I would recommend this villa to hire. The pool was so nice, big spacious rooms, open kitchen, a lot of greenery.

Villa Escalante TBGO Lower Level
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.

Suncoast Villa
Host was extremely friendly and helpful. The house was clean, comfortable and visually appealing. Restaurants, groceries and 24/7 convenience store were within a 5min drive. Overall great place to stay

Outta de Blue
me and my friends had a fantastic stay here - the place was even nicer than the pictures made it seem! With the dining table set up on the deck we felt like we were at a luxury hotel and the surrounding garden was so lush it was like being in the jungle despite being only a 5 minute walk from the supermarket. The whole apartment had loads of charm and we immediately felt comfortable here - we loved lounging out on the hammock and playing with Mocha the dog <3 The beds were super comfy and the rooms had AC. The sofa was also very comfy but the living room is a sort of indoor/outdoor situation so i personally wouldnt recommend the sofa bed to sleep in overnight if you're very reactive to bug bites like i am. other than that it really was an ideal stay and if we're ever lucky enough to be back in tobago we'd deffo stay here again!! thank you mary and dennis!

Amber Villa- Samaan Grove
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.

Flamingo Villa Tobago-sleeps 14
AMAZING stay! I have stayed in this community before at other bnb but I must say this one was very clean and modern. All rooms had 2 beds except 1 which was the master with 1 King and very spacious. Pool and the entire home was clean, area is extremely SAFE and peaceful. All amenities you can think of. Transport is definitely needed but everything is within10- 15 minutes radius including Mt Irvine Beach. My family had a great time. Thank you so much for your hospitality. I appreciate the accommodations and flexibility.

Oceanview Villa w/ Infinity Pool
Photos don't do justice to this place. It was easy to find, conveniently located and most of all, felt safe. Views are stunning, pool is clean, house is SO well appointed, place is spacious and clean, kitchen has everything and more. Duane was a gem, as was Daniela. Will recommend a thousand percent
Apartment rentals with a pool

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6
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! 🙏

Lovely loft condo with pool access
Treece is a super host. We reported a small problem and within a couple of hours she found the solution. The apartment was well maintained and we felt right at home.

Villa Reina Tobago Plantations. Pool, Golf, Ocean
Comfortable and safe. Great location if staying with young kids. Will definitely book again.

Tobago Plantations penthouse: pool beach and golf
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.

TOPAZ: Classy, cozy condo near beaches & airport
I had an amazing time at Ruth’s place. The space is exactly like the pictures. Very cozy, beautifully decorated, and fully stocked with anything you could think of. Ruth gave recommendations for local beaches etc and was very responsive. She was very accommodating and easy to contact during my stay. I did not want to leave at all because I felt right at home. 5 stars!

APT S4, Park View Terrace- Cozy Convenience!
The apartment is as described. It’s clean peaceful comfortable and relaxing. It’s perfectly located for easy walks to a few different beaches (store bay, swallows, and pigeon point). Restaurants and bars basically right outside but the way the apartment is it’s still very quiet and private if that’s what you’re looking for. The pool in front the door is nice but then having the private sitting space in the back was beautiful at night to watch the moon and the stars. To top off the whole experience the host Keron goes above and beyond to make sure you’re well cared for and comfortable. Keron was the most amazing host I’ve met. I will definitely be recommending this place to friends and family and I will be back again in the near future. Thanks so much for the wonderful experience.

Oceanfront Escape Stunning views Steps to the sand
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!

Golf View Villa 41B (Upper Level)
This place is perfect we had the best time I felt so at home and it gave a vibe of being in paradise our host was lovely and would respond to our queries promptly I would come to this home away from again.
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