
Holiday rentals with a pool in Tobago
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Top-rated rentals with a pool in Tobago
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Popular amenities for Tobago rentals with a pool
House rentals with a pool

Villa Mango at Palms resort
Best kept secret in Tobago. We enjoyed our stay here immensely. If you’re looking for the perfect hide away, this is is. Will certainly recommend it & will be returning

BACOLET BLISS
We just reached home to the UK after a fabulous holiday with Anna and David, they went above and beyond from ensuring everything within the property was to our satisfaction but also arranging the excursions we wanted to do and they all delivered leaving very fond memories. I don’t think you’d find a better property or hosts in Tobago and we thank them for everything they did and can’t wait to see them again next year for more BBQ’s, home made rum punch and of course the sun!

Villa Devica | Your Home Away From Home
Confortable and Close to all major points of interest. Very convenient, 3 min drive to Pigeon Point beach and 7 minutes to major supermarket… there is also a Gas Station with a shop selling everything you my need behind the property

Miles Away - for lovers of sunsets & sea views
My family and I had the most incredible stay at “Miles Away” in Tobago. The house itself is breathtaking, with the perfect blend of modern and boho design. But the highlight of this house was the view. Waking up to the stunning sight of the nature and ocean was something to look forward to. A special shout-out to the host, Luke, who was very responsive and went out of his way to ensure our experience was seamless. I will definitely be rebooking this home for future trips..it was an unforgettable experience! Highly recommend it to anyone looking for a peaceful, tranquil place to stay in Tobago.

Palm Haven - Home away from home
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

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.

Outta de Blue
Amazing getaway from the bustle of life. Not too deep in nature but not too close too the city. Enjoyed how breezy and relaxing the home feels and Mocha(dog) was sure to greet us warmly every time we got back to the house.

The Wood House
Absolutely loved our stay. This is a beautiful house that opens to the outdoors. We left the doors wide open for 2 weeks. Bugs found their way in but were never annoying. No mosquitos! Englishman's Bay and Castara provided all the beach amenities we wanted. We spent most days on Castara beach. Restaurants, groceries, fresh fish, beach chairs, umbrellas, bar and restrooms were all available. Highly recommend going left when you step on to Castara beach. Baba will set you up with loungers, umbrellas, excursions and eating suggestions. He is right near the Dirt Oven with fresh bread on Thursdays and Saturdays. He also arranged for a boat and took us to remote snorkel areas. If you love open air living, stunning views and relaxing days at the beach, this house is for you.
Apartment rentals with a pool

Beach house condo 2 bedroom home awaits with pool
Great place to stay. Location very good. I would recommend here to all my friends. We had such a wonderful time and the caretaker was very accommodating to our needs.

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

2 Bedrooms, 2 Bathrooms, with Pool in Buccoo
Our family had such a special time here. The space was cozy, clean, and welcoming. It was perfect for relaxing and enjoying quality time together. The hosts even provided family games, which added such a fun and thoughtful touch to our stay. Ishani was extremely kind and flexible, always making sure we felt at ease. The pools were a big hit, offering plenty of fun for both kids and adults. The location was also ideal, just a short drive to beautiful beaches and only a 2-minute walk to a nearby food court with plenty of great dining options. Truly a place that felt like a home away from home. We’re so grateful for the experience and the memories we made. We would definitely be back! ❤

Private Saltwater Pool Lovely 2 bedroom Suite
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.

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.

Romantic One Bedroom Apartment right on the beach
Walking distancing from the airport. The reason why I chose this AirBNB was the easy and flat walk to nearby beach and Crown Point restaurants. Good communication with the host and they were flexible with check in/out which is a major plus!

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.

Sea Greens Gorgeous 2 Bedroom Ground Floor Condo
The home was great and suited my family needs perfectly. Safe and comfortable environment on the golf course. Perfect home for a small family or group.
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