
Vacation rentals with a pool in Scarborough
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Top-rated rentals with a pool in Scarborough
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Popular amenities for Scarborough rentals with a pool
House rentals with a pool

Villa Escalante Tobago's Hidden Gem
Villa Escalante is the epitome of peace, calm and serenity. The views are outstanding, the house is well organized, architected and brilliantly thought out. Our hosts graciously stocked the home with all the necessary amenities for both the baths and kitchen, and my family and I were very comfortable. It is the perfect location, if you need to runaway for an escape and enjoy nature sounds, the beach and a pool. Def staying here again. Donna and her hosting staff were communicative , friendly and always available. I have left Tobago lighter and more relaxed. Thank You again!!!

The House of Serenity, Play & Family
Had a short girls trip stay and the place was clean and modern while still cozy, felt right at home. Home is located in a great area, near to lots of food places and things to do. Shorn was also very accommodating and helpful during our stay and the check in/out process. Amazing stay overall and would definitely book this home again!

BougainVilla - Home Away From Home 3 Bedroom Villa
My family and I were very satisfied with the wonderful ambience at BougainVilla at Bacolet, Tobago. The property is spacious and ideal for a family of 6-8. The Pool and surrounding areas were well maintained and inviting. I will certainly have no reservations to recommend or revisit. Thank you, Mr. Telemak, your service and informed feedback was what made our stay so memorable. ✨✨✨

Shepherd's House Tobago
The place was as described and ready. Josanne was always responsive with instructions and very welcoming. My husband and two teenage boys settled in and enjoyed our stay with no issues.

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
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!

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

177 Sea Shell Villa, Tobago W.I.
I booked this location for my family to spend with each other as we celebrated our wedding anniversary. I was very satisfied with the accommodations, location and amenities. Will definitely be returning!
Condo 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.

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.

Dream Island Condo Tobago 2 BedR, 2 BathR, 2 Pools
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.

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 41A (Lower Level)
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.

Brand new 2 bedroom with living room & kitchen
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
Quick stats about vacation rentals with a pool in Scarborough
Total rentals
50 properties
Nightly prices starting at
G$10,457 GYD before taxes and fees
Total number of reviews
460 reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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