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Holiday rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

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Popular amenities for Scarborough rentals with a pool

House rentals with a pool

Guest favourite
Home in Englishman’s Bay
5 out of 5 average rating, 7 reviews

Villa Escalante Tobago's Hidden Gem

SolangeRating, 5 stars8 months ago
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!!!
Home in Scarborough
5 out of 5 average rating, 4 reviews

The ARC

Anthonisus TeahRating, 5 stars3 weeks ago
Our stay at the Arc was great! The house was very clean. Our host Renel, was very responsive, provided clear instructions and was very friendly! I would definitely recommend the Arc!
Home in Scarborough
4.57 out of 5 average rating, 56 reviews

BougainVilla - Home Away From Home 3 Bedroom Villa

JasonRating, 5 stars5 months ago
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. ✨✨✨
Home in Scarborough
4.67 out of 5 average rating, 3 reviews

Shepherd's House Tobago

AddellaRating, 5 stars16 months ago
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.
Guest favourite
Home in Crown Point
4.95 out of 5 average rating, 44 reviews

Suncoast Villa

DerekRating, 5 stars1 week ago
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
Home in Carnbee
5 out of 5 average rating, 6 reviews

Outta de Blue

HannahRating, 5 stars2 days ago
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!
Home in Scarborough
4.5 out of 5 average rating, 16 reviews

Infinity - Seafront villa with stunning views

RichardRating, 5 stars17 months ago
Fantastic location to relax and enjoy the view. All rooms designed to be able to walk onto the balcony that overlooks the sea. Very well laid out.
Top Guest favourite
Home in Golden Grove
5 out of 5 average rating, 7 reviews

Oceanview Villa w/ Infinity Pool

ShantieRating, 5 stars1 week ago
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

Condo rentals with a pool

Guest favourite
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! 🙏
Top Guest favourite
Condo in Lowlands
4.89 out of 5 average rating, 19 reviews

Lovely loft condo with pool access

BrianRating, 5 stars1 month ago
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.
Top Guest favourite
Condo in Tobago
5 out of 5 average rating, 24 reviews

Sapphire-Vibrant & relaxing Buccoo condo

TerryannRating, 5 stars2 weeks ago
the place look the same way as pics i saw i will stay hear anytime am visiting tobago very comfortable clean quiet when you at this place you feel like you in your own home every thing is so is well put together beautiful i love it.i really enjoyed my stay thank you so much Ruth ✌️ and ❤️
Superhost
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.
Condo in Buccoo
5 out of 5 average rating, 4 reviews

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

Denicia-MaeRating, 5 stars1 month ago
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! ❤
Condo in Black Rock
4.76 out of 5 average rating, 25 reviews

Oceanfront Escape Stunning views Steps to the sand

DanielleRating, 5 stars2 months 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!
Condo in Lowlands
4.74 out of 5 average rating, 74 reviews

Golf View Villa 41A (Lower Level)

RobinRating, 5 stars3 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
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

Quick stats about holiday rentals with a pool in Scarborough

  • Total rentals

    50 properties

  • Nightly prices starting at

    $77 AUD 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

  • Wi-Fi availability

    50 properties include access to Wi-Fi

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