
Vacation rentals with a pool in Ponta do Sol
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Top-rated rentals with a pool in Ponta do Sol
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Popular amenities for Ponta do Sol rentals with a pool
House rentals with a pool

House of Christ the King
What a wonderful place to stay and for us perfect location to explore beautiful Madeira. 6 of us stayed for 1 week, the accommodation was perfect with various areas to spread out. We spent most of our evenings around the pool side, playing games and soaking up the views. The home has everything a family would need to enjoy your stay. Local shops, cafes and restaurants 10min walk up hill. Fully recommend if you are able to take a 1 day jeep tour of the island as Madeira has some spectacular scenery, valleys, mountains, villages and locations to explore. Contact with the host was effortless and always quick with responding. We loved our stay.

Vila Indigo by Escape to Madeira
We (two couples) had a wonderful week in this beautiful house. The house is a little more spacious than we thought. Nice view. Lovely swimming pool. On this slope, there were sometimes clouds, so the sun did not always show itself. For restaurants, you have to take the car. Hosts always responded quickly to a message from us. All in all recommended!

Ocean View Villa Madeira
The house was a wonderful place for us and our family. Plenty of room and the kitchen was very well equipped. The view was spectacular and the pool and patio were an excellent spot to relax.

Tabua Lodge
Richard welcomed us warmly and showed us the accommodation, as well as gave tips for excursions. There was a folder with more information and tips in the accommodation. He was always easy to reach and responded immediately. We had a wonderful stay. The house looks like the pictures and everything was very clean and well maintained.

Quinta do Perdigão Peace. Nature. Retreat.
We stayed four nights in Hugo's accommodation. It is a beautiful house in a beautiful and very quiet area. We had agreed an arrival time with Hugo in advance and he was waiting for us at that time neatly (with a cake baked by Grandma herself🥰) and gave us a tour of the accommodation. We really enjoyed it, thank you Hugo!

Panoramic View: Lux 3 bed w/ heated pool
A great property, spotlessly clean with wonderful views & very helpful hosts. My family & I thoroughly enjoyed our stay.

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Villa Panorama is an amazing place to relax and to visit Madeira. The photos reflect well, is very comfortable place, views to the ocean are stunning, and equiped with everything you need. For a family of five, as we are, it was perfect experience. Location, while a little far from Funchal, is well connected and great to visit the multiple amazing locations of the island. There are groceries close by, even in Sunday we could find open places at 6 min from the Villa. Especially great are the hosts. Rui and João Carlos are extremely responsive and friendly, and they make everything easy and well organised. We would definitively come back again and we highly recommend Villa Panorama without doubt.

Syso House
The Bauhaus-style house leaves nothing to be desired. We immediately felt very comfortable. The house is very well maintained and in mint condition. All necessary equipment is available. The house was the entire house and the terraces were very clean including the bathrooms. The pool was heated as agreed and the cover also kept the temperature very well. Fatima introduced herself to us briefly on the second day, she is very nice and we immediately had a very friendly relationship. We were even allowed to try some tomatoes from her local garden. If you want to spend a relaxing vacation with pool time and hiking, you are in good hands there. We will be back!
Condo rentals with a pool

Tropical Sunset D
Incredible location. Incredible host! Thank you Daniela for this amazing experience. We had everything we needed If you don’t have a car like us, you may need to use bolt or arrange private tours.

COSY STUDIO AT LIDO WITH POOL
We had a lovely stay. The accommodation is very well located, clean and functional. It's very easy to match with Ana. Thanks to her for her warm welcome. Recommended. Charlotte and Romain

Luxury Big Apartment/Ocean view/Free Parking
We had a wonderful stay in this lovely home in Madeira! The place was spotlessly clean and located in a great area, perfect for exploring the island. One of the highlights was waking up in the master bedroom to a stunning view of the ocean. The kitchen was fully equipped with everything we needed, which made it easy to cook meals when we felt like staying in. Maria was an exceptional host – kind, responsive, and always ready to help with any information or recommendations we needed. Highly recommend this place to anyone visiting Madeira. We’d love to come back!

Family friendly apartment swimming pool ocean view
The apartment was perfect for our family, a great base to explore the island. Well equipped for a family though we only used for breakfast, eating out in the many local restaurants . The bakery downstairs is fabulous , serving breakfast, lunch and snacks..

Whitehouse408 Sw.Pool & Pvt. Parking
Wonderful host, kind and friendly, great recommendations, great place!

New dream luxury appartment in the Madeira Palace.
This condo was beautiful, clean, and had an amazing view. Plenty of seating, close to a grocery store and many restaurants. The infinity pool which looked over the ocean was lovely. We would definitely recommend.

My Cozy Spot
Daniel is a very friendly and attentive host. She followed us from the first to the last minute, giving tips about the area. The apartment is really space and spacious, with two nice balconies perfect for an outdoor breakfast!

Modern, lux comfort with Pool & Ocean view
Great experience, top tier communication with the host. Amazing appartment, spacious, bathrooms really nice and the kitchen was a dream - would come again
Quick stats about vacation rentals with a pool in Ponta do Sol
Total rentals
70 properties
Nightly prices starting at
G$12,553 GYD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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