Some info has been automatically translated. Show original language

Holiday rentals with a pool in Ponta do Sol

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Ponta do Sol

  • Total holiday rentals

    Explore 90 holiday rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 of Ponta do Sol holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ponta do Sol rentals

  • 4.8 Average rating

    Ponta do Sol stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Ponta do Sol

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tabua
4.95 out of 5 average rating, 149 reviews

Old Wine Villa

Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

Superhost
A spacious loft interior features a staircase leading to an upper level. A comfortable gray sofa is positioned in the foreground, while a well-equipped kitchen is visible in the background. Bright, natural light fills the area, highlighting the modern design and open layout.
Loft in Madeira Island
4.92 out of 5 average rating, 146 reviews

Casa Miradouro Loft - Pool by Stay Madeira Island

Stay Madeira Island presents Casa do Miradouro Loft. The ideal place to rest, relax, forget the routine and stress, all in one space! The accommodation has been prepared to offer you the perfect stay on Madeira Island. It is located on the southern coast of the island, in Ribeira Brava. This serene and spacious space is waiting for you! [Pool heating available upon request; extra cost of €25 per night; minimum stay (requested upon booking or up to one week prior to arrival)].

Guest favourite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco da Calheta
4.93 out of 5 average rating, 118 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 467 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Top guest favourite
A panoramic view of the Atlantic Ocean stretches beneath a clear blue sky, with rolling green hills leading down to the coastline. A modern infinity pool with a waterfall feature is visible in the foreground, seamlessly blending with the landscape.
Home in Ribeira Brava
5.0 out of 5 average rating, 60 reviews

MG House

An oasis in the heart of Madeira's West Zone facing south and with a fantastic sunset. Quiet residential area with good access. 5 minutes from the beach, shops and restaurants and in a great location for exploring the island. A modern house with a heated saltwater pool (for a fee), good areas, barbecue, solarium area, garden with aromatic herbs, gym and parking. The entire house is air-conditioned and has a kitchen equipped to celebrate great moments.

Top guest favourite
A serene sunset over the ocean is captured behind a fence lined with vegetation. The horizon glows with shades of orange and yellow as clouds reflect the fading light. The calm water is visible, creating a tranquil atmosphere in the surrounding natural environment.
Cottage in Ponta do Sol
4.91 out of 5 average rating, 179 reviews

Anjos Paradise Nest

Anjos Paradise Nest is a Mezzanine Studio, decorated with a special touch, designed to be the cozy place to return to after a day exploring our beautiful island. It features a fully equipped kitchen , a living room area, and on site parking, within walking distance of the amazing waterfall Cascata dos Anjos. Enjoy a swim in the pool and a meal in the garden at sunset, overlooking the horizon, in perfect communion with the Nature surrounding you.

Guest favourite
Flat in Jardim do Mar
4.94 out of 5 average rating, 336 reviews

Uni AIR Studio

Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.

Top guest favourite
A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.
Villa in Arco da Calheta
4.98 out of 5 average rating, 103 reviews

CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

Guest favourite
Guest house in Ponta do Sol
4.96 out of 5 average rating, 163 reviews

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

Top guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Flat in Paul do Mar
4.99 out of 5 average rating, 224 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Guest favourite
An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.
Villa in Ponta do Sol
4.97 out of 5 average rating, 160 reviews

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Top guest favourite
The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.
Home in Ponta do Sol
4.99 out of 5 average rating, 198 reviews

Typical house above the sea

"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Popular amenities for Ponta do Sol rentals with a pool