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Vacation rentals with a pool in Ponta do Sol

Find and book unique homes with a pool on Airbnb

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

  • Total vacation rentals

    Explore 90 vacation rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol vacation rentals start at $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 of Ponta do Sol vacation 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.

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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 Ilha da Madeira
4.92 out of 5 average rating, 145 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)].

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 out of 5 average rating, 59 reviews

MG House

Um oásis no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

Superhost
A modern living area features a wooden coffee table, surrounded by two contemporary armchairs. Large glass doors offer expansive views of the ocean and outdoor pool area, while soft curtains frame the scene. A minimalistic art piece adorns the wall, adding to the aesthetic.
Home in Ponta do Sol
4.78 out of 5 average rating, 49 reviews

The One Madeira

Casa de sonho para as suas férias. Vai amar a nossa Villa “The One Madeira”. Villa de luxo, com três suites, confortável, bem equipada. Situada no concelho mais quente da Madeira, Ponta do Sol ☀️ Venha mergulhar na divina piscina privada e esqueça as suas preocupações. Espaço tranquilo com uma vista incrível sobre o mar, costa madeirense e bananeiras. Piscina aquecida (custo extra). Crie memórias bonitas na “The One Madeira” Extras disponíveis,mediante pedido. Vai amar a casa.

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
Cottage in Ponta do Sol
4.93 out of 5 average rating, 179 reviews

Anjos Paradise Nook

Anjos Paradise Nook is a 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.

Top guest favourite
A modern infinity pool overlooks a stunning sunset illuminating the horizon. The pool's water reflects warm tones, creating a serene ambiance. Surrounding hills and rooftops are visible in the background, enhancing the tranquil coastal setting.
Home in Ponta do Sol
5 out of 5 average rating, 56 reviews

Casa da Lombada

Magnificent Casa da Lombada, is located on the Lombada da Ponta do Sol site, on a slope 270 meters above sea level, which provides its guests with some of the best views of the sea and the mountains of the island. It also offers the opportunity to watch the sunrise on the mountain while having your breakfast on the balcony. A unique accommodation experience with comfort, tranquility and well-being to spend a spectacular family vacation.

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
Guesthouse in Ponta do Sol
4.96 out of 5 average rating, 161 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.
Apartment 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

Guest favourite
A spacious infinity pool overlooks the coastline and ocean, surrounded by sun loungers and palm trees. The house features large glass doors that provide stunning views of the surrounding landscape. The tranquil setting highlights the connection between the property and its natural surroundings.
Home in Ponta do Sol
4.98 out of 5 average rating, 101 reviews

Relax Over The Sea -12391/AL

Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island

Popular amenities for Ponta do Sol rentals with a pool