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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 $84 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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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 Tábua
4.95 out of 5 average rating, 147 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!

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, 58 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.

Guest favourite
An infinity pool reflects the sunset, with the coastline visible in the background. The modern villa is framed by transparent railings and lush palm trees, exhibiting large glass doors that invite natural light and panoramic views into the interior.
Home in Arco da Calheta
4.96 out of 5 average rating, 94 reviews

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Bem-Vindo à Villa Panorama. URL Video: https://youtu. be/ne-2B5Xo39I Esta NOVA moradia foi construída com o obejtivo de criar um espaço único, que permitisse redescobrir o conceito de bem-estar físico e mental com paisagens magnificas num ambiente arquitetónico moderno! A moradia concluída no ano 2018, localiza-se na freguesia do Arco da Calheta – Calheta, uma das zonas mais procuradas pelos turistas, caracterizada por ser uma das áreas mais ensolaradas da Ilha da Madeira!

Top 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 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, 55 reviews

Casa da Lombada

Magnífica Casa da Lombada, está localizada no sítio da Lombada da Ponta do Sol, numa encosta a 270m acima do nível do mar, que proporciona aos seus hóspedes algumas das melhores vistas para o mar e para as montanhas da ilha. Oferece também a oportunidade de observar o nascer do sol na montanha enquanto toma o seu pequeno almoço na varanda. Uma experiência única de alojamento com conforto, tranquilidade e bem estar para passar umas férias espetaculares em família.

Top guest favourite
An outdoor dining area is displayed, featuring a table set with orange cloth and breakfast items including fruits and pastries. Behind the table, chairs are arranged neatly. A hammock is visible in the backdrop, with a panoramic view of the ocean and hills beyond.
Home in Arco da Calheta
4.97 out of 5 average rating, 156 reviews

Villa Bisa Atlantic View ,heated pool

A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

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

A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo

Top guest favourite
Cottage in Ponta do Sol
4.93 out of 5 average rating, 178 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
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 238 reviews

Meu Pé de Cacau - Studio Mango in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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 outdoor area features a wooden dining table shaded by a large umbrella, accompanied by wooden chairs. A small pool is enclosed by a deck, with steps leading into the water. Lush green grass surrounds the space, complemented by cacti and lanterns for ambiance.
Apartment in Ponta do Sol
4.99 out of 5 average rating, 101 reviews

CASA 61 (private pool) by Stay Madeira Island

A STAY MADEIRA ISLAND apresenta a Casa 61. A Casa 61 com localização na Ponta do Sol, é o local perfeito para desfrutar de uma estadia relaxante num lugar calmo, único e ideal para recarregar as suas energias. Os espaços foram pensados para proporcionar conforto e explorar todas as sensações que a ilha tem para oferecer. A Casa 61 é parte autónoma de uma moradia, com entrada e espaços independentes.

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.

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!

Popular amenities for Ponta do Sol rentals with a pool