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Vacation rentals with a pool in Ponta do Sol

Find and book unique homes with a pool on Airbnb

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
The image features a charming stone structure with an orange, sloped roof, reflected in the tranquil waters of a heated pool. Colorful stained glass elements adorn the entrance, complemented by planters and a palm tree nearby, all set against a serene blue sky.
Villa in Estreito da Calheta
4.94 out of 5 average rating, 221 reviews

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Top guest favourite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Arco da Calheta
4.98 out of 5 average rating, 104 reviews

Panoramic View: Lux 3 bed w/ heated pool

Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Top guest favourite
The outdoor area features a swimming pool surrounded by lounge chairs and a patio, with a view of the ocean and hills. A shaded dining space includes a table set for two, while the interiors display a cozy bedroom with a double bed.
Apartment in Ponta do Sol
4.98 out of 5 average rating, 115 reviews

Villa Smiling Petals (Nest One) Pool & Sea View

Petals (Nest One) , is one of four apartments, decorated with a special touch, designed to be a humble and cozy home to return to after a day exploring our beautiful island. It features a hight speed Wi-Fi, one bedroom, shower room, a fully equipped kitchen, private balcony and free parking. Enjoy a swim in the pool and a meal in the garden at sunrise or sunset, overlooking to the breathtaking views over horizon and montains, in perfect communion with the Nature surrounding you.

Top guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 676 reviews

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Top guest favourite
A coastal landscape showcases a charming village nestled against steep cliffs. Colorful houses with red roofs are visible, hugging the shoreline, while the Atlantic Ocean gently laps at the rocky coast. Waves create a rhythmic pattern as they roll onto the beach.
Apartment in Jardim do Mar
4.99 out of 5 average rating, 154 reviews

Modern & New Studio w/ Pool & Oceanside View | G 🌟

Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). Note: AC available after July 1st.

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, 172 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.

Top guest favourite
A bright exterior space is shown with a round pool surrounded by a wooden deck. Sun loungers in green and umbrellas provide shaded areas. Colorful gardens with tropical plants encircle the house, which features large glass doors leading into an indoor living area.
Home in Arco da Calheta
4.98 out of 5 average rating, 203 reviews

Casa Sol e Vista

House with a good view and good sun all day long. The house is located in one of the best locations in the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is situated 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 and spend a pleasant vacation at CASA SOL E VISTA. Contact Duarte Paulo

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, 154 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.

Superhost
A sunlit terrace features two yellow lounge chairs positioned by a shimmering saltwater pool. The expansive view reveals the ocean and coastline, with greenery rising in the background under a clear blue sky.
Guest suite in Ponta do Sol
4.88 out of 5 average rating, 191 reviews

A View For You

É um alojamento com uma fantástica vista para o mar da nossa paradisíaca Ilha da Madeira! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas férias maravilhosas e inesquecíveis! Permite o uso de piscina de sal, temperada, que pode ser partilhada com outros hóspedes. Todos os hóspedes são bem vindos! Sejam felizes e divirtam-se nas vossas férias! :-)

Guest favourite
Guesthouse in Ponta do Sol
4.96 out of 5 average rating, 157 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 outdoor patio area features a wooden dining table accompanied by a comfortable hammock. Lush greenery frames the space, with ocean views visible in the background beneath a clear blue sky. The structural cover offers shade while maintaining a breezy atmosphere.
Apartment in Paul do Mar
4.99 out of 5 average rating, 241 reviews

Meu Pé de Cacau - Acerola Studio 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 handcrafted 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, 159 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

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

  • Total vacation rentals

    Explore 80 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 4,210 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

    80 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!

Destinations to explore

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  3. Madeira
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  5. Rentals with pools