
Holiday 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.

Uni WATER Studio
Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Old Town Funchal Seafront villa Pool & garden
Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

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!

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)].

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.

Villa Smiling Petals (Nest Two) Pool & Sea view
Petals (Nest Two) , 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, a fully equipped kitchen, shower room, 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 the horizon and montains, in perfect communion with the Nature surrounding you.

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

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! :-)

Casa Velha D. Fernando
Casa Velha D. Fernando is an apartment that offers a magnificent view from the terrace to the Ocean. It is a 15-minute drive from the city of Funchal and 30 minutes from the airport. It has all the facilities such as WiFi, full bathroom, TV, microwave and toaster essential for a fantastic and relaxing holiday. a barbecue, sun loungers and an outdoor dining area. An excellent starting point for the discovery of the island. Free wifi.

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.

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!

Casa do Piquinho
Casa do Piquinho is a charming residence located in Ponta do Sol, ideal for those seeking comfort and tranquility. With a very cozy design, the house provides the perfect environment for relaxation. Just a few minutes from the beach and the village center, guests can enjoy a stunning view of the sea. Whether to rest or explore the island, Casa do Piquinho offers an unforgettable experience.
Popular amenities for Ponta do Sol rentals with a pool
House rentals with a pool

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Apartment rentals with a pool

Ocean View Apartment in Madeira

Spectacular Ocean and Cliff views with Pool

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Villa Gia: Your Home Away from Home
Quick stats about holiday rentals with a pool in Ponta do Sol

Total holiday rentals
Explore 80 holiday rentals in Ponta do Sol

Nightly prices starting at
Ponta do Sol holiday rentals start at £51 per night before taxes and fees

Verified guest reviews
Over 4,030 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 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!
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- Madeira Botanical Garden
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Calheta
- Praia da Madalena do Mar
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Zona Velha
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- Sé do Funchal
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- CR7 Museum
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