Vacation rentals with a pool in Ponta do Sol

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!

Family · Location · Backyard

Secluded cottage w pool, oceanside view, 3BR, 3BA

Enjoy the unique duality of the Seaside x Mountain Madeiran landscape in one of the sunniest and warmest locations of the Island. Located between Ribeira Brava (4km) and Ponta do Sol (3,5km), the house provides the most breathtaking views but is still close and easy to get to surrounding villages, beaches, and levada walks. Take your time to relax in the porch, in the garden or by the pool, freshen up with a dip, prepare a barbecue for the family, or have a charming dinner under the stars.

Location · Family · Outdoor spaces

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.

Family · Location · Grill

Villa Smiling Petals (Nest Three) Pool & Sea View

Petals (Nest Three) , 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.

Family · Location · Sleep quality

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

Location · Family · Indoor spaces

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

Family · Location · Parking

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.

Value · Family · Access

Meu Pé de Cacau - Studio Papaia 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.

Location · Family · Quiet

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!

Location · Family · Parking

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

Value · Family · Hiking

Anjos Paradise Eden

It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.

Location · Family · Quiet

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

Family · Location · Getting around