Holiday rentals with a pool in Calheta

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.

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

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.

Casa Sol e Vista

Villa with a good view and plenty of sunshine all day long. The house is located in one of the best spots in the parish. It has two bedrooms, a living room/kitchen and two bathrooms, and can accommodate 6 people. The house is located on top of a hill, which gives it an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquillity. Come and spend a pleasant holiday at CASA SOL E VISTA. Contact Duarte Paulo

Villa Althea by YMR

Welcome to our high-luxury, modern cliff Villa in Calheta, Madeira! This stunning retreat accommodates 8 guests with 4 spacious bedrooms and 5 bathrooms. Featuring an open-space concept, a large infinity pool, and a spacious sun terrace with lounges, it offers breathtaking views and complete tranquility. Enjoy the lush garden, barbecue area, and unique location for the ultimate getaway. Perfect for a luxurious escape in a serene, coastal setting.

The Sunset Avenue w/infinity pool(optional heated)

Sunset Avenue · The Residence é uma residência exclusiva à beira-mar, situada no Paul do Mar, um dos locais mais especiais da Madeira para viver o oceano e o pôr do sol. Oferece uma combinação rara de localização privilegiada, privacidade e conforto de alto nível, ideal para famílias ou grupos que procuram uma estadia memorável. Aqui, o mar está literalmente à sua frente — e cada final de dia transforma-se num espetáculo natural inesquecível.

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.

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!

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Stylish 3BR Villa with Heated Pool & Views

Modern 3-bedroom villa in sunny Arco da Calheta with sea & mountain views. Enjoy a private heated pool, BBQ terrace, fast Wi-Fi, and secure garage. Walk to restaurants and cafés, 10 minutes by car to Calheta Beach and 30 minutes to Funchal. Ideal for couples, families, or groups — the perfect base to explore Madeira.

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

Spacious premium villa in Calheta | Ocean Panorama

Located in a tranquil setting below Estreito da Calheta, the premium Ocean Panorama is a very spacious 4 bedroom villa with breath-takingly beautiful views over the the coast and sea.