Holiday rentals in Estreito da Calheta

Madeira's last hidden mountain paradise!

Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

Vila Aguarelas with pool by Stay Madeira Island

A unique stay in an elegant and refined accommodation, modern and comfortable, thoughtfully designed just for you! Vila Aguarelas offers 3 suites, each featuring a double bed and private bathroom. In an open-plan layout, there’s a living room with a dining table and a fully equipped kitchen. You can also enjoy the incredible pool (optional heating upon request; additional cost of €35 per night, minimum stay required—please notify at the time of booking or at least one week prior to arrival).

Casa do Terrāço - Quinta Falcões Do Sol

Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Secluded Sunset Villa on Cliff & 180° Ocean Views

Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Miradouro is a secluded top of the cliff property with no direct neighbours, surrounded by extensive lush green gardens and a large 10 x 5 metre pool facing the ocean offering spectacular panoramic views and sunsets. Maid service is provided up to three days per week (subject to availability) to keep the property clean and spotless. The service includes cleaning, laundry, garden and pool maintenance.

Stunning 3BR Villa | Ocean-View, Private Pool

Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

Villa Rada, by Pausa Holiday Rentals

This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

Be adventurous , something completely different

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.

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

Eco Fajã Villas - Retreat - 60m above sea level

Perched above the coastline, this villa offers a harmonious blend of comfort and nature. With beautiful sea views, a heated infinity pool, and a generous garden, the villa invites you to slow down and soak in Madeira’s natural charm. Thoughtfully designed open-plan interiors allow light to pour in, connecting the indoor spaces with the surrounding landscape for a relaxed, effortless stay. Ideal for those looking for quiet, space, and a touch of understated luxury.

Casa das Moirinhas

Um sonho tornado realidade. Um antigo palheiro cuidadosamente transformado num refúgio junto ao oceano, com vistas amplas sobre o Atlântico e sobre a vila do Paul do Mar. Inserida num caminho real, a Casa das Moirinhas está pensada para quem procura a tranquilidade e o contacto com a natureza, numa envolvência única. Onde o azul do oceano encontra o verde profundo das montanhas, criando um ambiente sereno e inspirador, ideal para desligar, abrandar e relaxar.

Soul Glamping |Luxury | Ocean | jacuzzi | nature

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, this Glamping Resort is home to the most beautiful sunsets of the planet. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

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.