Vacation 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.

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.

Sweet Paradise

Um paraíso no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

Casa Piquita

Between the sea and the mountains, you will find this practical, relaxing and charming tourist house, perfect for those looking for rest, nature and comfort. Set in a quiet countryside environment, the house breathes tranquility and light. The balcony invites moments of contemplation, with stunning views over the sea and mountains. Whether for a family vacation or a getaway for two, this sunny house offers the perfect retreat where time slows down and the landscape inspires.

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

Casa das Moirinhas

A dream come true. An old haystack carefully transformed into a haven by the ocean, with sweeping views over the Atlantic and the village of Paul do Mar. Located on a royal road, Casa das Moirinhas is designed for those seeking tranquility and contact with nature in a unique setting. Where the blue of the ocean meets the deep green of the mountains, creating a serene and inspiring environment, ideal for switching off, slowing down and relaxing.

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 - 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.

Top View Calheta, villa with pool and jacuzzi

Bring the whole family to this superb house with outdoor pool and jacuzzi and with very generous spaces, plenty of room to have fun. The house is located in Estreito Da Calheta, overlooking the sea, very close to a pharmacy, supermarkets, market, health center, the main tourist spots, Rabaçal, 25 Fontes, Risco, several Madeira streams, the yellow sand beach, and the airport is 40 minutes away

Glamping Maracujá: Oasis Paradise

*Wi-Fi rápido! Download: 78.3 Mbps, Upload: 91.6 Mbps *Varanda ampla: 30m² *Área de churrasco *Jacuzzi quente a 38°C *Cozinha totalmente equipada *Estacionamento gratuito a 10 metros *Café e chá gratuito *Ar condicionado *Shampoo e Gel de banho *Roupões *Coluna de som bluetooth *Secador para cabelo

Casa Mariana by Rent2U, Ltd.

Old house, in a quiet area of Arco da Calheta, completely renovated, furnished and equipped with all kinds of appliances and utensils for everyday life. Great for families with kids, or couples who want to spend a few days relaxing, enjoying the sun and the wonderful views that surround the house.

Luxury Villa Pérola

Welcome to our exquisite cliffside villa, with unparalleled ocean views. This opulent sanctuary is a dream at sunrise and sunset. Escape to this haven of natural beauty and luxury for an unforgettable retreat. A unique and tranquil getaway.