Holiday houses in Estreito da Calheta

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

The Paradise – a wonderful oceanfront escape on the sunny south coast of Madeira. Nestled between the deep blue Atlantic and dramatic mountain backdrops of Paul Do Mar , this stylish fully air conditioned two-bedroom apartment offers comfort, beauty, and serenity. Enjoy a panoramic terrace with sunset views, Jacuzzi, outdoor dining and ample space for you to unwind or work remotely. Perfect for couples, families, or digital nomads seeking peace, sunshine, and inspiration—just steps from the sea.

Quinta Aurora - Heated, Private Pool & Ocean View

About cottage vacation home Quinta Aurora Welcome to Quinta Aurora, a lovingly restored traditional Madeiran stone house in sunny Estreito da Calheta. Enjoy breathtaking Atlantic views, unforgettable sunsets, complete privacy, a private heated pool, peaceful yoga spaces, an organic garden, high spreed WIFI and a cozy pellet stove for cooler evenings. Minutes from Calheta’s sandy beach, Jardim do Mar, Paul do Mar, restaurants, supermarkets, scenic viewpoints, and Madeira’s famous Levada trails.

Luxury Ocean View Villa | Pool I Calheta I Madeira

Welcome to Vincent’s Place, a stunning luxury villa in Madeira located in the sunny and peaceful area of Estreito da Calheta. This private ocean view villa with pool offers panoramic views of the Atlantic Ocean and surrounding mountains, making it the perfect setting for a relaxing holiday in Madeira. Whether you're looking for a family villa in Madeira, a group holiday home, or a luxury getaway with friends, this spacious and modern property delivers comfort, privacy, and unforgettable views.

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

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.

View Sun & Serenity Studio • Ocean View & Terrace

Welcome to View Sun & Serenity Studio, a peaceful studio in Arco da Calheta with breathtaking Atlantic Ocean views. Relax on the sunny terrace, enjoy outdoor dining, and unwind in one of Madeira's sunniest locations. Ideal for couples looking for comfort, space, privacy and unforgettable moments together. An ideal base for exploring Madeira, with Calheta Beach, the marina, restaurants and supermarkets just a short drive away, while the island's main express road is only one minute away.

Casa Mar - Quinta Falcões do Sol [Falcões do Sol Farm]

Casa Mar offers a blend of historical architecture and modern comfort. This fully restored traditional stone house features a private 25 square meter deck with dining table, alongside a lower private lounge area. Large glass doors provide an incredible view of the sea and allow for a natural flow between the indoor and outdoor spaces. The property has a big heated saltwater infinity pool for all our guests on the property to enjoy with the most beautiful view on the ocean.

Casa dos Reis

Casa dos Reis is a local accommodation establishment located on Caminho dos Reis, Estreito da Calheta, about 36 km from the city of Funchal. It has a beautiful garden with a scenic view of the island. It consists of three bedrooms with double beds 3 bathrooms a living room a kitchen and an open-space kitchen and dining room. It also has a swimming pool with a waste station and solarium treatment system with a panoramic view, a barbecue area and private parking.

Casa Joaquim by Rent2u, Lda

Brand new house, located in Arco da Calheta. It has 3 bedrooms, 3.5 bathrooms, a living room, and a kitchen. The outdoor Jacuzzi and pool are ideal for relaxing at the end of a day of sightseeing. It is located on the Arco da Calheta site, in a quiet and central area. It is 10 minutes from the Madeira mountains and 10 minutes from the beaches (Calheta or Madalena do Mar). General amenities: Jacuzzi, swimming pool, internet, covered parking on the property;

Eco Fajã Villas - Deluxe - 60m above sea level

High above the coastline is a private sanctuary where luxury meets nature. With sweeping panoramic sea views, a larger heated infinity pool, and an expansive garden, this villa is designed for those who seek space, tranquility, and exclusivity. Its sleek open-plan interiors, flooded with natural light, blend seamlessly with the outdoors, creating an effortless flow between modern comfort and Madeira’s breathtaking landscape.

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

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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.