Villa holiday rentals in Madeira Island

The image features a charming stone structure with an orange, sloped roof, reflected in the tranquil waters of a heated pool. Colorful stained glass elements adorn the entrance, complemented by planters and a palm tree nearby, all set against a serene blue sky.

4.95 out of 5 average rating, 217 reviews

Casa Palheiro @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.

4.92 out of 5 average rating, 170 reviews

Madeira Black Sand House by Stay Madeira Island

Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

A dining area is presented on a spacious terrace, featuring a round table set with plates and utensils. A colorful umbrella provides shade, while potted plants decorate the space. The ocean view is visible beyond a glass railing, complemented by a statue positioned on the terrace.

4.95 out of 5 average rating, 169 reviews

Panoramic Oceanview Penthouse

Penthouse with Stunning Sea View, Large Terrace & Private Elevator Access. Perched peacefully on a cliffside, this elegant penthouse offers the perfect blend of comfort and breathtaking views. Step out onto the spacious terrace and take in the panoramic view of the sea- ideal for morning coffee, sunset drinks or enjoying a relaxing BBQ . The only sound your can hear, are the ocean waves and some birds. Area, including veranda, 170 m2.

4.95 out of 5 average rating, 22 reviews

Arbor Villa: Nature Retreat

Arbor Villa is a boutique 4-bedroom retreat in Campanário, Madeira, with sweeping sea views from every room. Nestled in the mountains, it offers a private pool, BBQ, and spa-inspired interiors where you can wake to birdsong and a gentle stream. Just minutes’ drive from Fajã dos Padres, Ponta do Sol, and Funchal, it’s ideal for exploring Madeira. A car is recommended. Perfect for guests who value nature, exploration, and relaxation.

Two outdoor chairs with plush cushions face a long pool, offering a view of the Atlantic Ocean and the surrounding greenery. A small wooden table sits between the chairs, enhancing the inviting outdoor space.

5 out of 5 average rating, 52 reviews

Villa with large pool and fantastic view

NEW :-) Swim your laps in the long pool. Enjoy the view of the Atlantic Ocean and lush nature while sitting in the garden. A very stylish place that is located in a small quiet village. To relax - but also to be active. Jogging, hiking and swimming - all possible right by the house. Restaurants can be reached in a few minutes by car. For work, there is a study and fast internet. End the day with a glass of rosé and the sunset.

A private heated swimming pool is set within a modern exterior. Clear blue water glistens under the sun, surrounded by sleek glass railing. Views of greenery and the distant sea can be seen beyond the pool, contributing to a serene outdoor environment.

4.93 out of 5 average rating, 214 reviews

Heated pool, hot & cold AC, BBQ, views & parking

Modern 3-bedroom villa in Arco da Calheta with stunning sea & mountain views. Features a private heated pool, BBQ area, fully equipped kitchen, fast Wi-Fi, and secure garage. Walk to a handful of restaurants, cafés & pharmacy. Just 10 mins to Calheta Beach, 30 mins to Funchal. Ideal for couples, families (cot & highchair provided), or groups. Close to top Levada walks. Comfortable, spacious, and perfect for exploring Madeira.

A vibrant sunset is observed over the ocean, casting warm hues across the water. The horizon is lined with distant landforms, while the natural light creates a peaceful atmosphere. The view captures the serenity of the location, providing a sense of tranquility.

4.97 out of 5 average rating, 102 reviews

Quinta São Lourenço ≈≈≈ Front House ≈≈≈

The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 147 reviews

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!

4.95 out of 5 average rating, 139 reviews

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.

An outdoor seating area is showcased with a wooden table featuring a laptop, a coffee cup, and a plate with a pastry. Lush green grass and a few decorative plants are visible in the background, contrasting with the neutral-toned wall and red rooftop.

4.84 out of 5 average rating, 154 reviews

Fernandes House - Apartment 2

A Fernandes House é uma casa nova (remodelada em maio de 2021) e esta localizada em Machico, na costa sul da ilha da Madeira, a 1,4 km da praia de areia amarela, a 5 minutos de carro do Aeroporto. O apartamento fica na parte inferior da moradia. Nós vivemos no piso superior e estamos sempre disponíveis para ajudar, mas dando toda a privacidade. Será um prazer recebe-los.

A private pool is set against a backdrop of lush greenery and a rustic yellow house with a tiled roof. The pool’s clear blue water is visible, complemented by the surrounding plant life that adds to the serene atmosphere.

4.98 out of 5 average rating, 145 reviews

Quinta do Alto

Situated inside an old farmhouse of the island, and located on the outskirts of the capital Funchal, near the Botanical Garden, the villa is a one bedroom with one double bed, a toilet, common room and kitchenette. Outside the villa, guests have an exclusive use of the swimming pool, encased in a rich flora and varied fruit growing. Relax in this unique and tranquil spot.

An aerial view captures a spacious outdoor terrace with patterned tiles. Two lounge chairs are positioned under a straw umbrella, next to a wooden dining table set for several guests. Surrounding greenery adds a touch of nature to the relaxing space.