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Holiday houses in São Roque do Faial

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Top-rated holiday rentals in São Roque do Faial

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Top Guest favourite
Home in Santana
5 out of 5 average rating, 223 reviews

Beatriz's little house

Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.

Superhost
A traditional Madeiran house is set against a backdrop of dramatic mountains under a colorful sky. The stone structure is surrounded by lush greenery and features a spacious terrace, allowing for stunning views of the natural landscape.
Home in Serra de Água
4.86 out of 5 average rating, 58 reviews

NEW! 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.

Superhost
An open living area is presented, featuring a modern glass dining table surrounded by sleek chairs. A comfortable sofa sits nearby, alongside a media unit with a decorative fireplace. Large windows allow natural light to flood the space, highlighting the contemporary decor.
Apartment in Santo António da Serra
4.92 out of 5 average rating, 115 reviews

Casa Vista Nova

This studio apartement is part of a 3-storey house, located on the middle floor and this level is private to guests, only the main entrance/ gate and patio are shared. It is located in a rural area, please note access is 30 meters from the road via stairs, ideal if youre travelling light. There is free parking available on the road It is close to the center of Machico, 5 minutes by car, 25 minutes from Funchal, in this area there is a LEVADAS walks, trails Public transport direct to Funchal

Guest favourite
The outdoor area features a private infinity pool with steps leading in, surrounded by a spacious deck with sun loungers. Palm trees provide shade, while a cozy seating arrangement in vibrant blue invites relaxation. The modern structure showcases large glass windows reflecting the sunny ambiance.
Home in Funchal
4.94 out of 5 average rating, 103 reviews

Old Town Funchal Seafront villa Pool & garden

Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

Top Guest favourite
The image captures a scenic view of a cozy house surrounded by lush greenery, with rolling hills and mountains in the background. A vibrant landscape of various shades of green is visible, alongside a clear blue sky, creating a peaceful atmosphere in the natural environment.
Home in Sao Vicente
4.93 out of 5 average rating, 193 reviews

"Just Nature 1" Madeira Island -Boaventura

"Just nature 1" is located in Boaventura-S. Vicente An ideal place for walking wrapped in protected Laurisilva, where the only sound you can hear is the sound of the birds! Absorb the amazing views of the northen part of Madeira island, and meet the insides of the Laurissilva by going on walk in "Levada da Origem", located at 100 meters from the house. Near the house there is also a minimarket, where you can meet Mr. José, ask for the local drink, and get to know a bit more about Boaventura.

Guest favourite
A scenic view of rolling hills and lush greenery is displayed, featuring a cluster of houses with orange rooftops harmoniously situated among vibrant vegetation. The sky is bright with scattered clouds, enhancing the natural beauty of the landscape.
Home in São Roque do Faial
4.93 out of 5 average rating, 15 reviews

Casa Edite Faial

Nestled in a serene and quiet area, our holiday house offers the perfect escape for those seeking tranquility and a connection with nature. Surrounded by lush greenery and breathtaking landscapes, this charming retreat provides a peaceful haven away from the hustle and bustle of everyday life. The property is enveloped by nature, offering stunning views of rolling hills, dense forests, and vibrant meadows. Comfortable and welcoming, our home provides the perfect balance of rustic charm.

Top Guest favourite
A cozy wooden interior features a spacious bed raised on a platform, complemented by a small dining area and a comfortable sofa. Exposed beams create an open feel, while light fixtures enhance the natural wood tones throughout the space.
Hut in Funchal
4.97 out of 5 average rating, 139 reviews

Mountain Eco Shelter 1

O nosso conceito é a natureza no seu estado mais puro, desligando das tecnologias e do stress do dia a dia. Para poder desfrutar e interagir com a natureza na sua plenitude, retiramos dos abrigos todas as tecnologias, nomeadamente Wi-Fi e televisão. Apenas a receção tem Wi-fi. Os nossos abrigos ficam situados dentro do Parque Ecológico do Funchal, com uma área de 8 km2. O Parque possui vários percursos pedestres recomendados, Canyoning, um percurso de Enduro BTT, entre outras actividades.

Guest favourite
A rustic stone building is surrounded by lush greenery and vibrant gardens. A cobblestone pathway leads to the entrance, framed by a natural stone wall. The area is set against a backdrop of hills, creating a tranquil atmosphere typical of traditional Madeiran architecture.
Tiny home in Arco de Sao Jorge
4.95 out of 5 average rating, 100 reviews

Palheiro Jardim Avó Graça [Grandma Graça's Garden]

The sea and the mountains are so close to you. Nature at its best. This site shows what the typical shelter of the ancient shepherds here on Madeira Island called Palheiro was like. Its function was to be the shelter for the shepherd/farmer to put the animals and store the products taken from the land and their food, such as cattle and goats. It was a place without great resources, very simple. The Palheiro do Jardim da Avó Graça is SLIGHTLY adapted to our times. It is a Rustic Place.

Top Guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 648 reviews

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Superhost
A spacious bedroom features a comfortable bed adorned with decorative pillows and fresh towels. Wooden beams stretch across the ceiling, enhancing the room's airy feel. A white storage bench sits at the foot of the bed, while two lamps illuminate the nightstands on either side.
Tiny home in Santo António da Serra
4.79 out of 5 average rating, 38 reviews

The Riverside Cottage

A peaceful wooden loft tucked into one of Madeira’s most beautiful and secluded green valleys - surrounded by jungle, open flat land, and a small river below. With no neighbors in sight, it’s a rare place to truly slow down, breathe, and reconnect with nature. Birds, trees, and silence shape the rhythm here. This is not a resort - it’s real, wild, and intentionally simple, yet magical if you let it be. Ideal for those seeking privacy, rest, and space to be.

Superhost
A view from the cottage reveals rolling green hills and dense forest, framed by a clear blue sky. The path leads towards the lush landscape, with shrubs and ferns in the foreground, creating a serene atmosphere in the mountains.
Chalet in Santana
4.91 out of 5 average rating, 390 reviews

Camélia! Enjoy nature in the mountains of Madeira!

Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

Guest favourite
A person sits on a staircase draped with a colorful blanket, facing a majestic mountain landscape. Lush greenery surrounds the area, and a wicker basket holds dried plants nearby. The scene captures a moment of tranquility in nature.
Home in Machico
4.9 out of 5 average rating, 147 reviews

Casa D'Olivia - Rustic House

Casa d'Olívia is a rustic property isolated in a very quiet area, with 2 bedrooms, a porch and a patio. All around, the guest can be in direct contact with Nature, from the chirping of the birds early in the morning, to activities in it, such as watercourses (Levada do Castelejo 50m away), trail, hiking and even surfing. Ideal for those who want to escape the hustle and bustle of the city and enjoy a few serene days.

Popular amenities for São Roque do Faial holiday rentals

  1. Airbnb
  2. Portugal
  3. Madeira
  4. São Roque do Faial