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Holiday houses in Sao Jorge

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Top-rated holiday rentals in Sao Jorge

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Top Guest favourite
Home in Santana
5 out of 5 average rating, 216 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.

Guest favourite
An outdoor terrace features comfortable seating arrangements with a table in the center. A sun umbrella provides shade, complemented by a bowl of fruit and glasses on the table. Lush greenery rises behind the terrace, with expansive views of the sky and sea visible.
Home in Arco de Sao Jorge
4.88 out of 5 average rating, 171 reviews

Casa Nobrega OCEAN VIEW Home in tranquil setting

Come stay at an old winemakers house that has been beautifully renovated by your host and family with open plan and airy living. Situated on the north side of the island, there is a small bar/cafe in the village which is a 5 minute drive, a large supermarket and many restaurants/cafes in Santana which is a 10 minute drive.The weather can be hot and humid but also bring fresh wind and rain. In the summer months the house stays cools, there is a log burner and plenty of blankets to keep you cosy.

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, 102 reviews

Pirate House Funchal seafront home w Pool & garden

Beach front 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. Fully renovated w 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

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, 188 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.

Top 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
4.96 out of 5 average rating, 97 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.

Superhost
A modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 750 reviews

Be adventurous , something completely different 2

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 neighbours.

Top Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 418 reviews

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 Bar and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Guest favourite
A well-lit bedroom features a spacious bed adorned with decorative pillows. Large windows provide natural light and a view of palm trees and distant water, while a wooden ladder leans against the wall. Two rolled towels are neatly arranged on the bed.
Cottage in Madeira
4.94 out of 5 average rating, 181 reviews

Cork House By Fernandes’s Cottage - Madeira island

A modern and cosy apartment, close to the mountains and the sea, in the picturesque village of Ponta Delgada in Madeira Island. Perfect for a relaxing holiday or for working peacefully outdoors, ready to accommodate a family of 4 or two couples. Ideal location to explore the North Coast of the island but also at a short drive from the South Coast. On your return, at the end of the day, the property's refreshing swimming pool is waiting to help you recover.

Superhost
Apartment in Santana
4.91 out of 5 average rating, 271 reviews

Discovery Apartment

Apartment ideal for 4 guests, where you have all the privacy. It features a bedroom, a furnished terrace and Wi-Fi. The place is perfect to relax after a day of walking. Lie down on the comfortable sofa and enjoy the amenities offered, including a TV with satellite channels, Wi-Fi, radio and CD player. The kitchen is equipped to prepare your meal. Enjoy your meal indoors or outdoors overlooking the mountains. It is a 10-minute walk to ROCHA DO NAVIO

Top Guest favourite
A serene sunset view is framed by silhouettes of trees and a hanging bird feeder. A small table and chairs are visible in the foreground, casting gentle shadows as the sun dips below the horizon, reflecting warm hues across the ocean.
Tiny home in Arco da Calheta
4.96 out of 5 average rating, 112 reviews

Magro's House

This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

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, 389 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!

Top Guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 209 reviews

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.

Popular amenities for Sao Jorge holiday rentals

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Sao Jorge