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Vacation rentals in Sao Jorge

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Top-rated vacation rentals in Sao Jorge

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Santana
5 out of 5 average rating, 251 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
4.84 out of 5 average rating, 77 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 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, 188 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 favorite
A spacious bedroom is shown, featuring a modern bed and a lamp positioned beside it. Large windows provide views of the ocean and a cliff-side pathway leading down toward the water. The coastline and bridge are visible in the background.
Condo in Gaula
4.86 out of 5 average rating, 161 reviews

Magnificent Oceanfront Luxury | AC & Free Parking

Já imaginaste acordar com o som das ondas e sentires-te a bordo de um cruzeiro de luxo? Aqui, o Atlântico é a tua única fronteira e o teu único vizinho. ​O que te espera: 👉 Vista infinita e um espetáculo constante de navios no teu horizonte. 👉 ​Wi-Fi ultrarrápido 1 GB Wi-Fi 👉 ​Garagem gratuita. 👉 ​Localização a 10 min do Funchal e 7 min do aeroporto 👉 ​Acesso direto à via rápida que te levará a qualquer parte da ilha ​Reserva o teu lugar na primeira linha do oceano. O paraíso é aqui!

Superhost
Home in Porto da Cruz
4.77 out of 5 average rating, 30 reviews

Panorama View House in Porta da Cruz

The hillside house above Porto da Cruz offers panoramic views of the ocean, mountains, and Eagle Rock. With 140 m², it has space for four guests, two bedrooms, two bathrooms, a bright living area with panoramic windows, and a modern kitchen with a traditional oven. Three terraces on different levels provide outdoor space and views. The interior combines modern design with Madeiran details. Hiking trails start right at the house, shops and the beach are close by.

Guest favorite
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.
Villa in Seixal
4.92 out of 5 average rating, 183 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.

Top guest favorite
Tiny home in Fajã da Ovelha
4.96 out of 5 average rating, 77 reviews

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.

Top guest favorite
A yurt is situated on a hillside surrounded by lush greenery, overlooking a winding coastal path. The wooden deck curves gracefully along the structure, offering panoramic views of the ocean and distant shoreline under a warm sunset sky.
Tent in Canhas
5 out of 5 average rating, 95 reviews

Endemic 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 natural pool, Honesty Bar and stunning views of the sea and waterfall. 💧🌿

Guest favorite
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, 407 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 favorite
Home in Campanário
5 out of 5 average rating, 35 reviews

Villa w/ Private Heated Pool, Office, Gym- Madeira

We are thrilled to welcome you to this little nature retreat! Madeira Protea Retreat combines the authenticity of a traditional Madeiran house with the comfort of modern living, creating the perfect space to relax and explore the beautiful island of Madeira. Here, you can wake up to the sound of nature, breathe in the scent of the garden, and enjoy unforgettable moments on the most beautiful island in the world.

Guest favorite
Tiny home in Sao Jorge
5 out of 5 average rating, 10 reviews

Casa da Rocha

Casa da Rocha is located in Santana, just 12 km from the typical Santana houses, with sea and mountain views, free Wi-Fi and free private parking. This accommodation has 2 bedrooms, a living room, a flat-screen TV, a kitchen equipped with a refrigerator, an oven and 2 bathrooms with a shower. Towels and bed linens are provided in this vacation home. Casa da Rocha offers barbecue facilities for guests to use.

Top guest favorite
A wooden balcony extends from the cottage, featuring a table and chairs under an umbrella. Lush green mountains and a clear blue sky provide a scenic backdrop, with vibrant plants visible in the foreground.
Farm stay in Sao Vicente
4.99 out of 5 average rating, 116 reviews

Vale Verde Cottage

Vale Verde cottage is located in the middle of a plateau in the picturesque parish of Boaventura, on a farm in organic production mode, surrounded by the mountains of the Laurissilva forest. If you like nature and hiking, this accommodation is for you. Vale Verde cottage provides you with a relaxing vacation, filled with fresh air and the sounds of nature.

Popular amenities for Sao Jorge vacation rentals

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