Vacation rentals in Sao Jorge

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Top-rated vacation rentals in Sao Jorge

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Top guest favorite

Home in Santana

5 out of 5 average rating, 260 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.

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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, 83 reviews

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.

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Top guest favorite

Villa in Sao Vicente

5 out of 5 average rating, 29 reviews

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

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Top guest favorite

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

4.92 out of 5 average rating, 212 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.

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Guest favorite

A glimpse of the exterior of the unique dome tents is provided, surrounded by lush greenery and tropical plants. A wooden walkway leads through the garden area, offering access to the tents while showcasing the natural landscape nestled among the hills.

Tent in Achadas da Cruz

4.87 out of 5 average rating, 773 reviews

Be adventurous , something completely different

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 have neighbours.

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Top guest favorite

A panoramic view of the Atlantic Ocean stretches beneath a clear blue sky, with rolling green hills leading down to the coastline. A modern infinity pool with a waterfall feature is visible in the foreground, seamlessly blending with the landscape.

Home in Ribeira Brava

5 out of 5 average rating, 59 reviews

MG House

Um oásis no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

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Top guest favorite

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, 467 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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

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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, 410 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!

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Guest favorite

Tiny home in Sao Jorge

5 out of 5 average rating, 12 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.

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Superhost

Home in Corujeira

5 out of 5 average rating, 11 reviews

Villa Wiktoria, by Pausa Holiday Rentals

We proudly present a modern, spacious single-story villa available for short-term rental. Designed with comfort and style in mind, it features an open-plan kitchen and living area filled with natural light, three cozy bedrooms, two bathrooms, air conditioning, a private pool, and parking. Nestled in a quiet area, it offers the perfect base to relax and explore the many stunning sights of Madeira Island.

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Guest favorite

A vibrant pink house stands beside a private swimming pool, surrounded by paved flooring and sun loungers. Lush greenery and mountains create a scenic backdrop, highlighting the tranquil rural setting. Clear blue skies add brightness to the inviting outdoor space.

Home in Santana

4.86 out of 5 average rating, 104 reviews

A Casa do Lagar - Country Villa

Private pool Situated in a tranquil area with year-round pleasant weather, offering spectacular views of the sea and mountains. The beach and mountains are just a 5-minute drive away, or guests can opt for scenic walks along nearby trails. Only 25 minutes from the airport and 35 minutes from Funchal. The accommodation accommodates 8 guests with 2 additional persons in extra beds, please contact us.

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Superhost

Home in Santana

4.65 out of 5 average rating, 86 reviews

São Jorge Cottage - By WeHostMadeira

São Jorge Cottage Country House – A Tranquility Refuge in Madeira Relax and enjoy maximum comfort at São Jorge Cottage Country House, a cozy and serene retreat located on the outskirts of Santana, on the stunning island of Madeira. With two bedrooms and four beds, this country house is perfect for families, groups of friends, or travelers seeking a relaxing stay in the heart of nature.

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