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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, 248 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, 76 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, 187 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.

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, 208 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 favorite
A modern villa is presented with a vibrant red accent wall. An outdoor dining area, equipped with several chairs and a table, is positioned adjacent to a heated swimming pool. Lush greenery complements the tranquil setting, with large glass doors inviting natural light into the interior.
Villa in Paul do Mar
5 out of 5 average rating, 12 reviews

Casa MaBu by Your Madeira Rentals

This uniquely located villa right by the sea in the popular and fabulous fishing town of Paul do Mar, invites you to spend magical and special moments. The stylish interior, as well as the very large outdoor area with heated pool, outdoor shower, garden and terrace offers all the ingredients for an unforgettable holiday experience with the whole family. Let yourself be enchanted by the small Madeiran fishing town and enjoy a few relaxing days away from the hustle and bustle of the big city.

Top guest favorite
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, 682 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

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, 182 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
Home in Sao Jorge
4.97 out of 5 average rating, 78 reviews

Villa AltaVista - Levada do Rei A1

This accommodation is located in a very quiet area, surrounded by nature, with stunning views of Serra de Santana and the Atlantic Ocean. The perfect getaway to relax and make the most of your vacation. From this modern furnished studio, you can enjoy the breathtaking view and also a small work area. You will find this Villa Alta Vista at the beginning of the Miradouro Vigia road, in the village of São Jorge, on the beautiful north coast of Madeira.

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, 406 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 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 balcony with a circular table and two metal chairs overlooks the sea. A bottle of sparkling wine rests in an ice bucket, accompanied by two glasses and a plate of strawberries. The vibrant blue water stretches into the distance beneath a clear sky.
Apartment in Câmara de Lobos
4.99 out of 5 average rating, 207 reviews

Stunning Ocean View Apartment

- Superb view over the sea - Queen size bed - 5 minutes by foot to café and bakery, 10min walking down to Câmara de Lobos (historical fisherman village with nice restaurants, supermarkets etc) -15 min by car to Funchal - 10 min by car to Cabo Girão viewpoint - Can advice guests about the weather and choose hikings in the mountains - I am very happy to give all the support and information to the guests.

Top guest favorite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 214 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden 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 vacation rentals

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