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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, 250 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.

Top guest favorite
A sparkling salt-water pool is featured with panoramic views of the ocean and surrounding hills. The clear blue water reflects the bright sky, while lush greenery sprawls across the landscape below, creating a serene setting that invites relaxation.
Home in Ribeira Brava
4.98 out of 5 average rating, 54 reviews

Sweet Paradise

Um paraíso 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.

Guest favorite
The bedroom features a spacious bed adorned with decorative pillows. A large window allows natural light to fill the room, offering a view of the surrounding mountains. Light wooden flooring complements the calming blue wall, while bedside tables provide functional space.
Apartment in Arco de Sao Jorge
4.98 out of 5 average rating, 42 reviews

- Agapanthus -

Agapanthus is an apartment studio inside "Quinta das hortensias", a small resort in rural settlement caracterized by a particular architectural, historical and artistic value. It is composed by 4 apartments in two separate houses set in a beautiful tropical garden. Agapanthus is located on the first floor and enjoys a spectacular view of the ocean. The studio has a bedroom, living room with kitchenette, a spacious windowed bathroom, very bright and comfortable.

Guest favorite
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, 76 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.

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!

Top guest favorite
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, 229 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.

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.

Top guest favorite
Home in Sao Jorge
4.92 out of 5 average rating, 63 reviews

Villa AltaVista - Lighthouse B2

Relax in this unique and peaceful getaway. Villa Alta Vista is a friendly space located in the interior of São Jorge, overlooking the Atlantic Ocean and the Santana Mountains. It offers an area surrounded by lush vegetation and a sunny terrace overlooking the sea.

Popular amenities for Sao Jorge vacation rentals

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