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Holiday rentals in São Joao

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Top-rated holiday rentals in São Joao

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

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Top guest favourite
An open living space is visible, featuring a modern kitchen and casual dining area. Large sliding glass doors offer panoramic views of the surrounding landscape. A cozy seating arrangement is positioned to the side, with natural light filtering through the expansive windows.
Villa in São Roque do Pico
5 out of 5 average rating, 14 reviews

Casa do Ilhéu

Dream house, in stone, like all, and with modern design, with a rustic touch. It offers two bedrooms and a complete bathroom on the ground floor. On the upper floor, be dazzled and enjoy the beautiful and large balcony where you can relax on the loungechairs or dine al fresco, with an amazing view of the canal and the whole island of São Jorge. It should be noted that, taking into account that the two floors are connected by an interior staircase, it is not advisable for families with young children. It also has a totally unobstructed view of the bays and parishes of the beautiful and indented north coast of Pico on your left.The interior space, in open spacestyle ,is modern and relaxed sophisticated, with a fully equipped kitchen, living and dining room. As if that were not enough, there is an additional treat: on the left side you will experience a sunset of those surreal and sublime - perfect and unforgettable. All rooms with a view and the living room with ceiling-to-floor glass sliding doors that open the interior to the exterior. Bearing in mind that Casa do Ilhéu is on a slope, it is not recommended for people with motor difficulties and small children. This house is part of a small family resort, within which is available the Magma restaurant, a grocery store, a yoga room and a heated swimming pool. Come live this dream ...

Top guest favourite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande
4.91 out of 5 average rating, 22 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

Guest favourite
A traditional island home features white walls and a red-tiled roof, accented by red window shutters. The house is set against a backdrop of a prominent mountain, with a clear blue sky overhead. Lush greenery surrounds the property, providing a natural setting.
Home in São Joao
4.96 out of 5 average rating, 23 reviews

PicoComigo

Conhecemos o Pico e apaixonamo-nos pela ilha. Comprámos uma casa e fomos viver na ilha. Alugamos a casa completa no 1º andar e residimos num apartamento na propriedade. Como viajantes que somos, respeitamos a privacidade dos hospedes. É uma casa tradicional da ilha, onde com todo o charme de uma casa típica do Pico, mas com todo o conforto para umas férias em família. Vista mar e montanha 300 m da zona balnear das Arinhas e com o trilho de São João a escassos 30 metros da casa.

Top guest favourite
Cabin in Madalena
4.96 out of 5 average rating, 94 reviews

Adega da Quinta- Casa do Camolas

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama.

Guest favourite
Home in Canto da Areia
5 out of 5 average rating, 5 reviews

Casa Al Mare

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

Top guest favourite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 211 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Top guest favourite
Home in Ribeiras
5 out of 5 average rating, 32 reviews

Views, peace, and quiet

180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.

Superhost
A white house with a red-tiled roof is set against a backdrop of a tall mountain. Lush greenery surrounds the property, with a blue sky visible above. The architectural features include windows with a simple design, contributing to the serene coastal setting.
Home in São Joao
4.73 out of 5 average rating, 37 reviews

Casa Vista Baia

A Casa Vista Baia oferece acomodações na freguesia de São João Pico. Esta casa de férias está localizada numa área isolada privada no lado costeiro com vistas do Oceano e a bela Pico Montanha acima. Ponta do Admoiro fica perte de áreas para piquenique com pequenas piscinas naturais e uma área natural para nadar. Dois mais piscinas natural localizado Perto. Durante de verão, há um bar de comida e bebida.

Guest favourite
A door with a large window opens to a scenic view of the sea, framed by light, flowing curtains. A simple wooden chair is positioned nearby, complementing the minimalistic design of the space, which features a smooth concrete floor and natural light streaming in.
Home in Madalena
4.95 out of 5 average rating, 117 reviews

Casa d'Avô Francisco

Outrora adega tradicional de vinho, construída por Francisco Paulo em 1980, esta moradia serviu durante muitos anos como local de produção e armazém do vinho da família Paulo. A adega foi remodelada e ampliada, mas mantêm os alçados tradicionais e a decoração e pormenores próprios dos tempos em que foi utilizada como adega. Junto à zona balnear, possui uma vista que convida a longas noites de conversa.

Top guest favourite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras
5 out of 5 average rating, 24 reviews

Casa das Duas Ribeiras

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

Top guest favourite
A tranquil bedroom features a spacious bed with light bedding and decorative pillows. Two woven pendant lights hang from the ceiling, providing soft illumination. A bedside table holds a lamp, and a small desk is visible against the wall, accompanied by a round mirror and a decorative plant.
Home in São Roque do Pico
4.97 out of 5 average rating, 132 reviews

Casa da Furna D'Água I

Furna D’Água I is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays

Superhost
An outdoor dining area is set up with a wooden table and chairs, accompanied by plates and glasses. A hammock is positioned nearby, with a clear view of the mountain in the background. Green foliage surrounds the space, enhancing the serene outdoor atmosphere.
Home in São Joao
4.84 out of 5 average rating, 97 reviews

Casa do Almance - Pico, Azores

Centennial house totally remodeled in 2018. The project by an Azorean architect had the objective of maintaining the original architecture and design of the house, typical of the Azores, combining tradition with comfort and modernity. Everything has been designed to make your holiday unforgettable.

Popular amenities for São Joao holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. São Joao