
Holiday houses in São Joao
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Top-rated holiday rentals in São Joao
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PeakWithMe
We got to know Pico and fell in love with the island. We bought a house and went to live on the island. We rented the entire house on the 1st floor and lived in an apartment on the property. As travelers, we respect the privacy of our guests. It is a traditional house on the island, with all the charm of a typical Pico house, but with all the comforts for a family vacation. Sea and mountain view 300 meters from the Arinhas bathing area and with the São João trail just 30 meters from the house.

Nemo's Corner
We are a Portuguese family that knows all the islands of the Azores, and completed in August 2018 this retreat, to get away from our busy lives in London. Until the day comes that we can enjoy it full time, we have decided to share the amazing space we have created with others that love the nature, mountain and sea that is always surrounding us. The house is within Prainha, the most beautiful parish of Pico Island, and within close proximity to the beach, restaurants, grocery store and bakery.

Adega da Quinta - Casa do Camolas
Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

Cozy Azorean Stone Cottage: Atlantic View & Garden
Welcome to Casa Gaia — our lovingly restored volcanic stone cottage tucked away in the green hills of Cedros. The spacious studio cottage is filled with natural light and the warm, grounding energy of its 19th-century volcanic stone walls. From your window and private terrace, your gaze falls over our fruit garden and beyond it, the endless Atlantic and mount Pico in the horizon. If you’re seeking silence, fresh ocean air, and a place where time moves gently, this might be your next oasis.

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.

House by the sea
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.

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.

Casa da Camélia
Casa de campo, charmosa com vista para a Vila de São Roque do Pico, Canal entre Pico e São Jorge e a vizinha ilha de São Jorge. Esta casa é um refúgio de tranquilidade, simplicidade. Desfrute de dias tranquilos nesta encantadora casa de campo, rodeada pela natureza. Ideal para quem procura descanso, silêncio e paisagens bonitas. A casa oferece um ambiente acolhedor com decoração simples, espaço exterior amplo e áreas perfeitas para relaxar ao ar livre.

Grandfather Francisco's House
Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

Pico Sereno · Varanda do Mar | Sea View & Balcony
Fully private 2-bedroom house with a balcony and a view of the Atlantic Ocean, located in a quiet area on Pico Island. Ideal for couples or small families looking for comfort, quiet, and a good location. It has comfortable rooms, an equipped kitchen, a private bathroom, Wi-Fi, and free parking. An excellent base for exploring trails, beaches, vineyards, and viewpoints, always returning to a quiet place to rest.

Mysteries Lodge
Misterios Lodge is a quiet, private retreat designed exclusively for adults seeking calm and privacy. Set among trees with Atlantic views on Pico Island, it is a single-level, high-quality lodge built from sustainably sourced wood and designed for thermal and acoustic comfort. The lodge is intended for guests who value quiet surroundings and a low-noise environment and is not suitable for parties or events.

House with a view of the bay
Casa Vista Baia offers accommodations in the parish of São João Pico. This holiday home is located in a private secluded area on the coastal side with ocean views and the beautiful Mountain Peak above. Ponta do Admoiro is close to picnic areas with small natural pools and a natural area for swimming. Two more natural pools located Nearby. During the summer, there is a food and drink bar.
Popular amenities for São Joao holiday rentals
Other great holiday rentals in São Joao

Casa do Almance - Pico, Azores, Portugal

Atlantic Heritage Luxury Villa

"Basalt House" - Rustic stone house

Casa do Ananas, cliff-top/ocean-front villa, Pico

Casa de São João

Pico Formoso - "Vínea Lava" Vacation Home Prainha

Villa Valverde

Forest House
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