
Holiday houses in São Joao
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Top-rated holiday rentals in São Joao
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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 ...

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.

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.

Casinha Melissa
What you can expect at Casinha Melissa: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • ceiling fan • air-conditioning/heating system • private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • personal picnic table • firewood for the fire pit

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 Aromas
Casa Aromas is an elegant luxury home located within an exclusive tourist development on Ilha do Pico. For added flexibility, the house also offers the option of a studio on the ground floor, ideal for two more people, for an additional fee, perfect for families or small groups looking for more space. Guests benefit from amenities such as breakfast, daily cleaning, Wi-Fi, air conditioning, and access to the shared swimming pool (heated during the winter months).

Casa da Camélia
Charming country house overlooking the village of São Roque do Pico, the Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days in this charming country house surrounded by nature. Ideal for those seeking rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, ample outdoor space and perfect areas to relax outdoors.

Casa Baleia Laranja Oceanfront
Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

Fish House 3
Paradise on earth. The most beautiful view in the world! Wonderful house built from scratch recently, located in Prainha de Cima (northern part of Pico Island) with stunning views over the canal and the island of São Jorge. Composed of 2 floors with 2 panoramic windows, it can accommodate 4 people, 2 in the bedroom and 2 in the living room on a sofa bed. It has 2 full bathrooms. It's really worth waking up to see the sunrise!

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.
Popular amenities for São Joao holiday rentals
Other great holiday rentals in São Joao

AtlanticWindow - Modern House, Stunning View

Views, peace, and quiet

Picolo-Mondo - Sunny Suite 16

Seaside Cottage

Casa do Almance - Pico, Azores, Portugal

Casa do Caisinho Pico - Heated pool near sea

"Basalt House" - Rustic stone house

Casa de São João
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