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Vacation rentals in São Joao

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Top-rated vacation rentals in São Joao

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

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Guest favorite
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, 24 reviews

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.

Top guest favorite
A circular yurt is set on a wooden deck, surrounded by lush palm trees. A small dining table and chairs are positioned under a shaded umbrella, while an exterior bathroom and a chimney enhance the structure. The natural landscape creates a serene and private environment.
Yurt in Horta
5 out of 5 average rating, 75 reviews

Azul Singular - Yurt

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade no nosso Yurt, veja as nossas outras tendas - Large Tent e Couple Tent - disponíveis no perfil Azul Singular.

Top guest favorite
Home in Cedros
5 out of 5 average rating, 12 reviews

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.

Top guest favorite
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
4.92 out of 5 average rating, 26 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 favorite
Home in Canto da Areia
5 out of 5 average rating, 9 reviews

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.

Guest favorite
A spacious deck extends from the interior living area, framed by wooden beams and a translucent roof. Bar-style stools are positioned at the counter, overlooking the Atlantic Ocean. A hammock is visible in the corner, surrounded by lush greenery and bright blue skies.
Shipping container in São Roque do Pico
4.93 out of 5 average rating, 40 reviews

small, unique home with spectacular Atlantic views

Natural Living... * cool, airy, light & comfortable * totally private, nobody to any side * an experience, not just a stay * incredible views over the Atlantic * seamless indoor & outdoor living * quiet & natural * functional & incredibly flexible spaces * full of charm & character This home started life as an open sided container but recently doubled in size to 35sqm with yet more flexible, light & comfy spaces in which to relax & appreciate simple, natural living.

Guest favorite
Villa in Santo António
5 out of 5 average rating, 8 reviews

Pico Sereno · Casa Atlântico | Sea & Nature View

Cozy and quiet studio in the heart of Pico Island, between Madalena and São Roque, just minutes from the airport. Ideal for couples or travelers seeking rest, nature and easy access to the entire island. It has a comfortable double bed, private bathroom, Wi-Fi and free parking, with access to outdoor common areas. Located in a quiet area, perfect for relaxing after a day exploring trails, bathing areas, vineyards and viewpoints. Ideal for couples, quiet stays.

Guest favorite
Home in Ilha do Pico
5 out of 5 average rating, 31 reviews

Terraced Houses 1

Relax in this paradise surrounded by nature and sea. Casa dos Socalcos is a charming space, located in Terra Alta, parish of Santo Amaro, where you will wake up in the middle of nature and with an extraordinary view of the Pico / São Jorge channel. The house has the amenities of a relaxed lifestyle. It has a bedroom / living room with 2 twin beds, a bathroom and a kitchen. The pedestrian trail "Caminho das voltas" passes right in front of the house.

Superhost
Cabin in São Roque do Pico
5 out of 5 average rating, 4 reviews

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.

Top guest favorite
A charming exterior view showcases a two-story house with a balcony, surrounded by lush greenery and colorful flowering plants in terracotta pots. A stone pathway leads up to the entrance, offering glimpses of the natural landscape and distant hills.
Home in Santo Amaro
4.97 out of 5 average rating, 90 reviews

House of the Black Cat

Located in a quiet area of the parish of Santo Amaro, where you wake up in the middle of nature with a fantastic view of the sea and São Jorge Island. Behind are the slopes of the northern part of the island. About 200 meters away is the Portinho bathing area. The house is equipped with a flat-screen TV with cable channels, air-conditioning and Wi-Fi. It has a bedroom/living room with a double bed, a bathroom and a kitchen.

Guest favorite
Home in Terra do Pao
5 out of 5 average rating, 8 reviews

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.

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
4.76 out of 5 average rating, 42 reviews

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 vacation rentals

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