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Holiday houses in São Roque do Pico

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Top-rated holiday rentals in São Roque do Pico

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

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Guest favourite
A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.
Villa in S.Roque do Pico
5.0 out of 5 average rating, 43 reviews

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

Superhost
A well-appointed sleeping area features a spacious bed with crisp white bedding and decorative pillows. Bedside tables are positioned on either side, topped with softly glowing lamps. A floral artwork adorns the wall above the headboard, complemented by elegant drapes framing the window.
Farm stay in São Roque do Pico
4.88 out of 5 average rating, 74 reviews

Quinta Pereirinha Farm | Private 3 Bedroom House

The property is a small working family farm & is not in the city center. Madalena & Lajes are 15-20min. away & the point of the island is 25 minutes. There are no store fronts around, nature and rural lifestyle is our vibe. The home is a family run private vacation home, equipped w/modern conveniences. Perched on a hill with Northern views of the sparkling Atlantic & São Jorge island w/ East views encompassing sun dappled landscapes & redwood sprinkled hills. Trails are literally steps away.

Top Guest favourite
A spacious living area features large glass windows that offer views of the sea and mountains. A round wooden dining table is surrounded by four white chairs. A comfortable seating arrangement includes a grey sofa and a rocking chair, under a vaulted wooden ceiling.
Home in Prainha
5.0 out of 5 average rating, 31 reviews

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.

Guest favourite
Home in Canto da Areia
5.0 out of 5 average rating, 13 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.

Top Guest favourite
Home in Santo António
5.0 out of 5 average rating, 21 reviews

Pico Sereno · Balcony of the Sea | Sea View & Balcony

Fully private two-bedroom property with a balcony and a view of the Atlantic Ocean, situated in a peaceful location on Pico Island. Perfect for couples or small families looking for comfort, peace and quiet, and a good location. It offers comfortable rooms, a fully equipped kitchen, a private bathroom, Wi-Fi and free parking. An excellent base for exploring hiking trails, beaches, vineyards and viewpoints, and always returning to a peaceful place to unwind.

Guest favourite
Cabin in São Roque do Pico
5.0 out of 5 average rating, 9 reviews

Casa da Camélia

Casa de Campo, charming with views of the Vila de São Roque do Pico, Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days at this charming cottage, surrounded by nature. Ideal for those looking for rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, large outdoor space and perfect areas for outdoor relaxation.

Superhost
Home in São Roque do Pico
4.91 out of 5 average rating, 11 reviews

Casa da Esquila 2

The Esquila house is a very comfortable and spacious apartment with three spaces; a large double bedroom, a bedroom with two single beds, a full bathroom and an open concept kitchen with the living/dining room. There is no better way to observe the sea than with a coffee in hand, you will find coffee capsules and tea bags at your disposal. Relax in this quiet and stylish space.

Top Guest favourite
A historic house is depicted with white walls and a red-tiled roof, surrounded by lush greenery. Steps lead up to the entrance, and several windows allow natural light into the space. The backdrop features a mountainous landscape.
Home in São Roque do Pico
4.99 out of 5 average rating, 73 reviews

Latada House | Historic Azorean Home in Pico

Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

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
5.0 out of 5 average rating, 33 reviews

House of the Two Rivers

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
4.96 out of 5 average rating, 141 reviews

Casa da Furna D'Água I (House of 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
A private pool area is featured, surrounded by lounge chairs arranged neatly on the tiled patio. A shaded area with a bar is visible in the background, while the ocean and lush greenery are seen beyond the white walls.
Home in São Roque do Pico
4.58 out of 5 average rating, 24 reviews

2-bedroom apartment - Pico Dreams, Sportfish, Pico

“Pico Dreams-Sportfish” São Roque do Pico, Pico Island, Azores. Apartment with 2 bedrooms, both with double beds, living room with kitchenette, bathroom. Shared pool and barbecue. Sea view, São Jorge Island and Pico Mountain. Close to restaurant, grocery store and natural pools.

Guest favourite
Two modern buildings are depicted, featuring a smooth white exterior with varying architectural shapes. Large windows are present, allowing natural light to enter. The landscape is adorned with low-growing plants that offer a subtle touch of greenery along the driveway.
Apartment in São Roque do Pico
5.0 out of 5 average rating, 10 reviews

Casavó - Apartment 2 (T2)

My place is close to beautiful landscapes, restaurants and meals, and the beach. You'll love my place because of the coziness, the views, and the location. My space is good for couples, solo adventurers, business travelers, and families (with children).

Popular amenities for São Roque do Pico holiday rentals