Vacation rentals in Prainha

Villa in São Roque, Ilha do Pico,

A serene outdoor pool is surrounded by natural stone walls and a sunbathing area featuring two lounge chairs. The bright blue sky reflects off the calm water, offering a tranquil setting for relaxation.

4.91 out of 5 average rating, 22 reviews

Casa do Alecrim

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. The living room has glass sliding doors which invite outdoors in. Come see what you have been missing - you won’t want to leave.

5 out of 5 average rating, 15 reviews

A rustic stone barbecue area is surrounded by lush greenery, featuring shelves filled with firewood and stonework that blends with the natural landscape. The blue sky provides a bright contrast to the dark stone, inviting outdoor cooking and relaxation.

Home in Santo Amaro

Cottage Lima Sol

The Lima Sol house is a charming space, located in a quiet area of the parish of Santo Amaro, where you wake up in the middle of nature and at night you hear the song of the "seagulls." The house has the amenities of a relaxed lifestyle. Open space bedroom/living room with double bed and a sofa bed, a bathroom and a kitchen. In a charming corner, you also have access to a barbecue area. In front are the slopes of the northern part of the island. About 200 meters away is the Portinho bathing area.

4.98 out of 5 average rating, 49 reviews

Janela do Porto - the Atlantic Ocean inside the house

A window facing the sea and back on the slopes of the north coast of Pico Island. Sitting in the armchair, I set my gaze on São Jorge lying in the distance. At the foot of the house, the sea ripples like a purring cat. I close my eyes and smile, I found paradise... Old fishing cellar completely rebuilt in the first row facing the sea. The view is incredible, starting with the morning sunrise. It accommodates up to 6 people (4 people in beds and 2 on a sofa bed). Space with 4 environments.

5 out of 5 average rating, 24 reviews

An aerial view showcases a modern building surrounded by lush greenery. The structure features a sloped roof and large windows. Outdoor seating areas under canopies are visible, along with manicured landscaping that blends into the natural surroundings.

Apartment in Açores

Cabanas da Viscondessa Studio

Merge with the lush nature of São Jorge Island in this comfortable studio, conveniently placed in the middle of the island of São Jorge, not far from the airport and the town of Velas. This studio has private bathroom and balcony, air conditioning, a well-equipped kitchen area, TV, blackouts and free high speed internet. The guests can choose between a king-sized bed or two separate beds. And there is a sofa that can be used as an extra bed for a small child (under 130cm in height).

Superhost

Villa in Prainha

4.8 out of 5 average rating, 45 reviews

Pico Formoso - "Vínea Lava" Vacation Home Prainha

The house "Vinea Lava" is 25 km from Pico Airport, 15 km from the cruise port of São Roque do Pico with daily connections to the island of São Jorge, Faial and others, 3 km from Diving Center in Santo Amaro, 300 m from the excellent natural pool and the crystal clear and pure sea, 1 km from the center of the parish, market, cafes, restaurant, bakery, ATM garden. About 3 km away is the Mystery of Prainha snack park, "Baia de Canas" beach and "Baia da Areia" beach.

4.97 out of 5 average rating, 73 reviews

A serene coastal scene presents smooth black rocks lining the shore, gently transitioning into clear water. The horizon showcases a soft sunrise with orange and yellow hues reflecting in the calm sea. Lush greenery peeks from the edge, enhancing the natural environment.

Home in Santo Amaro

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.

5 out of 5 average rating, 13 reviews

An entrance framed by lush green hydrangeas leads to a doorway adorned with glass panels. The textured lava rock exterior is highlighted by natural lighting, complemented by a clear blue sky overhead. Tall plants emerge in the background, contributing to a vibrant and welcoming setting.

Home in Terra Alta

Modern Apartment w/ Ocean View

Experience elegance in this one-bedroom, one-bathroom apartment, inspired by Azorean architecture and crafted from native lava rock. Timeless design meets modern luxury, complete with the latest amenities. Nestled in a vibrant garden, a secluded patio offers a serene space to enjoy morning coffee, with the Atlantic's expanse and São Jorge Island's silhouette enhancing the horizon. Follow us @highlandhomes.pico on IG

4.84 out of 5 average rating, 67 reviews

A view showcases the entrance gate framed by a stone wall and a red umbrella nearby. Lush greenery and houses are visible in the background, with the sea stretching into the horizon under a clear blue sky.

Apartment in Santo Amaro

"Apartment Melo" in Pico Island

Apartment all eqquiped in a quiet and beautifull small Village of Santo Amaro. You need to have a car or moto. Free parking Near the sea and swimming areas ATM in 2 minutes distance by car Café/ Snack Bar in 1 minute by feet Restaurant in 5 minutes by car Supermarket distance/time: 4,8km - 8 minutes by car Santo Amaro - São Roque do Pico: 16,1km - 25 minutes Santo Amaro - Madalena: 36,3km - 46 minutes

Superhost

The exterior view highlights a stone house with a terracotta roof, surrounded by lush greenery and a vast blue ocean. A staircase leads down to a patio area furnished with a white table and chairs, providing an inviting space for relaxation.

Home in Prainha de Cima

4.8 out of 5 average rating, 83 reviews

Fish House 3

O paraiso na terra. A vista mais bonita do mundo! Maravilhosa casa construida de raiz recentemente, situada na Prainha de Cima ( zona Norte da ilha do Pico) com vista deslumbrante sobre o canal e sobre a ilha de São Jorge. Composta por 2 pisos com 2 janelas panorâmicas, pode alojar 4 pessoas, 2 no quarto e 2 na sala em sofá-cama. Tem 2 WC's completos. Vale mesmo a pena acordar para ver o nascer do sol!

A rustic metal sign features the name 'Refúgio do Pico' engraved in a flowing script. The sign is mounted on a textured stone wall, surrounded by greenery, creating a warm invitation to explore the property.

4.91 out of 5 average rating, 43 reviews

Refúgio do Pico - Exclusive house with sea view

Panoramic windows, wood-burning stove, kitchen including dishwasher, terrace, BBQ, Wi-Fi You can enjoy the exclusive comfort 'of your refuge' including fantastic sea view. On the spacious (about 3,500 m) beautifully landscaped property there are four identical cottages. All houses are nestled between numerous exotic trees and thus offer the space for cozy hours for two.

The view from the window reveals a serene coastal landscape featuring rocky shores and calm waters. Quaint houses are positioned along the shoreline, with a small sailboat visible in the distance against a backdrop of rolling hills.

4.92 out of 5 average rating, 36 reviews

Garajau Winery - Pico Wineries

Adega do Garajau belongs to Adegas do Pico, a set of 13 stone houses located in Praínha, Pico island, where the guests enjoy the hospitality and the feeling of the traditional Azorean village. This house is located in front of the sea, with a great view to the sea and São Jorge Island. Local grocery shop, restaurant and Tapas&Wine house within walking distance.

Home in São Roque do Pico

An exterior view of a stone house features a sloped roof and green shutters. A wooden porch extends from the front, providing access to the cozy interior. Nearby, an outdoor barbecue area is visible, surrounded by local vegetation and rocky terrain under a partially cloudy sky.

4.98 out of 5 average rating, 111 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

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Other great vacation rentals in Prainha

Home in Santo Amaro

4.71 out of 5 average rating, 136 reviews

Casa dos Secrets - Accommodation

RosaRating, 5 stars6 days ago

Very clean house, spacious, large terrace and fantastic views of the island of Sao Jorge. His mother lives nearby, and she is very friendly and helpful, and he is always helpful

A vibrant sunset casts warm hues over the ocean, with the silhouette of rolling hills visible in the background. The shoreline is bordered by lush green vegetation, and quaint houses can be seen along the coast, reflecting the beauty of the surrounding landscape.

5 out of 5 average rating, 17 reviews

Nemo's Corner

JoshRating, 5 stars10 months ago

Francisco was an excellent host! He was very communicative and we appreciated his local recommendations, especially to visit the celebration in Madalena. The house was fantastic and we enjoyed the view from outside where we ate all of our meals and relaxed when not out exploring Pico. I would highly recommend that anyone stay here, and we will do the same the next time we are visiting Pico.

A dining table is set outdoors, overlooking a panoramic ocean view. Brightly colored placemats and dishes are arranged with breakfast items, including fruit and beverages. A swimming pool is in the background, accompanied by lounge chairs and lush greenery enhancing the serene atmosphere.

5 out of 5 average rating, 7 reviews

Vacation House Prainha de Baixo (Lower Beach)

ClaudiaRating, 5 stars5 days ago

We really enjoyed the house and the large garden including outdoor kitchen and pool. We greatly appreciated the quiet location and the very good kitchen facilities. Everything was as described and communication worked well. All good thank you so much!

The living area showcases a blend of natural stone and wooden beams, featuring a comfortable seating arrangement with bright cushions. A dining table is set for six, complemented by soft lighting from hanging fixtures. Green plants add a touch of freshness to the space.

Cottage in São Roque do Pico

4.72 out of 5 average rating, 69 reviews

Pike Cliffs - Rural House with an amazing view

KendalRating, 5 stars1 month ago

Ocean views for days...this place has a god-smacking view of the north coast and Sao Jorge. We were 2 couples and this place was perfect. A welcome basket has the essentials to get you through the first 24 hours. There are 2 large, comfortable bedrooms downstairs with walkouts to a patio. Their full 3 piece bathroom is on the main floor. The third, separate bedroom has its own full ensuite bath. The kitchen is well equipped and functional. There are 2 patios facing the fields and sea with an outdoor kitchen area. Pike, Francisco and Vania are always only a text away and are so helpful and very accommodating.

Home in São Roque do Pico

A glass of red wine is positioned on a white surface, overlooking a green landscape and the ocean. The distant outline of a neighboring island is visible against a partly cloudy sky, providing a serene view of Pico Island's natural beauty.

5 out of 5 average rating, 10 reviews

~The View Of The Blue~

JoostRating, 5 stars4 days ago

Nice and warmly decorated apartment where you feel right at home with beautiful views over the ocean! Anything you need is present. Location is great for exploring the island. Marianna is a very pleasant and helpful woman with good tips. Recommended!

5 out of 5 average rating, 17 reviews

An expansive outdoor space features a sleek swimming pool surrounded by sun loungers. A rustic stone table is positioned nearby, providing an ideal spot for dining. The structure's large windows allow for ample natural light, and the backdrop showcases lush greenery and distant mountains.

Villa in Madalena

PicoTerrace

KamyRating, 5 stars2 months ago

One of the nicest, most beautiful properties we have ever stayed in!! Cannot say enough about the views, spotless and very comfortable, with attention to detail and warm greetings from the host, including wine, bread, ham and cheese when we arrived. All so thoughtful, and playing three holes of mini golf was a fun addition. Highly recommend!

Farm stay in São Roque do Pico

5 out of 5 average rating, 5 reviews

Waka_Land_Azores

DeidreRating, 5 stars12 months ago

Our family of 7 spent a wonderful week at Paula’s magical WakaLand compound. We spread out in all 3 houses( 2 with WiFi and 1 without) and enjoyed the beautiful and peaceful location. The houses were clean and well outfitted with all of the necessities. The pool, BBQ , outside seating at each house and beautiful landscaping made it difficult to leave the property to explore the island of Pico. Paula was always responsive and provided excellent information regarding local restaurants, tour companies and things to do on the island. She even purchased a washing machine so that we could do laundry on site. We thoroughly enjoyed our stay at WakaLand and hope to return soon!