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Holiday houses in Prainha de Cima

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Top-rated holiday rentals in Prainha de Cima

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 São Roque do Pico
5 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?

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Top Guest favourite
A charming house with a red-tiled roof is nestled amidst lush greenery, surrounded by colorful flowering plants. The clear blue sky and scattered clouds provide a vibrant backdrop, while the natural landscape creates a serene setting for relaxation.
Home in Santo Amaro
4.98 out of 5 average rating, 43 reviews

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.

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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 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.

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Top Guest favourite
An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.
Home in Santo Amaro
4.99 out of 5 average rating, 87 reviews

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

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Guest favourite
A cozy outdoor lounge area features a wooden pergola providing shade, overlooking a view of the coastal town and harbor. Comfortable seating is arranged on stone flooring, with potted plants and greenery accentuating the space.
Cottage in Horta
4.88 out of 5 average rating, 75 reviews

Casa Volta do Mar in Porto Pim, Horta

A lovingly restored fisherman’s cottage located in the sought after bay of Porto Pim, Casa Volta do Mar offers self catered accommodation with a stunning multi-levelled garden up the side of Monte Queimado, with views of the beach and Atlantic ocean to the right and to the left, the harbour in Horta where you can watch the sailing boats travelling in and out. This one bedroom cottage is the perfect place for couples to stay to enjoy the beauty of the natural landscape within the city of Horta

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Guest favourite
A dining area is set by the sea, featuring a wooden table with elegant glassware and plates arranged neatly. Comfortable chairs are positioned around the table, offering a scenic view of the ocean and distant land. The calm water reflects a serene atmosphere.
Home in Prainha
4.98 out of 5 average rating, 66 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.

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Top Guest favourite
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
4.93 out of 5 average rating, 30 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.

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Guest favourite
Home in Canto da Areia
5 out of 5 average rating, 12 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.

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Guest favourite
Two charming houses are framed by lush palm leaves, with one in soft yellow and the other in pastel pink. Each house has large windows and a welcoming entrance, with a gravel pathway leading to the front steps, offering a connection to the surrounding natural landscape.
Home in Velas
4.96 out of 5 average rating, 46 reviews

Houses of Eira Velha - A

“Houses of Eira Velha A and B” offers its guests the experience of living in a fajã, surrounded by nature with wonderful views, 5 minutes from the sea. This beautiful place is located in a bay with a pier and natural pools, ideal for those looking for a pleasant and comfortable stay. Our house is located 5 minutes from the natural pool “Poça Simão Dias”, a must-visit place, with its crystal clear waters and mild temperature, providing pleasant baths.

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Guest favourite
Home in São Roque do Pico
5 out of 5 average rating, 6 reviews

Pico Sereno - Casa Montanha | Mountain View

Casa Montanha is a cosy and secluded retreat on the island of Pico, ideal for those seeking tranquillity and contact with nature. With a privileged view of Pico Mountain, it combines comfort, privacy and Azorean charm. Surrounded by greenery, it offers a serene environment to relax after a day of hiking, whale watching or exploring the island. The perfect place to slow down, take a deep breath and create unforgettable memories.

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Superhost
The exterior of a two-story stone house is showcased, featuring large glass windows that provide ample natural light. A green door adds a pop of color against the textured stone wall. The surrounding area is characterized by lush greenery and a clear blue sky.
Home in Prainha de Cima
4.8 out of 5 average rating, 110 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!

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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 out of 5 average rating, 32 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.

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Popular amenities for Prainha de Cima holiday rentals