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Holiday rentals in Prainha

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Top-rated holiday rentals in Prainha

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
5 out of 5 average rating, 38 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?

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
4.98 out of 5 average rating, 58 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.

Guest favourite
A vibrant red and white striped lighthouse stands near the water's edge, overlooking a calm sea. A small boat, secured on land, faces the horizon. Lush green hills can be seen in the background under a partly cloudy sky.
Home
4.83 out of 5 average rating, 81 reviews

The Lighthouse-Oceanfront Home in Pico Paradise

The Lighthouse is a stones throw to the ocean. Location is #1! You can taste salty air & drift off to sleep to the sound of waves crashing. A true lullaby.. My property is large with one suite used as a rental. Private, quiet & safe. Grocery store/cafes/bakeries/bars/ATMs & restaurants all within walking distance as well as natural pools&walking trails. You will come for the location but stay for the beauty! Welcome&Enjoy!

Top guest favourite
Home
5 out of 5 average rating, 27 reviews

Views, peace, and quiet

180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.

Top guest favourite
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
4.96 out of 5 average rating, 85 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.

Top guest favourite
Two wooden lounge chairs are positioned to face a panoramic view of the coastline and lush mountains in the background. The clear blue sky and fluffy white clouds enhance the serene atmosphere of this outdoor setting.
Home
4.92 out of 5 average rating, 48 reviews

Refúgio do Pico - Exklusives Haus mit Meerblick

Panoramafenster, Kaminofen, Küche inklusive Spülmaschine, Terrasse, Grill, W-LAN Genießen Sie den exklusiven Komfort 'Ihres Refugiums' inklusive fantastischem Meerblick. Auf dem weitläufigen (ca. 3.500 m² großen) schön angelegten Grundstück befinden sich vier baugleiche Ferienhäuser. Alle Häuser liegen eingebettet zwischen zahlreichen exotischen Bäumen und bieten so den Freiraum für gemütliche Stunden zu zweit.

Top guest favourite
A rocky coastline meets calm, clear waters, with dark volcanic stones contrasting with the blue hues of the sea. Irregularly shaped rocks are partially submerged, while patches of greenery are visible along the shore, enhancing the natural landscape.
Home
4.91 out of 5 average rating, 174 reviews

House Above the Rock

Casa Acima da Rocha is “an inch and a half” from the rocks of the coast, with a magnificent view over the Pico-São Jorge canal, where you can be lulled by the whispering of the waves of the sea and the song of the seagulls. It is a newly rebuilt house decorated mostly with recyclables, optimizing existing materials and simultaneously providing comfort to those who enjoy it.

Guest favourite
A stone house is depicted with a window featuring gray shutters opened outward. The view beyond displays the sea, while a wooden chair is positioned near the house, providing a serene spot to enjoy the surroundings.
Home
4.92 out of 5 average rating, 38 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.

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
5 out of 5 average rating, 19 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 heated outdoor pool is framed by natural greenery and wooden decking, with a scenic view of the surrounding mountains. Sunlight streams onto the water’s surface, while a lounge chair nearby invites relaxation. A distant stone structure adds rustic charm to the serene landscape.
Cottage
4.95 out of 5 average rating, 116 reviews

Casa do Caisinho Pico - Heated pool near sea

Stay in a dream lava home with a heated outdoor pool and an incredible sea view. Close to the sea, this lava house was fully restored from the ruins of a hundred-year-old lava house. We just installed the pool heating system so that, even in Winter, you can have a swim - Bliss!

Top guest favourite
A coastal retreat is situated on rugged terrain, with lush greenery surrounding a traditional stone structure. The ocean is visible in the background, reflecting soft shades of blue and gray under a cloudy sky. The landscape offers a peaceful, natural setting.
Tiny home
5 out of 5 average rating, 46 reviews

Casa do Caramba - The Dream House

There is nothing better than the stunning sound of nature, in a retreat by the sea. That's why we're here, to welcome you and provide you with a dream stay in a typical and environmentally friendly house on the island of Pico.

Guest favourite
A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.
Home
4.91 out of 5 average rating, 137 reviews

Casa Mar do Triângulo (House of the Triangle Sea)

Traditional 1937 house that was recovered while maintaining its rustic and welcoming appearance. It has a spectacular view of Pico Mountain, Horta Bay as well as Porto Pim Bay and the neighboring island of Sao Jorge.

Popular amenities for Prainha holiday rentals

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