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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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An infinity pool stretches across the foreground, reflecting the sky and surrounding greenery. In the background, two rustic cabins are nestled among lush vegetation, with a scenic ocean view and rolling hills under a partly cloudy sky.
Villa in São Roque do Pico
5 out of 5 average rating, 5 reviews

Casa do Curral

Beautiful lava house in an area where there were stone animal pens which gave it its name. It offers breath-taking views: the entire island of São Jorge and the canal, in front, and, on the left, undulating bays of parishes on the beautiful north coast of Pico. Birds and sea waves are heard. You can dine inside in a modern rustic open spacestyle living / dining room, or outdoors, while enjoying the view of an absolutely sublime sunset and a completely starred sky. 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. Amazing...

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Guesthouse in Manadas
4.9 out of 5 average rating, 68 reviews

Quinta do Caminho da Igreja TUES 2

Secondary farmhouse on São Jorge Island, in the parish of Manadas, with all the necessary amenities for a beautiful stay, an attached room on the ground floor with a private bathroom and outdoor access. If you are looking for a quiet place in the midst of nature, where you can read and rest, overlooking Pico Island, this is the ideal place! On the farm we have goats, sheep and chickens!The house is located on a fenced and reserved farm. The surrounding area allows for pleasant walks and swimming in the sea!

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Apartment in Prainha de Cima
4.88 out of 5 average rating, 24 reviews

Fish House 1

Casa inteira para 5 pessoas com vista deslumbrante, situada na freguesia da Prainha de Cima, na zona Norte da ilha do Pico. Constituída por 2 quartos e 2 casas de banho completas, uma sala em open space com uma maravilhosa e moderna cozinha completa, uma zona de estar (com sofá-cama) e uma zona de refeiçoes com mesa de jantar. Dispõe ainda de uma zona para tele-trabalho. WI-FI Top! Venha conhecer esta maravilha na ilha do Pico, com amigos ou com a sua família e passe umas ferias inesquecíveis.

Guest favourite
A charming cottage is set against the backdrop of Pico Island, featuring a red-tiled roof and blue window shutters. The property is surrounded by water, with a spacious outdoor area visible. Impressive cliffs rise in the distance, enhancing the coastal scenery.
Home in Praia do Almoxarife
4.93 out of 5 average rating, 15 reviews

Seaside Cottage

Seaside Cottage is the perfect getaway for anyone who loves the ocean. The sound of the sea is ever present in this spectacular cliff-side location, where endless views of Pico Island and the blue Atlantic soothe the senses. Enjoy early morning swims at the beach below, relax over leisurely breakfasts on the terrace and dine outside watching the stars. Horta, with restaurants, shops & activities, is just a 5 minute drive away. Well equipped & tastefully appointed, this cottage is truly unique.

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
4.92 out of 5 average rating, 24 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 favourite
Home in Canto da Areia
5 out of 5 average rating, 5 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 favourite
A wooden table and two chairs are positioned on a terrace facing the ocean. The sun reflects off the water while clouds drift above distant hills, creating a serene environment. The view captures the coastal landscape, with hints of the village below.
Home in Santo Antão
4.97 out of 5 average rating, 62 reviews

«Casa do Avô Coelho»

«Casa do Avô Coelho» is a villa located in the center of Fajã de São João, near its centuries-old hermitage. With rustic decor, it is equipped with everything you need for a unique and memorable vacation. It also has other amenities for this paradisiacal location: terrace facing the fajã and where you can see a magnificent sunset with the islands of Pico and Faial on the horizon and private patio with barbecue, table and benches where you can spend unforgettable afternoons.

Top Guest favourite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 214 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Top Guest favourite
Home in Cedros
5 out of 5 average rating, 9 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. If you’re seeking silence, fresh ocean air, and a place where time moves gently, this might be your next oasis.

Top Guest favourite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena
4.95 out of 5 average rating, 119 reviews

Grandfather Francisco's House

Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

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 in Prainha
4.92 out of 5 average rating, 49 reviews

Refúgio do Pico - Exclusive House with Sea View

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.

Guest favourite
The sleeping area is furnished with two spacious beds, each adorned with light blue throws and neatly rolled towels. Above the beds, a decorative piece featuring sailboats adds a nautical touch to the room. Warm, subtle lighting enhances the calm atmosphere.
Apartment in Santo Amaro
4.85 out of 5 average rating, 85 reviews

"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

Popular amenities for Prainha de Cima holiday rentals

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