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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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Top Guest favourite
A spacious bedroom features a large bed adorned with a patterned throw. Floor-to-ceiling glass doors lead to a private outdoor space, allowing views of the ocean and surrounding greenery. Wooden beams grace the ceiling, creating an airy and open atmosphere.
Villa in São Roque do Pico
4.94 out of 5 average rating, 17 reviews

Forest House

Beautiful and spacious stone house, perfect for a holiday with family or friends, with a large balcony and a breath-taking view of the whole island of São Jorge and the canal, as well as, to the left, the beautiful bays and parishes of the northern Pico coastline. You see and hear the Atlantic Ocean waves and the birds. Have your meals in the open spacearea of the fully equipped kitchen and dining / living rooms with glass sliding doors or outside on the balcony watching the sunset - you'll never forget the moment. 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. Come live a dream...

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, 29 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.

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, 26 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, 9 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.

Superhost
An outdoor seating area is presented under a wooden pergola with a sloped roof. Two lounge chairs and a wooden dining set create a welcoming space, while a low stone wall and lush greenery provide a natural backdrop. Sunlight filters through the open structure.
Villa in Prainha
4.82 out of 5 average rating, 55 reviews

Pico Formoso - "Vínea Lava" Vacation Home Prainha

The "Vinea Lava" house 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 the Diving Center in Santo Amaro, 300 m from an excellent natural pool and the crystal clear sea, 1 km from the center of the parish, market, cafes, restaurant, bakery, ATM, garden. About 3 km away is the picnic park of Mistério da Prainha, "Baia de Canas" beach and "Baia da Areia" beach.

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, 218 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.

Guest favourite
Home in Santo António
5 out of 5 average rating, 12 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.

Superhost
Cabin in São Roque do Pico
5 out of 5 average rating, 4 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.

Top Guest favourite
Home in Ribeiras
5 out of 5 average rating, 35 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.

Guest favourite
An aerial view captures the lush vineyard landscape, interspersed with neatly defined stone walls. The majestic Pico mountain stands in the background under a dynamic sky, while charming homes are nestled within the greenery, offering a glimpse of rural architecture within this UNESCO World Heritage site.
Home in Lajido
5 out of 5 average rating, 6 reviews

Triangle Paradise III

Landscape and nature are the keywords. Set in a vineyard in the middle of a protected landscape of vineyard culture, classified as a World Heritage Site by UNESCO, the surrounding environment is breathtaking. Surrounded by stone walls, the famous "vineyard corrals", wherever you look you will come across a fantastic view, being able to see Pico Mountain, Faial Island and São Jorge Island (Triangle Islands) and the sea.

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, 52 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.

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, 109 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!

Popular amenities for Prainha de Cima holiday rentals

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