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Holiday rentals in Prainha

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Top-rated holiday rentals in Prainha

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Guest favourite
The exterior of the stone house is showcased, featuring large glass windows that invite natural light. Surrounding flora includes colorful flower beds, while the backdrop of rolling hills and misty mountains enhances the serene environment.
Villa in Santo Amaro
5 out of 5 average rating, 12 reviews

Casa do Ilhéu

Dream house, in stone, like all, and with modern design, with a rustic touch. It offers two bedrooms and a complete bathroom on the ground floor. On the upper floor, be dazzled and enjoy the beautiful and large balcony where you can relax on the loungechairs or dine al fresco, with an amazing view of the canal and the whole island of São Jorge. It should be noted that, taking into account that the two floors are connected by an interior staircase, it is not advisable for families with young children. It also has a totally unobstructed view of the bays and parishes of the beautiful and indented north coast of Pico on your left.The interior space, in open spacestyle ,is modern and relaxed sophisticated, with a fully equipped kitchen, living and dining room. As if that were not enough, there is an additional treat: on the left side you will experience a sunset of those surreal and sublime - perfect and unforgettable. All rooms with a view and the living room with ceiling-to-floor glass sliding doors that open the interior to the exterior. Bearing in mind that Casa do Ilhéu is on a slope, it is not recommended for people with motor difficulties and small children. This house is part of a small family resort, within which is available the Magma restaurant, a grocery store, a yoga room and a heated swimming pool. Come live this dream ...

Superhost
A charming guesthouse sits on the edge of a cliff with sweeping views of the Atlantic Ocean. A spacious wooden deck features picnic tables and is surrounded by greenery, while the house's white exterior is complemented by dark shutters and a welcoming entrance.
Home in Horta
5 out of 5 average rating, 4 reviews

Casa da Guia - Two Bedroom House

Casa da Guia is a charming guesthouse located in Horta. It's known for its stunning views of Pico Island and the Atlantic Ocean. This house offers a cozy and welcoming atmosphere, is often recommended for its serene setting, allowing guests to relax and soak in the breathtaking views while being close enough to explore the attractions Faial Island has to offer. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!

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, 80 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

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, 59 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.

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 Ribeiras
4.94 out of 5 average rating, 16 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.

Superhost
Home in Prainha
5 out of 5 average rating, 3 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
4.83 out of 5 average rating, 53 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, 205 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
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 in Prainha
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!

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
4.8 out of 5 average rating, 103 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!

Top guest favourite
Two wooden lounge chairs face a stunning view of coastline and mountains, framed by lush greenery. A clear blue sky with scattered clouds enhances the serene atmosphere of the outdoor space.
Home in Prainha
5 out of 5 average rating, 7 reviews

Refuge of Pico - 2

Enjoy the exclusive comfort of your retreat including fantastic ocean views. "Refúgio do Pico – 2" is one of four identical vacation homes located on a spacious 3,500 m² property. The houses are nestled between numerous exotic trees, have a wonderful sea view and are identical in furnishings and fittings. Each vacation home of the Refúgio do Pico has everything you need for a comfortable stay.

Top guest favourite
A charming stone house is displayed with a rustic exterior, featuring a red-tiled roof and green accents. Two sun loungers are placed on a stone patio, adjacent to an outdoor grilling area. Steps lead to the entrance, surrounded by lush greenery.
Cottage in Prainha
4.97 out of 5 average rating, 36 reviews

Adega da Prainha

Located 200 meters from the natural pool of Poça Branca and 3 minutes (by car) from one of the only sandy beaches on the island of Pico, Adega da Prainha has to offer avant-garde comfort in the quiet of the peaceful village of Prainha... It has a barbecue and a fantastic shed, overlooking the sea, where you can enjoy beautiful meals to the sound of cicadas... This is paradise!

Popular amenities for Prainha holiday rentals

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