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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
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 São Roque do Pico
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 ...

Top guest favourite
A rustic stone exterior of the adega features a wooden door with a decorative round window. A welcoming sign displays the name 'Adega Baia do Canto' beside a frosted green window. A planter filled with assorted succulents enhances the entrance.
Cottage in Santo Amaro
4.9 out of 5 average rating, 51 reviews

Adega Baia do Canto. AL 1398

Our Adega is a beautifully restored "adega" (wine cottage) located on the island of Pico. While maintaining the charm of its original design, the adega offers all the comforts of a home away from home. With 2 private entrances, the property is situated in Baia do Canto, an area renowned for its stunning landscapes, vineyards, and close to the ocean. Whether you're an adventurer seeking excitement or simply looking to unwind in nature’s tranquility, Adega Baia do Canto is the ideal destination!

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 - Casa Férias "Vínea Lava" Prainha

A casa "Vinea Lava" fica a 25 km do Aeroporto do Pico, a 15 Km do porto de cruzeiros de São Roque do Pico com ligações diárias para a ilha de São Jorge, Faial e outras, a 3 km de Centro de mergulho em Santo Amaro, a 300 m de Piscina natural excelente e do mar cristalino e puro, a 1 km do centro da freguesia, de mercado, cafés, restaurante, padaria, multibanco jardim. A cerca de 3 km encontra-se o parque de merendas do Mistério da Prainha, praia da "Baia de Canas" e praia da "Baia da Areia".

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 - o Atlântico dentro de casa

Uma janela de frente para o mar e costas nas encostas da costa Norte da Ilha do Pico. Sentado na poltrona pouso o olhar em São Jorge lá deitado ao longe. Nos pés da casa o mar enovela-se como gato que ronrona. Fecho os olhos e sorrio, encontrei o paraíso... Antiga adega de pesca totalmente reconstruída na primeira fileira de frente para o mar. A vista é incrível a começar com o nascer do sol matutino. Abriga até 6 pessoas (4 pessoas em camas e duas em sofá cama). Espaço com 4 ambientes.

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
4.94 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.

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

Refúgio do Pico - 2

Genießen Sie den exklusiven Komfort Ihres Refugiums inklusive fantastischem Meerblick. „Refúgio do Pico – 2“ ist eines von vier baugleichen Ferienhäusern, die sich auf einem weitläufigen ca. 3.500 m² großen Grundstück befinden. Die Häuser liegen eingebettet zwischen zahlreichen exotischen Bäumen, haben einen wunderbaren Meerblick und sind in Einrichtung und Ausstattung identisch. Jedes Ferienhaus des Refúgio do Pico lässt nichts vermissen, was einen komfortablen Aufenthalt ermöglicht.

Superhost
Home in Canto da Areia
5 out of 5 average rating, 3 reviews

Casa Al Mare

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.

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 de Baixo
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!

Guest favourite
A two-story house is situated on elevated land, featuring a red railing along the spacious terrace. Lush green plants are planted in front of a stone wall, enhancing the natural landscape. The building presents a simple architectural style with a sloped roof under a cloudy sky.
Home in Lajes do Pico
4.96 out of 5 average rating, 24 reviews

Adega Ninho da Cagarra

A Casa Ninho da Cagarra situa-se no lugar da Feteira freguesia da Calheta de Nesquim. Fica a 150 metros de uma zona balnear e de um parque de merendas, tem uma vista privilegiada para o mar, um lugar calmo tranquilo e paradisíaco, tem também churrasqueira e mobiliário de exterior para maior conforto e comodidade.

Superhost
A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.
Cottage in Bandeiras
4.8 out of 5 average rating, 123 reviews

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

Guest favourite
A rustic stone building features a textured gray exterior, accented by vibrant orange doors and windows. Lush greenery surrounds the structure, enhancing the natural setting. A well-maintained pathway leads to the entrances, with a clear blue sky visible above.
Villa in Prainha
4.73 out of 5 average rating, 77 reviews

Casas da Figueira

Outrora um complexo rural, do final do século XVIII, composto por uma casa habitacional, cozinha típica e uma atafona, é hoje um espaço acolhedor destinado a albergar o visitante amante da natureza.

Popular amenities for Prainha holiday rentals

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