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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, 43 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?

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
5 out of 5 average rating, 31 reviews

Canto do Nemo

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
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
4.99 out of 5 average rating, 87 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

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
4.75 out of 5 average rating, 57 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
4.98 out of 5 average rating, 66 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
4.93 out of 5 average rating, 30 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
A charming house with a red-tiled roof is nestled amidst lush greenery, surrounded by colorful flowering plants. The clear blue sky and scattered clouds provide a vibrant backdrop, while the natural landscape creates a serene setting for relaxation.
Home
4.98 out of 5 average rating, 42 reviews

Cottage Lima Sol

A casa Lima Sol é um espaço encantador, situada numa zona calma da freguesia de Santo Amaro, onde acorda no meio da natureza e à noite tem o canto dos "cagarros". A casa tem as amenidades de um estilo de vida descontraído. Open space quarto/sala com cama de casal e um sofá cama. uma casa de banho e uma cozinha. Num recanto encantador também tem acesso a uma zona com churrasqueira. Á frente surgem as encostas da zona norte da ilha. A cerca de 200 mt encontra a zona balnear do Portinho.

Guest favourite
Home
5 out of 5 average rating, 11 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.

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
4.84 out of 5 average rating, 86 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 cozy corner of a living area features a light grey sofa adorned with a decorative pillow. A small round side table houses decorative accents, while a vintage armchair complements the space. Natural light filters through sheer curtains, enhancing the room’s serene ambiance.
Flat
5 out of 5 average rating, 5 reviews

"Hommage" Suite 6

This special place is close to everything, making it easy to plan your visit.Welcome to our beautifully restored historic house in the heart of Horta. This stunning building has been thoughtfully renovated to the highest standards, blending its rich heritage with modern luxury. Each of our unique apartments/suites is a tribute to the building’s past, offering an authentic experience with contemporary comfort.

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
4.8 out of 5 average rating, 110 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
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
4.97 out of 5 average rating, 39 reviews

Adega da Prainha

Situada a 200 metros da piscina natural da Poça Branca e a 3 minutos (de carro) de uma das únicas praias com areia na ilha do Pico, a Adega da Prainha tem para oferecer conforto de vanguarda no sossego da pacata aldeia da Prainha... Tem churrasqueira e um fantástico telheiro, com vista para o mar, onde pode desfrutar de belas refeições ao som das cagarras... O paraíso é isto!

Popular amenities for Prainha holiday rentals