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Holiday rentals in Prainha

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Top-rated holiday rentals in Prainha

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Superhost
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...

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.

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, 64 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 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.

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

Casa da Camélia

Casa de campo, charmosa com vista para a Vila de São Roque do Pico, Canal entre Pico e São Jorge e a vizinha ilha de São Jorge. Esta casa é um refúgio de tranquilidade, simplicidade. Desfrute de dias tranquilos nesta encantadora casa de campo, rodeada pela natureza. Ideal para quem procura descanso, silêncio e paisagens bonitas. A casa oferece um ambiente acolhedor com decoração simples, espaço exterior amplo e áreas perfeitas para relaxar ao ar livre.

Guest favourite
Home in Santo António
5 out of 5 average rating, 14 reviews

Pico Sereno · Balcony of the Sea | Sea View & Balcony

Casa T2 totalmente privada com varanda e vista mar para o Atlântico, inserida num ambiente tranquilo na Ilha do Pico. Ideal para casais ou família pequena que procuram conforto, silêncio e boa localização. Dispõe de quartos confortáveis, cozinha equipada, casa de banho privativa, Wi-Fi e estacionamento gratuito. Excelente base para explorar trilhos, praias, vinhas e miradouros, regressando sempre a um espaço calmo para descansar.

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, 84 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!

Top guest favourite
A charming exterior view showcases a two-story house with a balcony, surrounded by lush greenery and colorful flowering plants in terracotta pots. A stone pathway leads up to the entrance, offering glimpses of the natural landscape and distant hills.
Home in Santo Amaro
4.97 out of 5 average rating, 91 reviews

House of the Black Cat

Located in a quiet area of the parish of Santo Amaro, where you wake up in the middle of nature with a fantastic view of the sea and São Jorge Island. Behind are the slopes of the northern part of the island. About 200 meters away is the Portinho bathing area. The house is equipped with a flat-screen TV with cable channels, air-conditioning and Wi-Fi. It has a bedroom/living room with a double bed, a bathroom and a kitchen.

Superhost
Home in São Roque do Pico
5 out of 5 average rating, 4 reviews

Casa da Esquila 2

A casa da Esquila é um apartamento muito confortável e espaçoso com três espaços; um quarto de casal amplo, um quarto com duas camas solteiro, uma casa de banho completa e uma cozinha de conceito aberto com a sala de estar/jantar. Não há melhor maneira de observar o mar do que com um café na mão, você vai encontrar cápsulas de café e saquinhos de chá à sua disposição. Relaxe neste espaço calmo e elegante.

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