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Vacation rentals in Prainha

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Top-rated vacation rentals in Prainha

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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 in S.Roque do Pico
5.0 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 favorite
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
5.0 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.

Guest favorite
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
4.99 out of 5 average rating, 68 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.

Guest favorite
Home in Canto da Areia
5.0 out of 5 average rating, 13 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.

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
4.76 out of 5 average rating, 58 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.

Guest favorite
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, 89 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
Home in Prainha
5.0 out of 5 average rating, 3 reviews

Pico Retreat - 3

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

Top guest favorite
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
4.98 out of 5 average rating, 40 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!

Top guest favorite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras
5.0 out of 5 average rating, 33 reviews

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

Guest favorite
A gently arching tree provides a frame for the majestic volcanic peak in the background. Soft clouds hover above the mountain, while a grassy foreground leads towards a serene water body, creating a peaceful landscape.
Home in Santo Amaro
4.73 out of 5 average rating, 153 reviews

Casa dos Secrets - Accommodation

The House of Secrets is a house with 3 bedrooms, 2 bathrooms and a living room/kitchen. It also has a garage, car park, barbecue and a very quiet terrace with a splendid view of the sea and the island of São Jorge.

Guest favorite
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
4.74 out of 5 average rating, 86 reviews

Casas da Figueira

Once a rural complex, from the end of the eighteenth century, consisting of a residential house, typical cuisine and a atafona, it is today a welcoming space designed to house the nature-loving visitor.

Top guest favorite
A traditional stone house is surrounded by green grass and decorative plants. A hammock is gently hung beneath a wooden pergola. Visible are the terracotta roof and wooden doors, providing a rustic charm to the exterior. Lush mountains can be seen in the background.
Home in Calheta
4.89 out of 5 average rating, 287 reviews

Cube Getaway

Typical Casa de Fajã, located on the North Coast of the island of São Jorge, in the only place in the Azores with the award of the 7 Wonders of Portugal, in the category "Villages of the Sea".

Popular amenities for Prainha vacation rentals