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Holiday rentals in Prainha de Cima

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Top-rated holiday rentals in Prainha de Cima

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 in S.Roque do Pico

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?

5.0 out of 5 average rating, 43 reviews
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

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.

5.0 out of 5 average rating, 33 reviews
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

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.

4.99 out of 5 average rating, 68 reviews
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

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 15-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.

4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Canto da Areia

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.

5.0 out of 5 average rating, 15 reviews
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 de Cima

Fish House 3

Paradise on earth. The most beautiful view in the world! Wonderful house built from scratch recently, located in Prainha de Cima (northern part of Pico Island) with stunning views over the canal and the island of São Jorge. Composed of 2 floors with 2 panoramic windows, it can accommodate 4 people, 2 in the bedroom and 2 in the living room on a sofa bed. It has 2 full bathrooms. It's really worth waking up to see the sunrise!

4.76 out of 5 average rating, 112 reviews
Guest favourite
An open-plan living area features a spacious gray sofa and a dining table surrounded by black chairs. A modern kitchen with dark cabinetry is visible in the background. Natural light floods the space through large windows, highlighting the wooden ceiling and sleek staircase.
Home in Prainha

Adega do Cagarro

Adega do Cagarro is located in Prainha, one of the most beautiful parishes on the island of Pico. It has 2 bedrooms, 1 bathroom and a fully equipped kitchen. Outside there is a terrace, barbecue and a magnificent view of the sea and the island of S. Jorge. It also has free private parking. The sandy beach, unique to Pico Island, is about 5 minutes away and can be easily reached on foot, enjoying a breathtaking landscape.

4.89 out of 5 average rating, 28 reviews
Top guest favourite
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

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.

5.0 out of 5 average rating, 33 reviews
Superhost
The exterior of the house showcases the rugged volcanic stone walls, combined with a solitary window framed by lush green foliage. The sky features a mix of clouds, allowing soft sunlight to illuminate the textures of the stones and surrounding garden.
Home in São Roque do Pico

House of the Blacksmith, Pico Island

Born from an award-winning architectural project, Casa do Ferreiro honors its past, reborn among ancient volcanic rocks. Light, space and views predominate in this comfortable house, leaving the lead role to the blue ocean ahead.

4.87 out of 5 average rating, 75 reviews
Top guest favourite
The outer area of the house features a stone pathway leading to a front entrance. A terrace is visible with natural vegetation surrounding the property, and the facade includes large glass windows. Rolling green hills provide a backdrop, reflecting the home's location in nature.
Tiny home in São Roque do Pico

Casa do Caramba - The Dream House

There is nothing better than the stunning sound of nature, in a retreat by the sea. That's why we're here, to welcome you and provide you with a dream stay in a typical and environmentally friendly house on the island of Pico.

5.0 out of 5 average rating, 61 reviews
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

Casas da Figueira

Once a rural complex, from the end of the 18th century, consisting of a dwelling house, typical cuisine and an outdoors, is today a cozy space intended to host the nature-loving visitor.

4.75 out of 5 average rating, 88 reviews
Top guest favourite
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

Refúgio dos Cúbres

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

4.89 out of 5 average rating, 290 reviews

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