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Holiday rentals with a pool in Ilha do Pico

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Top-rated rentals with a pool in Ilha do Pico

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Home in São Roque, Ilha do Pico
4.78 out of 5 average rating, 37 reviews

Casa da Figueira

House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

A large balcony features two black wicker chairs positioned to take in expansive ocean views. A natural wooden table stands nearby, while the horizon showcases the outline of São Jorge Island under a clear blue sky.
Villa in São Roque do Pico
4.8 out of 5 average rating, 5 reviews

Casa da Eira

Imagine a lava stone house, a huge balcony, a stone barbecue and views to die for: the entire island of São Jorge and the canal in front and, on the left side, beautiful bays cut out of the north coast of the island. Birds and the sea waves are your melody. You can dine indoors, in an open space living area, with a modern kitchen with a rustic touch, or alfresco on the large balcony, on those relaxed afternoons and evenings. Enjoy the view of a sunset that is so perfect it seems almost impossible to be real. 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. Come live these moments and create memories that you’ll never forget.

A stone pathway leads into a welcoming entrance, flanked by white wooden gates. The signage displays the name 'As Casas da Vinha', accompanied by lush greenery and a clear blue sky overhead. Neatly arranged rocks provide a functional and attractive surface for visitors.
Villa in Criacao Velha
4.88 out of 5 average rating, 8 reviews

The Wine Houses - Casa Uva

Inserted in the Protected Landscape of the Vineyard Culture, a UNESCO World Heritage Site, Casas da Vinha is a place of excellence to relax and enjoy your stay in Pico. Just 3 km from the center of Madalena, we have 3 one-bedroom apartments, a two-bedroom apartment and a studio apartment, all fully equipped, with a small outdoor terrace and access to the common outdoor area, with a swimming pool, solarium, dining area and barbecue, as well as a swing for the little ones in the house.

A serene pool area features an inviting blue pool surrounded by lounge chairs overlooking a scenic view. Stone walls frame the space, with lush greenery in the background and a distant ocean view under a partly cloudy sky.
Tiny home in Madalena
4.96 out of 5 average rating, 48 reviews

Adega da Quinta – Casa da Gigi

Relax to the sound of nature in this calm and elegant space, enjoying private pool, Jacuzzi and sauna baths, on an organic farm with a paradisiacal view over the village of Madalena, the sea and the island of Faial, and benefit from the pedestrian walks overlooking the wonderful mountain of Pico. Our accommodations are a 2-minute drive and a 15-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

Home in Capelo
5 out of 5 average rating, 6 reviews

Blue Horizon 2 - Two suites, with AC - Faial

The property is located a 5-minute walk from the natural pools of Varadouro, 15 minutes from the airport, and 25 minutes from Horta, with stunning ocean views. Three independent houses share the same lush garden and heated pool with automatic salt treatment. The three houses can be booked together. Each house has its own outdoor space on a terrace, with tables, chairs, and sun loungers, where you can have your meals, socialize, and relax.

A rustic stone house sits against a backdrop of lush green mountains. The structure features wooden accents and a small balcony. Surrounding vegetation adds to the natural setting, enhancing the connection to the landscape.
Apartment in Calheta
5 out of 5 average rating, 4 reviews

Kuanza Nature Experience - Belo Canto

Kuanza Nature Experience is situated in the unique location of Fajã do Belo. Each of the self-catering houses has a magnificent sea view. The property is a nature lover`s paradise and a surfer`s dream. Relax, unwind and soak up all that Mother Nature has to offer in the company of family and friends. A truly life changing experience!

An expansive property features multiple wooden structures with terracotta roofs, surrounded by lush greenery. An outdoor area includes a pool, providing a serene view of a distant mountain under a cloudy sky, enhancing the tranquil landscape.
Villa in Madalena
4.92 out of 5 average rating, 13 reviews

Alma do Pico - T0 House

"Alma do Pico" is a tourist village, known as a nature resort. It is a tranquil village, integrated into nature, with units scattered throughout the property, connected by gardens and paths. Relaxing atmosphere, ideal for couples, families and travelers seeking peace and quiet. Stunning views of the mountain and Faial Island.

An aerial view of the villa surrounded by lush greenery, showcasing red-roofed architecture. The spacious patio with a pool is visible in the backyard, complemented by an artistic mural on the surrounding wall. Neatly landscaped pathways lead toward the entrance.
Villa in Horta
4.88 out of 5 average rating, 8 reviews

Vitamin Sea Azores - Full House

Escape to our paradise villa with stunning ocean views, a heated outdoor shower, and a spacious patio with pool. Gather around our 16-person dining table for unforgettable meals. With a range of amenities, in a wellness focused environment, reconnecting with family and friends has never been more fun!

A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.
Home in Madalena
5 out of 5 average rating, 22 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

A private pool area is featured, surrounded by lounge chairs arranged neatly on the tiled patio. A shaded area with a bar is visible in the background, while the ocean and lush greenery are seen beyond the white walls.
Home in São Roque do Pico
4.57 out of 5 average rating, 23 reviews

2-bedroom apartment - Pico Dreams, Sportfish, Pico

“Pico Dreams-Sportfish” São Roque do Pico, Pico Island, Azores. Apartment with 2 bedrooms, both with double beds, living room with kitchenette, bathroom. Shared pool and barbecue. Sea view, São Jorge Island and Pico Mountain. Close to restaurant, grocery store and natural pools.

An aerial view showcases a stone house surrounded by lush greenery and terraced gardens. A private heated pool is centrally located within a well-maintained lawn, complemented by outdoor seating and parking space along a circular driveway.
Cottage in Santo Amaro - S. Roque do Pico
4.94 out of 5 average rating, 119 reviews

Casa do Caisinho Pico - Heated pool near sea

Stay in a dream lava home with a heated outdoor pool and an incredible sea view. Close to the sea, this lava house was fully restored from the ruins of a hundred-year-old lava house. We just installed the pool heating system so that, even in Winter, you can have a swim - Bliss!

A small swimming pool is visible in the foreground, surrounded by a clean white wall. Two striped lounge chairs are positioned to one side, with a backdrop of lush green hills under a clear blue sky.
Home in São Mateus
4.78 out of 5 average rating, 176 reviews

Valsa House, Pico Island, Azores

The waltz house is in the parish of São Mateus, 15 km from the village of Madalena. You can enjoy all the amenities to spend a relaxing and calm vacation. Make yourselves at home.

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