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Vacation rentals with a pool in Ilha do Pico

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Top-rated rentals with a pool in Ilha do Pico

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious balcony extends from the house, featuring wooden furniture set against a backdrop of expansive ocean views. The structure combines stone and wood elements, with large glass windows reflecting the serene blue of the sea. Lush greenery frames the scene.
Villa in São Roque do Pico
5 out of 5 average rating, 20 reviews

Casa da Vigia da Baleia

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. All rooms have a view; living room with glass sliding doors which invite outdoors in. 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 see what you have been missing - you won’t want to leave.

Guest favorite
A wooden cottage is positioned beside a pool, featuring large glass windows that offer views of the surrounding greenery. A hot tub is situated on a stone patio adjacent to the pool, surrounded by lush vegetation and clear skies.
Home in Madalena
4.9 out of 5 average rating, 42 reviews

Quinta-Casa da ioio Wine Cellar

Relax in this cottage with a unique and peaceful spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed

Top guest favorite
A white wooden gate opens to a cobblestone pathway leading to neatly arranged buildings. Lush green grass lines the sides of the walkway, complemented by a few trees. A clear blue sky is visible above, enhancing the serene surroundings of the property.
Villa in Criacao Velha
5 out of 5 average rating, 38 reviews

The Wine Houses - Casa Jeirão

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.

Superhost
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!

Guest favorite
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
4.89 out of 5 average rating, 9 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.

Guest favorite
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!

Top guest favorite
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, 20 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.

Superhost
The home features a modern architectural design, with a mix of natural stone and wooden elements. Floor-to-ceiling windows provide views of the surrounding greenery, while a balcony with two seating chairs extends from the upper level.
Home in São Roque do Pico

Casa da Laranjeira (Orange Tree House)

Com uma arquitetura inspirada na paisagem e nos materiais da região, o nosso alojamento foi concebido para respeitar e complementar o ambiente natural. Cada pormenor do design foi cuidadosamente pensado para oferecer uma atmosfera de simplicidade sofisticada, longe do habitual e do previsível.

Superhost
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.

Top guest favorite
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
4.95 out of 5 average rating, 117 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!

Guest favorite
A dining table is set for breakfast, showcasing plates with yellow napkins and glasses of juice. The pool and ocean views are clearly visible in the background, while green hills frame the serene landscape. Sunlight brightens the scene, enhancing the inviting space.
Home in Prainha
5 out of 5 average rating, 12 reviews

Vacation House Prainha de Baixo (Lower Beach)

This beautiful house is located at Prainha de Baixo, S. Roque do Pico. The rooms are bright and have modern furnishings. The kitchen is fully equipped, perfect for your family holidays. Very quiet location close to the sea and surrounded by gardens.

Superhost
An infinity pool is framed by wooden decking, overlooking a scenic coastal view. Comfortable lounge chairs are positioned nearby. The clear water reflects the sky, enhancing the serene landscape that includes distant islands and rolling hills.
Home in São Roque do Pico
4.84 out of 5 average rating, 32 reviews

The Ombudsman's House - Casa Fogo

Casa do Ouvidor offers luxuriously furnished houses. They feature panoramic views of the Atlantic Ocean, the large canal between Pico and Island of S. Jorge. The property is composed of 3 houses, each with 2 bedrooms with private bathrooms.

Popular amenities for Ilha do Pico rentals with a pool

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. Rentals with pools