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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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 São Roque do Pico

5 out of 5 average rating, 38 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 favourite

An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.

Cabin in Madalena

4.96 out of 5 average rating, 91 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil 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 located 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.

Guest favourite

A white wooden gate opens to a stone pathway leading through green grass, flanked by light-colored buildings. The sign for 'As Casas da Vinha' is prominently displayed on the right, with clear skies and scattered clouds overhead.

Villa in Criacao Velha

4.88 out of 5 average rating, 34 reviews

The Wine Houses - Casa Curral

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 spacious bedroom is presented, featuring a light-toned bed covered with a textured blanket. Floor-to-ceiling windows offer expansive views of the ocean. Natural light fills the room, complementing the warm wood tones of the decor. A woven rug and a wooden side table enhance the inviting ambiance.

Home in São Roque do Pico

4.86 out of 5 average rating, 7 reviews

Casa da Faia

A Hidden Paradise in Nature Escape to this unique stone retreat, where modern design meets breathtaking natural beauty. Perched between lush greenery and stunning views of the ocean and mountains, it’s the perfect place to unwind and reconnect. Experience tranquility, privacy, and elegance all in one unforgettable stay. Book now and make this hidden paradise yours.

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, 3 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 favourite

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 favourite

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

An outdoor area features a clear blue swimming pool surrounded by a grassy lawn. Multiple lounge chairs are placed around the pool. The ocean and distant mountains are visible in the background, with a covered space that includes a barbecue grill.

Apartment in São Roque do Pico

4.68 out of 5 average rating, 22 reviews

T3-Pico Dreams - Sportfish, Pico Island

Pico Dreams-Sportfish. São Roque do Pico, Ilha do Pico, Azores. Apartment with 3 bedrooms, 3 double beds and 1 single, living room, kitchen, bathroom and terrace. Pool and barbecue in common. Sea view, São Jorge Island and Pico mountain. Nearby restaurants, grocery store and natural pools.

Top Guest favourite

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, 116 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 Jacuzzi is shown with foam bubbles rising, overlooking a stunning ocean view. A glass of white wine is placed beside a book on the edge, reflecting the sunlight. The serene atmosphere is highlighted by the calm waters and clear sky.

Home in Ginjeira

4.81 out of 5 average rating, 27 reviews

Laranja-pool, jacuzzi, BBQ

Villa da Gingeira is located in a quiet place with stunning views of the ocean and mount Pico, for our guests we offer to relax in the Jacuzzi, swim in the pool with sea water, if desired, we organize breakfasts consisting of products of the Azores

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.

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

4.8 out of 5 average rating, 172 reviews

Valsa House, Pico Island, Azores

Casa da Valsa is located in the parish of São Mateus, 15 km from the village of Madalena. You'll be able to enjoy all the amenities for a relaxing and calm vacation. Make yourselves at home.