
Holiday rentals with a pool in Ilha de São Jorge
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Top-rated rentals with a pool in Ilha de São Jorge
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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.

Casa da Colina
Absolutely beautiful stone house with modern design, very large balcony and views of Pico, as well as of the whole island of São Jorge and the canal in front. You can also see the jagged bays of the beautiful north coast of Pico. Only birds and sea are heard. You can dine inside, in open spacestyle ,or outside, on the large veranda with stone barbecue to enjoy a majestic and unparalleled sunset, reflected in the waters of the Atlantic. Bearing in mind that Casa da Colina is on a slope, it is not recommended for people with motor difficulties and small children. This house is part of a small family resort, within which is available the Magma restaurant, a grocery store, a yoga room and a heated swimming pool. Dream life.

Bioma Adega - Gourmet Stay
Next to the BIOMA restaurant, discover a space designed for those seeking more than just a place to stay — an authentic experience in a traditional Azorean Adega. A cozy suite, perfect for two, with a living room facing the ocean, where the view stretches to the horizon. Start your day with a lovingly prepared breakfast. With a private pool, the Atlantic at your feet, and surrounded by the island’s lush green nature. A peaceful retreat designed to rest, inspire, and create lasting memories!

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.

Waka_Land_Azores
Experience the quiet, peaceful island of Pico, enjoying activities on land and ocean, while staying at our cosy and beautiful 2 houses, with incredible views, in recovered ruins, with great comfort and all commodities, in a 10.000 sqm plot. Fire pits, Hammocks, Pool/tank. Star gazing. Facing Atantic Ocean, São Jorge or Faial Islands, Pico Mountain surrounded by vivid blues and greens, within a short drive of the sea, world-class hiking, diving, snorkelling, birdwatching, whale watching

The Wine Houses - Casa Parreira
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.

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!

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.

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.

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.

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!

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.
Popular amenities for Ilha de São Jorge rentals with a pool
House rentals with a pool

Casas da Prainha D

Atlantic Heritage Luxury Villa

Pico Boutique House

Ocean View Pico

Casas da Prainha C

T1 Casa das Pereiras (Pereiras' House)

Quinta-Casa da ioio Wine Cellar

Casa Aromas
Other holiday rentals with a pool

Baía do Canto House

Casa do Piquinho

Casa do Outeiro

Casa do Ilhéu

Forest House

Kuanza Nature Experience - Bela Vista

Casa das Poças

Sunset House
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