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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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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
5 out of 5 average rating, 37 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?

Guest favourite
A spacious living area features a wooden ceiling and large glass doors opening to a panoramic view of the sea. A round dining table sits centrally, accompanied by a cozy seating area with a sofa and stylish chairs, enhancing the connection to the outdoors.
Villa
4.9 out of 5 average rating, 31 reviews

Casa do Alecrim

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. The living room has glass sliding doors which invite outdoors in. Come see what you have been missing - you won’t want to leave.

Cottage
5 out of 5 average rating, 3 reviews

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!

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
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.

Top guest favourite
A neatly arranged pathway leads through a white wooden gate, showcasing a stone walkway framed by green grass. The entrance features a sign displaying 'As Casas da Vinha,' complemented by a backdrop of rustic buildings under a blue sky with scattered clouds.
Villa
5 out of 5 average rating, 14 reviews

The Wine Houses - Casa Parreira

Nestled in the Protected Vineyard Culture, a UNESCO World Heritage Site, Casas da Vinha is a place of excellence for relaxing and enjoying your stay at Pico. Just 3 km from the center of Madalena, we have 3 apartments T1, a T2 apartment and a T0 apartment fully equipped, with a small outdoor terrace and access to the common outdoor area, with swimming pool, solarium, dining and barbecue area, as well as a swing for the little ones in the house.

Guest favourite
An expansive outdoor space features a sleek swimming pool surrounded by sun loungers. A rustic stone table is positioned nearby, providing an ideal spot for dining. The structure's large windows allow for ample natural light, and the backdrop showcases lush greenery and distant mountains.
Villa
5 out of 5 average rating, 20 reviews

PicoTerrace

PicoTerrace, a unique place! Comfort and design, with a panoramic view. Located in Madalena, it offers a garden, barbecue facilities and a terrace, with private parking on site and free Wi-Fi access. The Villa includes 2 bedrooms with a double bed and the possibility of installing a sofa bed, a living room, cable TV, an equipped kitchen and a bathroom with a whirlpool bathtub and shower. Enjoy the moments!

Top guest favourite
An aerial view captures the self-catering houses nestled along the rocky coastline, surrounded by lush green mountains. The tranquil sea reflects the soft light of the rising sun, highlighting the harmonious blend of nature and architecture in this secluded paradise.
Flat
4.91 out of 5 average rating, 23 reviews

Kuanza Nature Experience - Bela Lua

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!

Superhost
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!

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
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
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
4.57 out of 5 average rating, 23 reviews

2 bedroom apartment - Pico Dreams, Sportfish, Pico

“ Pico Dreams-Sportfish”São Roque do Pico, Ilha do Pico, Azores. Apartment with 2 bedrooms , both with double bed, living room with kitchenette, bathroom. Common pool and barbecue. Sea view, São Jorge Island and Pico mountain. Near the restaurant, grocery store and swimming 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
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
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

Popular amenities for Ilha de São Jorge rentals with a pool