Holiday rentals with a pool in São Jorge

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Top-rated rentals with a pool in São Jorge

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

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Top Guest favourite

Villa in S.Roque do Pico

4.95 out of 5 average rating, 19 reviews

Casa das Poças

Charming, modern house, but with a rustic touch. It offers, on the ground floor the rooms and on the top floor a beautiful and large balcony where you can relax in the loungechairs or dine outdoors. Both, with an amazing view of the canal and the whole island of São Jorge. It also has a totally unobstructed view of the bays and parishes of the beautiful and indented north coast of Pico on your left. The interior space, in open spacestyle ,is modern and relaxed and the outdoor space offers you the ideal balcony for those afternoons or summer nights. It should be noted that, taking into account that the two floors are connected by an interior staircase, it is not advisable for families with young children.As if that were not enough, there is an additional treat: on the left side of the balcony a sunset, as in a romantic Hollywood movie - perfect. All rooms with a view, living room with glass from ceiling to floor in sliding doors that open the interior to the exterior. Bearing in mind that Casa das Poças 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. Paradise.

Guest favourite

Villa in São Roque, Ilha do Pico,

4.91 out of 5 average rating, 22 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.

Guest favourite

Home in Criação Velha

5 out of 5 average rating, 22 reviews

Atlantic Heritage Luxury Villa

The Atlantic Heritage Luxury Villa is located in the beautiful historical village of Criação Velha, on Pico Island, the second largest island in the Azores. This stunning, newly constructed luxury villa has 4 en-suite bedrooms, an Outdoor Heated Infinity pool and an Indoor Jacuzzi. A perfect place for a romantic getaway, a family vacation, creative writing and study, or a relaxing and meditative retreat. Breakfast included with your reservation, Daily cleaning and personal assistant.

Superhost

Home in São Roque do Pico

4.92 out of 5 average rating, 85 reviews

Dream Home & Sea View Pool - Casa da Vista Azul

Stay in a stone house, recovered from the original ruins, in the amazing Pico Island, with a 180º view of the ocean and facing Island of S. Jorge. The house which is full of modern comforts and amenities and a heated outdoor pool will make your holiday bliss!! The owner lives in one of the houses, so you may meet her and have a chance to just say hello or ask about the island, but the whole property, gardens, decks, pool, barbeque, etc. are for guests’ use only.

Guest favourite

Tiny home in Madalena

4.96 out of 5 average rating, 47 reviews

Adega da Quinta – Casa da Gigi

Relax to the sound of nature in this quiet and elegant space, enjoying swimming pool baths, jacuzzi and private sauna, on a biological farm with a paradise view over the village of Madalena, the sea and the island of Faial and benefit from the walking tours overlooking the wonderful mountain of Pico. Our accommodations are located 2 minutes by car and 15 minutes walk from Vila da Madalena, include a bedroom with double bed and a living room with sofa bed.

Superhost

Villa in Criação Velha

5 out of 5 average rating, 4 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.

Superhost

Apartment in Calheta

4.83 out of 5 average rating, 6 reviews

Kuanza Nature Experience - Belo Surf

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!

Top Guest favourite

Home in Madalena

5 out of 5 average rating, 9 reviews

Villa Valverde

Relax with the whole family in this quiet lodge. Completed in 2024, Villa Valverde is located near downtown Madalena, in a place overlooking the island of Faial. Set in a quiet surroundings, with a large lawn, a private outdoor pool and a barbecue space, it is the ideal place for a family vacation.