Vacation rentals with a pool in São Jorge

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Top-rated rentals with a pool in São Jorge

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Guest favorite

An outdoor terrace features black lounge chairs facing a stunning ocean view. The space is surrounded by gravel and has a wooden overhang providing shade. Clear views of the coastline extend into the horizon, enhancing the tranquil atmosphere.

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 favorite

A serene outdoor pool is surrounded by natural stone walls and a sunbathing area featuring two lounge chairs. The bright blue sky reflects off the calm water, offering a tranquil setting for relaxation.

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 favorite

The outdoor heated infinity pool is illuminated, reflecting the evening sky. Sun loungers are positioned beside the pool, offering a relaxed seating area. The villa's modern design is complemented by large glass doors that provide views into the living space, enhancing the seamless connection with the outdoors.

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

A stone house is situated next to a heated outdoor pool, surrounded by greenery. The view extends over the ocean towards the horizon, with coastal and agricultural landscapes visible in the distance. Loungers are arranged near the pool, enhancing the outdoor relaxation space.

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 favorite

A wooden cottage is visible next to a private pool, surrounded by lush greenery. A spacious deck features two loungers, a dining table with four chairs, and easy access to the pool steps. The clear blue sky enhances the serene outdoor setting.

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

A serene outdoor area is captured at night, featuring a softly illuminated swimming pool surrounded by comfortable lounge chairs. Stone walls offer a rustic backdrop, while distant lights from nearby buildings create a peaceful ambiance under the night sky.

Villa in Criação Velha

5 out of 5 average rating, 4 reviews

The Casas da Vinha-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

A circular pool with stone walls offers a serene setting, surrounded by a patio overlooking the sea. Two individuals relax in the clear blue water, while the expansive sky and ocean create a tranquil background.

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!

Guest favorite

An outdoor pool area features three wooden lounge chairs positioned on a stone patio, facing a scenic view of hills and sunset. Lush greenery surrounds the space, while a distant island silhouette adds to the tranquil atmosphere.

Home in Madalena

5 out of 5 average rating, 9 reviews

Villa Valverde

Relaxe com toda a família neste alojamento tranquilo. Concluída em 2024, a Villa Valverde situa-se perto do centro da Madalena, num local com vista sobre a ilha do Faial. Inserida num entorno sossegado, com um amplo relvado, uma piscina exterior privada e um espaço de churrasco, constitui o local ideal para férias em família.