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Holiday rentals with a pool in Ilha de São Jorge

Find and book unique homes with a pool on Airbnb

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

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

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Guest favourite
The exterior of the stone house is showcased, featuring large glass windows that invite natural light. Surrounding flora includes colorful flower beds, while the backdrop of rolling hills and misty mountains enhances the serene environment.
Villa
5 out of 5 average rating, 16 reviews

Casa do Ilhéu

Dream house, in stone, like all, and with modern design, with a rustic touch. It offers two bedrooms and a complete bathroom on the ground floor. On the upper floor, be dazzled and enjoy the beautiful and large balcony where you can relax on the loungechairs or dine al fresco, with an amazing view of the canal and the whole island of São Jorge. 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. 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 sophisticated, with a fully equipped kitchen, living and dining room. As if that were not enough, there is an additional treat: on the left side you will experience a sunset of those surreal and sublime - perfect and unforgettable. All rooms with a view and the living room with ceiling-to-floor glass sliding doors that open the interior to the exterior. Bearing in mind that Casa do Ilhéu 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. Come live this dream ...

Top guest favourite
Cottage
5 out of 5 average rating, 9 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!

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
4.94 out of 5 average rating, 103 reviews

Adega da Quinta- Casa do Camolas

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama.

Guest favourite
An outdoor heated infinity pool reflects the bright blue sky and surrounding greenery. The calm water creates a seamless view of the horizon, showcasing the distant landscape of Faial Island against a backdrop of soft clouds.
Home
5 out of 5 average rating, 27 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.

Top guest favourite
A welcoming entrance is framed by a white wooden fence, leading to stone pathways that connect various buildings. Lush greenery is present alongside the pathways, with a clear blue sky above, creating an inviting atmosphere.
Villa
4.98 out of 5 average rating, 47 reviews

As Casas da Vinha - Casa Canada

Inseridas na Paisagem Protegida da Cultura da Vinha, Património da Humanidade da UNESCO, as Casas da Vinha são um local de excelência para relaxar e aproveitar a estadia no Pico. A escassos 3 km do centro da Madalena, dispomos de 3 apartamentos T1, um apartamento T2 e um apartamento T0 completamente equipados, com um pequeno terraço exterior e acesso à zona exterior comum, com piscina, solário, zona de refeições e churrasco, assim como um baloiço para os mais pequenos da casa.

Superhost
Home
5 out of 5 average rating, 4 reviews

Casa Aromas

A Casa Aromas é uma elegante casa de luxo inserida num empreendimento turístico exclusivo na Ilha do Pico. Para maior flexibilidade, a casa dispõe ainda da opção de um T0 no rés do chão, ideal para mais duas pessoas, mediante custo adicional, perfeita para famílias ou pequenos grupos que procuram mais espaço. Os hóspedes beneficiam de comodidades como pequeno-almoço, limpeza diária, Wi-Fi, ar-condicionado e acesso à piscina partilhada (aquecida nos meses de Inverno).

Top guest favourite
A tranquil infinity pool reflects the colorful hues of the sunset, with serene waters blending into the ocean horizon. Silhouetted trees frame the scene, enhancing the sense of peace in the natural surroundings.
Villa
5 out of 5 average rating, 10 reviews

Ocean View Pico

Com vista deslumbrante e acesso direto às míticas águas açorianas encontramos esta moradia de piso térreo que contempla uma sala de estar e jantar em espaço aberto com a cozinha e um corredor que separa a área social da zona dos quartos. Com um amplo pátio de cerca 1000m2 e uma frente de mar de 40 metros estamos a 20 metros da linha de água do oceano Atlântico, com churrasqueira, pergola e tanque, permite-lhe contemplar o oceano azul em comunhão com a natureza.

Superhost
Two self-catering houses feature natural stone exteriors and bright red window frames. A spacious patio area provides outdoor access, with a mountainous backdrop. People are seen conversing near the entrance, with a quad bike parked nearby, showcasing the property's connection to nature.
Flat
4.9 out of 5 average rating, 10 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
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, 29 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.

Guest favourite
An expansive property features multiple wooden structures with terracotta roofs, surrounded by lush greenery. An outdoor area includes a pool, providing a serene view of a distant mountain under a cloudy sky, enhancing the tranquil landscape.
Villa
4.93 out of 5 average rating, 14 reviews

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.

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
4.58 out of 5 average rating, 24 reviews

Apartamento 2 quartos- Pico Dreams, Sportfish,Pico

“ Pico Dreams-Sportfish"São Roque do Pico, Ilha do Pico, Açores. Apartamento com 2 quartos , ambos com cama casal, sala com kitchenette, casa de banho. Piscina e churrasco comuns. Vista mar, ilha de São Jorge e montanha do Pico. Perto restaurante, mercearia e piscinas naturais.

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
4.94 out of 5 average rating, 123 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!

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