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Vacation rentals with a pool in Ilha de São Jorge

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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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Top 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 in São Roque do Pico
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 in São Roque, Ilha do Pico,
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 in Foros
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
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 in Criacao Velha
4.97 out of 5 average rating, 39 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.

Top guest favourite
The image features a wooden structure with large glass doors, adjacent to a rectangular swimming pool. Surrounding trees and a clear blue sky enhance the serene outdoor setting. A jacuzzi and seating area are visible, situated on a stone patio beside the pool.
Cabin in Madalena
4.97 out of 5 average rating, 59 reviews

Adega da Quinta-Casa da Pipas

Relax ao som da natureza, neste espaço calmo e elegante, desfrutando de banho de piscina, jacuzzi e sauna numa quinta com vista paradisíaca sobre a Vila da Madalena, o mar e a Ilha do Faial e beneficie dos passeios pedestres com uma vista para a 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. Pode usufruir de uma sauna e de um firepite.

Top 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 in Madalena
5 out of 5 average rating, 20 reviews

PicoTerrace

PicoTerrace, um sítio único! Conforto e design, com vista panorâmica. Situado na Madalena, disponibiliza jardim, comodidades para churrasco e um terraço, com estacionamento privado no local e de acesso Wi-Fi gratuito. A Villa inclui 2 Quartos com cama de casal e possibilidade de instalar sofá cama, uma sala de estar, televisão por cabo, uma cozinha equipada e casa de banho com uma banheira de hidromassagem e chuveiro. Aproveite os momentos!

Guest favourite
A spacious outdoor area features a large swimming pool surrounded by a tiled terrace. Comfortably arranged sun loungers and patio furniture invite relaxation, while vibrant flowers add a splash of color. Lush greenery and stone walls frame the setting, enhancing the serene atmosphere.
Villa in Silveira
4.92 out of 5 average rating, 59 reviews

Casa do Ananas, cliff-top/ocean-front villa, Pico

Casa do Ananas is a large property, extending to over 3,000 sq.ft. It was built to a high specification with; 3 bedrooms, 2 en-suite bathrooms, twin bedroom on the lower ground floor, open-plan kitchen and dining room with large terrace overlooking the bay of Lajes. The property enjoys a generous sized plot overlooking the sea. The house is split level with external terraced gardens and a large swimming pool & sun terrace.

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.
Apartment in Calheta
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!

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 in Madalena
5 out of 5 average rating, 20 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.

Superhost
An outdoor area features a clear blue swimming pool surrounded by a grassy lawn. Multiple lounge chairs are placed around the pool. The ocean and distant mountains are visible in the background, with a covered space that includes a barbecue grill.
Apartment in São Roque do Pico
4.68 out of 5 average rating, 22 reviews

T3-Pico Dreams - Sportfish, Ilha do Pico

Pico Dreams-Sportfish. São Roque do Pico, Ilha do Pico, Açores. Apartamento com 3 quartos, 3 camas casal e 1 solteiro, sala, cozinha, casa de banho e terraço. Piscina e churrasco em comum. Vista mar, Ilha de São Jorge e montanha do Pico. Perto restaurantes, mercearia e piscinas naturais.

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 in Santo Amaro - S. Roque do Pico
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 in Ginjeira
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