Vacation rentals with a pool in Ilha do Pico

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Top-rated rentals with a pool in Ilha do Pico

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

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Guest favorite

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, 43 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?

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Top guest favorite

Cottage in Foros

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!

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Guest favorite

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 in Madalena

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.

LocationWifiHot tub

Guest favorite

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 in Criacao Velha

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.

LocationFamilyLong stay

Top guest favorite

A white wooden gate opens to a cobblestone pathway leading to neatly arranged buildings. Lush green grass lines the sides of the walkway, complemented by a few trees. A clear blue sky is visible above, enhancing the serene surroundings of the property.

Villa in Criacao Velha

5 out of 5 average rating, 45 reviews

As Casas da Vinha - Casa Jeirão

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.

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Superhost

Home in Santo Amaro

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).

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Top guest favorite

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, 24 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!

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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.

Apartment in Calheta

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!

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Top guest favorite

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, 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.

ValueFamilyCheck-in

Guest favorite

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 in Madalena

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.

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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 in São Roque do Pico

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.

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Guest favorite

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

4.94 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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