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Vacation rentals with a pool in Ilha do Pico

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Top-rated rentals with a pool in Ilha do Pico

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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, 35 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 favorite
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.

Top guest favorite
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, 38 reviews

The Wine Houses - Casa Canada

Inserted in the Protected Landscape of the Vineyard Culture, a UNESCO World Heritage Site, Casas da Vinha is a place of excellence to relax and enjoy your stay in Pico. Just 3 km from the center of Madalena, we have 3 one-bedroom apartments, a two-bedroom apartment and a studio apartment, all fully equipped, with a small outdoor terrace and access to the common outdoor area, with a swimming pool, solarium, dining area and barbecue, as well as a swing for the little ones in the house.

Guest favorite
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, 58 reviews

Quinta-Casa da Pipas Wine Cellar

Relax to the sound of nature in this calm and elegant space, enjoying a pool, Jacuzzi and sauna on a farm with a paradisiacal view of Vila da Madalena, the sea and Faial Island, and benefit from the pedestrian walks with a view of the Pico mountain. Our accommodations are located 2 minutes by car and 20 minutes on foot from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed. You can enjoy a sauna and a fire pit.

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, 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 favorite
An aerial view captures the coastal landscape with lush green hills meeting the ocean. Waves can be seen crashing on the rocky shore, while a small village is nestled among the greenery, featuring buildings with terracotta roofs.
Apartment in Calheta
4.93 out of 5 average rating, 14 reviews

Kuanza Nature Experience - Bela Vista

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!

Superhost
An aerial view of the villa surrounded by lush greenery, showcasing red-roofed architecture. The spacious patio with a pool is visible in the backyard, complemented by an artistic mural on the surrounding wall. Neatly landscaped pathways lead toward the entrance.
Villa in Horta
4.88 out of 5 average rating, 8 reviews

Vitamin Sea Azores - Full House

Escape to our paradise villa with stunning ocean views, a heated outdoor shower, and a spacious patio with pool. Gather around our 16-person dining table for unforgettable meals. With a range of amenities, in a wellness focused environment, reconnecting with family and friends has never been more fun!

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, 20 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

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, Pico Island

Pico Dreams-Sportfish. São Roque do Pico, Ilha do Pico, Azores. Apartment with 3 bedrooms, 3 double beds and 1 single, living room, kitchen, bathroom and terrace. Pool and barbecue in common. Sea view, São Jorge Island and Pico mountain. Nearby restaurants, grocery store and natural pools.

Superhost
A stone house is depicted with a striking red door, framed by white windows. Complementary red shutters are present on either side. The roof features decorative tiles, and a patterned stone pathway leads to the entrance, surrounded by greenery and a clear sky.
Home in Capelo
4.88 out of 5 average rating, 16 reviews

CASAL DO VULCÃO - House of the Ox Cart

Casa do Carro de Bois is part of a Rural Space Tourism Enterprise called "Casal do Volcano", located in the parish of Capelo. The name "Couple of the Volcano " appears due to the position of the houses and the building, located in the place of Canto, near the Capelinhos Volcano.

Top 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
4.95 out of 5 average rating, 115 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!

Guest favorite
A wooden lounge chair with grey cushions is positioned beside a pool, reflecting clear blue water under a bright sky. The surrounding area features textured stone flooring and green foliage in the background, enhancing the outdoor setting.
Villa in São Mateus
4.97 out of 5 average rating, 37 reviews

Casa Flor de Sal

House with large and pleasant outdoor space. Ground floor with double bedroom, bathroom, equipped kitchen and living room. Attic with 2 bedrooms.

Popular amenities for Ilha do Pico rentals with a pool

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. Rentals with pools