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Holiday 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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Superhost
Home in São Roque, Ilha do Pico
4.78 out of 5 average rating, 37 reviews

Casa da Figueira

House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

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, 40 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
Cottage in Foros
5 out of 5 average rating, 5 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 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.

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
4.98 out of 5 average rating, 40 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.

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.
Home in Madalena
5 out of 5 average rating, 7 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.

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 in Madalena
4.92 out of 5 average rating, 13 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.

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, 21 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
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
4.57 out of 5 average rating, 23 reviews

2-bedroom apartment - Pico Dreams, Sportfish, Pico

“Pico Dreams-Sportfish” São Roque do Pico, Pico Island, Azores. Apartment with 2 bedrooms, both with double beds, living room with kitchenette, bathroom. Shared pool and barbecue. Sea view, São Jorge Island and Pico Mountain. Close to restaurant, grocery store and natural pools.

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
4.94 out of 5 average rating, 119 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!

Top Guest favourite
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.

Guest favourite
A red wooden sign featuring the text 'CASA DO CAMPO' is mounted against a textured stone wall. The vibrant color of the sign contrasts with the neutral tones of the stone, surrounded by greenery in the background.
Home in Cedros
4.89 out of 5 average rating, 28 reviews

Casa do Campo

Housing in a quiet neighborhood, with a great view of the sea and islands.

Popular amenities for Ilha do Pico rentals with a pool

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