Vacation rentals with a pool in Pico Island

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Top-rated rentals with a pool in Pico Island

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

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Guest favorite

Home in São Roque, Ilha do Pico

4.92 out of 5 average rating, 25 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 favorite

Villa in São Roque do Pico

5 out of 5 average rating, 33 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

Apartment in Capelo

4.86 out of 5 average rating, 101 reviews

SOL(Sun): Studio - Atlantic View Apartments

Do you want to relax and rejuvenate? Take a look at this Stunning Studio Apartment with unobstructed floor to ceiling view of the Atlantic with 3 single beds, full modern kitchen complete with a dishwasher, beautiful bathroom with hydrotherapy tub and access to a shared pool overlooking the Atlantic Ocean. Located in Varadouro, about 22 km from Horta. 1km from natural ocean pools, fishing ports, restaurants, small grocery store, 6km from Capelinhos Volcano, hiking trails, and much more!

Guest favorite

Home in Madalena

4.94 out of 5 average rating, 35 reviews

Quinta-Casa da ioio Wine Cellar

Relax in this cottage with a unique and peaceful spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed

Top guest favorite

Villa in Criacao Velha

5 out of 5 average rating, 24 reviews

The Wine Houses - Casa Jeirão

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

Villa in Madalena

5 out of 5 average rating, 17 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!

Top guest favorite

Home in candelaria

5 out of 5 average rating, 14 reviews

Happy Bird House!

Sit back and relax in this quiet, stylish space. Nestled in nature on a traditional Adega estate combined with all its amenities such as swimming pool, sauna, fantastic garden, several sun decks, sea views and PicoBlick as well as its own large wooded area, here you will find a newly renovated guest house on 55 sqm with kitchen, bathtub and enough space to relax.

Guest favorite

Apartment in Calheta

4.91 out of 5 average rating, 22 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 favorite

Home in Madalena

5 out of 5 average rating, 9 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

Apartment in São Roque do Pico

4.67 out of 5 average rating, 21 reviews

Casa 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

Home in Capelo

4.86 out of 5 average rating, 14 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

Cottage in Santo Amaro - S. Roque do Pico

4.97 out of 5 average rating, 103 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!