Villa vacation rentals in Ilha do Pico

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Top-rated villa rentals in Ilha do Pico

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Superhost

A spacious balcony extends from the house, featuring wooden furniture set against a backdrop of expansive ocean views. The structure combines stone and wood elements, with large glass windows reflecting the serene blue of the sea. Lush greenery frames the scene.

Villa in São Roque do Pico

5 out of 5 average rating, 20 reviews

Whale Watcher's House

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. All rooms have a view; living room with glass sliding doors which invite outdoors in. 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. Come see what you have been missing - you won’t want to leave.

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,

4.93 out of 5 average rating, 27 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 spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.

Villa in Conceicao

5 out of 5 average rating, 9 reviews

Sea view villa and beach access on foot

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

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, 33 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.

Superhost

An outdoor seating area is presented under a wooden pergola with a sloped roof. Two lounge chairs and a wooden dining set create a welcoming space, while a low stone wall and lush greenery provide a natural backdrop. Sunlight filters through the open structure.

Villa in Prainha

4.82 out of 5 average rating, 49 reviews

Pico Formoso - "Vínea Lava" Vacation Home Prainha

The house "Vinea Lava" is 25 km from Pico Airport, 15 km from the cruise port of São Roque do Pico with daily connections to the island of São Jorge, Faial and others, 3 km from Diving Center in Santo Amaro, 300 m from the excellent natural pool and the crystal clear and pure sea, 1 km from the center of the parish, market, cafes, restaurant, bakery, ATM garden. About 3 km away is the Mystery of Prainha snack park, "Baia de Canas" beach and "Baia da Areia" beach.

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, 19 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!

Superhost

A rustic stone house is viewed against a backdrop of a prominent volcanic mountain. The vibrant sky features varying shades of blue and white clouds. A sturdy stone wall outlines the property, creating a clear boundary between the home and the surrounding landscape.

Villa in Santa Luzia

5 out of 5 average rating, 6 reviews

Yes Pico - By the Sea "Casa 3 Vistas"

A Yes Pico - By the sea " Casa 3 Vistas", encontra-se localizada na zona costeira do Cabrito, pertencente à freguesia de Santa Luzia, concelho de São Roque do Pico. No lugar do Cabrito, é possível observar uma grande quantidade de estruturas semicirculares de pedra, construídas para proteger figueiras e que são representativas do fantástico esforço por parte do Homem do Pico para conseguir extrair sustendo a partir de solo rochoso e árido.

Guest favorite

The exterior of the house is highlighted by a sloped roof and a porch with two chairs, framed by landscaped grounds featuring lush greenery and volcanic rock. The backdrop includes a clear sky with scattered clouds and the silhouette of Pico Mountain in the distance.

Villa in Madalena

4.89 out of 5 average rating, 9 reviews

Casa Baleia Laranja Ocean-Front

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

Superhost

Three individuals are positioned on a balcony, gazing out at the ocean. A view of the mountain is visible in the background, with clouds gently covering its peak. The scene is framed by greenery at the base, capturing a moment of tranquility.

Villa in Manadas

4.8 out of 5 average rating, 5 reviews

Casa dos Terreiros | Oceanfront Villa

With a stunning view of the ocean and the islands of Pico and Faial, our house offers the comfort and tranquility you deserve. Equipped kitchen, full bathroom, living room with TV, a bedroom with a double bed and the flexibility to have two extra single beds or an additional double bed, ensuring space for the whole family. Enjoy the porch with a table and lounge chair, ideal for admiring the view and feeling the sea breeze.

Guest favorite

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

4.93 out of 5 average rating, 55 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 favorite

A charming stone house features a vibrant red door and window shutters, complemented by a balcony with modern railing. A set of steps leads to the entrance, with lush greenery visible in the background, highlighting the natural surroundings.

Villa in Pontas Negras

5 out of 5 average rating, 20 reviews

Seagull Corner

Our holiday home Cantinho dos Cagarros, overlooking the Atlantic Ocean, is located in Aguada, Ponta Negras, on the island of Pico. The cozy rooms provide rest and silence, which at dusk is sometimes interrupted by the fascinating song of the gulls. Enjoy our balcony or our spacious porch, ideal for outdoor dining with ocean views. The proximity of the "Pedreira or Carregadouro" bathing area (a 3-minute walk away).

Superhost

The exterior of a stone building is shown, featuring a staircase leading to a raised terrace. The terrace is covered with a canopy, offering views of the surrounding green mountains. The landscape includes a mix of natural vegetation and neatly arranged stones.

Villa in Prainha

4.92 out of 5 average rating, 13 reviews

Port Wine Cellar - Adegas do Pico

Adega do Porto belongs to Adegas do Pico, a set of 13 stone houses located in Praínha, Pico island, where the guests enjoy the hospitality and the feeling of the traditional Azorean village. This house is located about 250 meters from the sea and center of the village, with a great view to the sea and São Jorge Island. Local grocery shop, restaurant and Tapas&Wine house within walking distance.