Holiday rentals in Madalena

A spacious terrace is equipped with three lounge chairs overlooking the harbor. The view includes the coastline, distant mountains, and the sea, with boats visible in the water. The terrace is sunlit, bordered by a low wall, and the surroundings feature varied rooftops.

4.8 out of 5 average rating, 56 reviews

Casa do Pico

Fica a 2 minutos a pé do Terminal dos barcos que ligam a Ilha do Pico às Ilhas do Faial e São Jorge. 1 minuto a pé das Empresas de Whale Watching. 10 minutos de carro do Aeroporto. Muito próximo das piscinas municipais. Próximo de Bares e Restaurantes. . Apartamento com muita iluminação e o pé-direito alto e um terraço com uma vista magnífica sobre o porto da Madalena e o canal que liga as Ilhas do Faial e do Pico. Este espaço é bom para casais, viajantes de negócios, e famílias (com crianças)

4.91 out of 5 average rating, 23 reviews

A wooden table is set on a terrace, featuring two glasses of white wine and a bowl of mixed nuts. In the background, a marina is visible with boats docked along the waterfront, framed by palm trees and coastal buildings under a clear blue sky.

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Casa do Porto @ casa com terraço em frente ao mar

A Casa do Porto está localizada na Madalena do Pico junto à margem do porto velho, a 350 metros da Gare Marítima João Quaresma, a 140 metros das Piscinas Naturais da Areia Funda e a 200 metros do centro da vila, onde pode encontrar diversos serviços como restaurantes e supermercados. Esta casa de férias apresenta um terraço com vista privilegiada para o mar e para a vila. Está disponível acesso Wi-Fi gratuito e parque de estacionamento publico gratuito a menos de 100 metros.

4.97 out of 5 average rating, 58 reviews

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

Adega da Quinta-Casa da Pipas

Relax ao som da natureza, neste espaço calmo e elegante, desfrutando de banho de piscina, jacuzzi e sauna numa quinta com vista paradisíaca sobre a Vila da Madalena, o mar e a Ilha do Faial e beneficie dos passeios pedestres com uma vista para a 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. Pode usufruir de uma sauna e de um firepite.

4.95 out of 5 average rating, 204 reviews

A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.

Home in Madalena

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Apartment in Madalena (Areia Larga area)

An open living area is presented with a light-colored sofa facing a wall-mounted television. Circular woven art pieces adorn the white walls. A low coffee table is centered on a textured rug, flanked by two armchairs and a decorative floor lamp.

4.81 out of 5 average rating, 143 reviews

Casa do Cacto - 1 Bedroom Flat in Areia Larga

Our 1-Bedroom Flat is a stylish and comfortable accommodation for a couple or small group (3-4 people max) - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

4.96 out of 5 average rating, 162 reviews

A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.

Holiday home in Madalena

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

4.95 out of 5 average rating, 129 reviews

An open-plan living area is presented, featuring a wooden ceiling and earthy yellow flooring. A dining table with yellow chairs is visible, alongside a kitchenette equipped with essential appliances. Bright natural light filters through large windows, creating a warm and inviting space.

Home in Horta

Casinha Pim - Front of Beach/city house

Casinha em frente à praia de Porto Pim, com uma vista incrível e bem equipada. A 5 min. a pé do centro da cidade Tem TV cabo e Wi-Fi. Estacionamento gratuito perto de casa e espaço para guardar as suas bicicletas dentro de casa. Situa-se num antigo bairro de pescadores de frente para a baía e praia de Porto Pim e para o Forte de São Sebastião, muito agradável, tradicional e muito muito calmo.

A welcoming living area is presented with a light gray sofa and a blue couch, each adorned with decorative pillows. A wooden coffee table is centered on a patterned area rug, with natural light filtering through sheer curtains that frame a nearby window.

4.96 out of 5 average rating, 23 reviews

SanMar

SanMar- Alojamento no centro pitoresco da Vila da Madalena, perto dos principais pontos turísticos e de vias de comunicação. Ao se localizar no centro da Vila da Madalena, esta próximo do hipermercado, restauração, entidades policiais, praças de táxi, gare marítima e todos serviços.

Superhost

A modern kitchen is showcased, featuring dark wood cabinets and sleek black countertops. Stainless steel appliances, including an oven, microwave, and kettle, are visible. Light-colored tiles adorn the walls, while a small window offers natural light, enhancing the functional space.

Townhouse in Madalena

4.68 out of 5 average rating, 88 reviews

Pico Island Townhouse

Townhouse on the island of Pico in Madalena, the largest city on the island. Walking-distance to the shore, market, and town-center. Very pretty views of the ocean and island of Faial from the front of the house and a small private backyard. All new mattresses installed July 2025!

4.8 out of 5 average rating, 123 reviews

A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.

Cottage in Bandeiras

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

4.92 out of 5 average rating, 134 reviews

A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.

Home in Horta

Casa Mar do Triângulo

Casa Tradicional de 1937 que foi recuperada mantendo a sua aparência rústica e acolhedora.Dispõe de uma vista espectacular da Montanha do pico, da Baía da Horta bem como da Baía do Porto Pim e ainda a ilha vizinha Sao Jorge.

4.96 out of 5 average rating, 185 reviews

A prominent volcanic mountain rises in the background, its peak capped with a slight cloud cover. Lush greenery surrounds the base, while a tranquil body of water reflects the mountain's silhouette. The image captures a serene natural landscape, inviting exploration and appreciation of the view.

Flat in Horta

2 bedroom apartment on a Farm

Located on a Farm in Horta City, this 2 bedroom apartment with simple and modern lines, is ideal to enjoy the city and the silence of the country side. With a great view to the ocean, the city and Pico Island.

Popular amenities for Madalena holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Madalena

5 out of 5 average rating, 30 reviews

A rustic stone cottage with a red tiled roof is set against a backdrop of green pastures and a distant mountain. Clear skies and an expansive view of nearby islands enhance the serene environment surrounding the property.

Home in Rosais

Laura's Cottage AL

5 out of 5 average rating, 60 reviews

A rustic structure with a tiled roof is framed by lush greenery, situated near the base of a towering mountain. The building features large windows, allowing natural light to fill the interior, while the distinctive mountain peak rises prominently in the background.

Home in PT

Adega Fraga - Cabrito Ilha do Pico Açores

5 out of 5 average rating, 26 reviews

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

Atlantic Heritage Luxury Villa

4.73 out of 5 average rating, 249 reviews

A well-lit studio features large glass doors leading to a private outdoor area. A spacious bed is complemented by decorative pillows. A fully equipped kitchen with modern appliances is visible, alongside a dining table with chairs, creating a functional living space.

Flat in Horta

Faial Marina Apartments 2

The bedroom features a spacious bed with a vibrant teal comforter and decorative pillows. Natural light filters through the large glass doors leading to a private balcony, framed by dark curtains. A small rug complements the wooden floor, while simple wall sconces provide soft lighting.

4.83 out of 5 average rating, 12 reviews

Maroiço Residence 2

A spacious living area features a dark leather sectional sofa adorned with decorative pillows. A soft area rug sits on the tiled floor. In the background, an open kitchen with white cabinetry and a breakfast bar is visible, along with a television stand. Natural light filters through the windows.

4.5 out of 5 average rating, 103 reviews

Apartamento da Cristiano, Lda

5 out of 5 average rating, 6 reviews

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

Ocean View Pico