Vacation 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

It is a 2-minute walk to the Terminal of the boats that connect Pico Island to Faial and São Jorge Islands. A 1-minute walk to the Whale Watching Companies. 10-minute drive to the airport. Very close to the municipal swimming pools. Close to Bars and Restaurants. Apartment with lots of lighting and a high ceiling and a terrace with a magnificent view over the port of Madalena and the channel that connects the islands of Faial and Pico. This space is good for couples, business travelers, and families (with kids)

5 out of 5 average rating, 16 reviews

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

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.

4.9 out of 5 average rating, 154 reviews

A cozy living space is shown, featuring a spacious bed and a small dining area with two black chairs and a round table. Large glass doors provide a view of the ocean, while two dark armchairs are positioned nearby. Soft natural light enhances the ambiance.

Apartment in Horta

Apartamento Avenida - AL 1798

The "Avenida Apartment" is a modern studio apartment, in an anti-seismic building from 2008, very cozy, with lots of light, located in the historic center of the city of Horta, Faial Island, Azores, in the middle of the marginal avenue, close to bars, restaurants, banks, pharmacies, commerce in general and areas of tourist interest, a 10-minute walk from Conceição beach, the maritime terminal and Porto Pim beach. It has an excellent view of the Atlantic Ocean and the Mountain of Pico Island.

4.86 out of 5 average rating, 58 reviews

The modern building features a clean white façade with two windows and a centrally positioned front door. The door is framed in dark blue, and a side window with dark shutters complements the architecture. The street is lined with small black bollards.

Apartment in Outeiro

Paula Machado Apartment 40A

Modern apartment built in the year 2022 quiet and well-located. Located a 5-minute walk from the Vila da Madalena Center and the restaurants and bars. The bathing areas of the village are close as well as public transport. In the vicinity of the Apartment there are grocery areas and also the Municipal Health Center There are 4 tennis courts in the area ( 2 in the campsite where there is also a Bar and the others In the Jardim dos Maroiços area right in the center of the Village).

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.

4.91 out of 5 average rating, 22 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.

Home in Madalena

Casa do Porto @ house with a terrace facing the sea

Casa do Porto is located in Madalena do Pico by the shore of Porto Velho, 350 meters from Gare Marítima João Quaresma, 140 meters from Areia Funda Natural Pools and 200 meters from the village center, where you can find several services such as restaurants and supermarkets. This holiday home features a terrace with a privileged view of the sea and villa. Free Wi-Fi and free public parking are available within 100 meters.

Vacation home in Madalena

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.

4.96 out of 5 average rating, 162 reviews

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.

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!

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- Accommodation in the picturesque centre of Vila da Madalena, close to the main sights and communication routes. Located in the center of Vila da Madalena, it is close to the hypermarket, restoration, police entities, taxi stands, maritime gare and all services.

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.

4.96 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.

Apartment 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.

4.95 out of 5 average rating, 78 reviews

A terrace area is visible, featuring a gray overhang and a wall of dark stone. A lamp hangs from the structure, and green shutters complement the white-framed window. The ocean can be seen in the background, with soft hues of sunset lighting the sky.

Home in Madalena

typical Pico house, rustic and modern style

gosto muito do espaço da casa, muito confortável ... com uma bela esplanada com vista para o Oceano Atlântico e para o ponto mais alto de Portugal, Montanha do Pico.

Popular amenities for Madalena vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Madalena

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

Villa in São Roque do Pico

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.

5 out of 5 average rating, 36 reviews

Casa da Canada

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.

Apartment 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.

4.51 out of 5 average rating, 102 reviews

Cristiano's Apartment, Lda

4.89 out of 5 average rating, 89 reviews

A spacious living area features a dark sofa facing large glass doors that open to an ocean view. A wooden dining table with matching chairs and patterned tiles can be seen in the background, while natural light illuminates the room.

Home in Mount Pico

Casa da Rocha