
Vacation rentals in Madalena
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Top-rated vacation rentals in Madalena
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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)

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.

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.

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

Quinta-Casa da Pipas Wine Cellar
Relax to the sound of nature in this calm and elegant space, enjoying a pool, Jacuzzi and sauna on a farm with a paradisiacal view of Vila da Madalena, the sea and Faial Island, and benefit from the pedestrian walks with a view of the Pico mountain. Our accommodations are located 2 minutes by car and 20 minutes on foot from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed. You can enjoy a sauna and a fire pit.

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.

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.

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.

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!

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!

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.

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
Other great vacation rentals in Madalena

Sunshine Apartment No. 1 Madalena

Atlantic Heritage Luxury Villa

Faial Marina Apartments 2

Maroiço Residence 2

Farm in the Heart of the Island

Ocean View Pico

RRAL 579 - Comfortable apartment in the center

Cliff House | Azores splendid Ocean View
Quick stats about vacation rentals in Madalena
Total vacation rentals
Explore 80 vacation rentals in Madalena
Nightly prices starting at
Madalena vacation rentals start at $56 CAD per night before taxes and fees
Verified guest reviews
Over 2,950 verified reviews to help you choose
Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
80 of Madalena vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madalena rentals
4.8 Average rating
Madalena stays are highly rated by guests—averaging 4.8 out of 5!
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