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Holiday rentals in São Mateus

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Top-rated holiday rentals in São Mateus

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Guest favourite
A relaxing outdoor patio area is shown, featuring a large umbrella providing shade. A patterned rug is laid on the white surface, complemented by colorful cushions. The ocean and green hills are visible in the background under a partly cloudy sky.
Home in Horta
4.88 out of 5 average rating, 32 reviews

Cliff House | Azores splendid Ocean View

A refurbished cottage with splendid views on the South of Faial Island, 2Km from Horta. A quiet and unique setting for some memorable vacations. Only 15 minutes walk from Horta city center, close enough to visit the marina or Peters Cafe Sport by foot but far away enough to have complete privacy and stunning ocean front views. An almost 100 year old sea front house turned in to a comfortable and picturesque cottage by the sea. If you have any questions, please feel free to contact us directly.

Guest favourite
A glass of red wine is positioned on a white surface, overlooking a green landscape and the ocean. The distant outline of a neighboring island is visible against a partly cloudy sky, providing a serene view of Pico Island's natural beauty.
Home in São Roque do Pico
5 out of 5 average rating, 29 reviews

~The View Of The Blue~

Nestled up on a charming hilltop with stunning panoramic views, you cannot go wrong with this guesthouse. The View of The Blue is the space that appeals to all of your senses & to truly relax & take in the many natural wonders that Pico Island offers. Located 5kms from São Roque centre & ferry terminal,offering shops/restaurants/bakeries/cafes/museums/natural ocean pools & a starting point to Mt. Pico road&elsewhere. Private & Spacious Home. Value & Tranquility. Take A View & See You Soon.

Guest favourite
A rustic stone house with a traditional basalt facade is set against a cloudy sky. Green shutters adorn the windows, and a staircase leads to an upper deck. The surrounding area features volcanic black gravel, creating a stark yet appealing contrast to the structure.
Home in Candelaria
4.87 out of 5 average rating, 15 reviews

Adega Verdelho

Located in a quiet coastal area of the parish of Candelária, this rustic house is set within a vineyard classified as a World Heritage Site. With a basalt stone façade, typical of the island’s wine cellars, it offers an authentic and peaceful stay. Just 12 km from the airport and 15 minutes from the town of Madalena, it boasts stunning views of the ocean, the island of Faial, and the majestic Pico Mountain. This house is the ideal retreat for those seeking peace, scenery, and Azorean identity.

Top guest favourite
An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.
Cabin in Madalena
4.96 out of 5 average rating, 93 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil 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 located 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.

Guest favourite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande
4.9 out of 5 average rating, 20 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

Top guest favourite
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
4.95 out of 5 average rating, 209 reviews

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.

Top guest favourite
Home in Ribeiras
5 out of 5 average rating, 30 reviews

Views, peace, and quiet

180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.

Top guest favourite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena
4.95 out of 5 average rating, 117 reviews

Grandfather Francisco's House

Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

Top guest favourite
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
4.95 out of 5 average rating, 164 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 spacious bedroom is presented, featuring a light-toned bed covered with a textured blanket. Floor-to-ceiling windows offer expansive views of the ocean. Natural light fills the room, complementing the warm wood tones of the decor. A woven rug and a wooden side table enhance the inviting ambiance.
Home in São Roque do Pico
4.86 out of 5 average rating, 7 reviews

Casa da Faia

A Hidden Paradise in Nature Escape to this unique stone retreat, where modern design meets breathtaking natural beauty. Perched between lush greenery and stunning views of the ocean and mountains, it’s the perfect place to unwind and reconnect. Experience tranquility, privacy, and elegance all in one unforgettable stay. Book now and make this hidden paradise yours.

Top guest favourite
A dining area features a rustic wooden table accompanied by colorful chairs, while a peaceful outdoor view is visible through large windows. An inviting pathway leads to a well-structured house nestled among trees, with a cloudy sky providing a serene backdrop.
Home in Candelaria
4.89 out of 5 average rating, 27 reviews

Local accommodation

Local accommodation in a quiet area of the parish of Candelária, 10 minutes from Vila da Madalena, Pico Island. Designed for a dreamy stay, comfortable and spacious, perfect for a romantic getaway or for taking that much-needed vacation. Come immerse yourself in nature and enjoy a breathtaking view.

Guest favourite
A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.
Home in Madalena
5 out of 5 average rating, 21 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

Popular amenities for São Mateus holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. São Mateus