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Vacation rentals in São Mateus da Calheta

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Top-rated vacation rentals in São Mateus da Calheta

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Superhost
Two hands are shown forming a heart shape against a backdrop of the ocean. The vibrant blue water meets a rocky shore, with green grass and a path visible in the foreground, highlighting the natural beauty of the coastal setting.
Apartment in São Mateus
4.9 out of 5 average rating, 10 reviews

Life on Quinta do Mar - New Oceanfront Oasis

AL apartment with breathtaking panoramic views of the ocean, Negrito Bay and Monte Brasil, located within a private oceanfront condominium. Accommodations are equipped with all modern conveniences such as, air conditioning in every room, Wi-Fi, 180 TV channels, full kitchen, washer and dryer, separate dining area, two bathrooms and private parking for two cars. Conveniently located in the town of São Mateus, just ten minutes from Angra do Herosmo, only two minute walk from the Negrito Bay area.

Guest favorite
Condo in Angra do Heroísmo
5 out of 5 average rating, 7 reviews

AngrA+ | Two bedroom apartment with sea/city view

O Apartamento 06 está incluído num complexo de 6 apartamentos, o AngrA+. Tem 2 quartos e 1 sala (área total de 77m2). Destaca-se pelas frentes envidraçadas sobre a cidade e sobre o mar. Tem jardim interior e terraço exclusivo com vista panorâmica. Localiza-se perto da zona da pool. Os espaços comuns incluem jardim, pool exterior, salão com biblioteca e lareira, esplanada e lavandaria self-service. Ocupação máxima de 5 pessoas (1 cama casal, 2 camas single e 1 sofá -cama).

Top guest favorite
Two comfortable chairs are positioned on the grassy shore, overlooking a rocky coastline and the vast ocean. A small wooden table sits between them, inviting relaxation while enjoying the scenic view of the water and distant landforms under a clear blue sky.
Condo in S.Mateus
4.99 out of 5 average rating, 118 reviews

qMc - quinta do Mar, apart. C

Alojamento local (AL) certificado n.º1435. Apartamento em condomínio privado, sobre o Oceano, na zona marinha do Negrito, São Mateus da Calheta, a 10 min de Angra do Heroísmo (cidade património Mundial). Exclusivo a quem procura a qualidade, tranquilidade, comodidade e segurança, no meio de um ambiente natural, com excelente vista de Mar, montanha e acesso privado à zona marinha do Negrito Exposição solar a Este e Sul, vista para o Negrito, Monte Brasil e Oceano.

Guest favorite
A rural house is depicted, featuring white walls and unique stone accents around the windows. A tree with budding leaves stands prominently in the foreground, while a tidy garden bed with flowers is visible nearby. Clear blue skies add to the peaceful setting.
Home in São Bartolomeu de Regatos
4.96 out of 5 average rating, 28 reviews

CASA DA EIRA

Casa da Eira is a country house, inserted in the rural environment of vegetable gardens and animals. It is located in the parish of São Bartolomeu, 5 minutes from two seaside resorts, the port of Cinco Ribeiras and Negrito, and 10 minutes from the World Heritage city of Angra do Heroísmo. With a large space, with a garden, vegetable gardens, a barbecue area and even a chicken coop, where you can observe our chickens and taste the wonderful eggs they lay.

Top guest favorite
A bright interior features four wooden stools arranged at a window-side counter. Large windows offer a view of the sea and rocky coastline, allowing natural light to fill the space. Light-colored flooring complements the subtle decor.
Cottage in Quatro Ribeiras
4.99 out of 5 average rating, 167 reviews

Casa da Baía das Quatro [House of the Bay of Four] - AL 1425

Recently rebuilt house, located in one of most beautiful bays in the Azores. Nestled on the slope of the Quatro Ribeiras, it offers a unique view of both the sea and the rocky escarpment of the bay. Fully equipped with two bedrooms (one suite), two bathrooms, an open concept kitchen and living room, heating stove, balcony and outside space with barbecue and fire pit. Free private parking. Clean and Safe seal. Get ready for an unforgettable stay!

Top guest favorite
A scenic view of a harbor filled with boats is captured, framed by lush green hills and blue skies. A small child is seen perched on a stone ledge, overlooking the water, highlighting a serene coastal atmosphere.
Townhouse in Angra do Heroísmo
4.95 out of 5 average rating, 41 reviews

Cantinho do Cantagalo - Your refuge in the Atlantic

Beautiful twin house with a fantastic location, because in less than a 5-minute walk you will be in the city center and with a viewpoint a few meters from where you can observe the city, its bay, Mount Brasil and the Atlantic Ocean. Remodeled and fully equipped, it will certainly be an excellent choice to provide a wonderful stay on our beautiful Terceira Island. Choose Cantinho do Cantagalo and discover why we love our home!

Top guest favorite
Two rocky islands emerge from a misty sea, their rugged shapes contrasting with a calm, deep blue ocean. Soft clouds drift above, reflecting the tranquil atmosphere of the surrounding landscape.
Home in Angra do Heroísmo
4.94 out of 5 average rating, 118 reviews

Breathe Nature - Beach House Azores

Relax in this Unique and Peaceful stay at Beira-Mar, a house inserted in the area of ​​Cultivation of Vineyards, which will take you back to a time when locals moved to Traditional Wineries, in order to take care of the vineyards, enjoy the sea ​​and the unique landscape. A unique house, with lots of character and love for details. This house is close to the Zona Balnear (two minutes walking). license number 831/AL

Superhost
The windmill features a circular stone structure with a textured grey facade, highlighted by a conical roof in a warm tone. Natural light filters from above, casting soft shadows on the surrounding concrete patio and steps, which lead to the entrance.
Farm stay in São Mateus da Calheta
4.73 out of 5 average rating, 15 reviews

Banana Eco Camp - Windmill

The Windmill of the Banana Eco Camp is located on top of the hill in the middel of banana and flower platantation. Here you can relax and enjoy nature with more than 2 hectares of field only for you. In this huge plantation you will have the cosy windmill with al the comfort from a home. In the early morning you will have the chance to see the sun rise. This windmill is equipped with an double bed, toilet, and shower.

Guest favorite
A cozy interior space features a spacious bed with a light-colored covering, positioned nearby a modern green sofa accented with decorative pillows. A wooden dresser stands in the background, while sheer curtains allow natural light to brighten the room.
Loft in Angra do Heroísmo
4.89 out of 5 average rating, 46 reviews

Green House - Between the sea and the mountains

From Casa Verde, you can see the islands of São Jorge, Pico, and Graciosa. These three neighboring islands accompany the guests’ gaze, as if inviting them to be admired over time. Casa Verde, located in the heart of the farm, is a place of balance between different landscapes. From its windows, you can enjoy views of the sea, mountains, countryside, and Pico da Vigia, in a constantly changing scenery.

Superhost
Home in S.Mateus
4.7 out of 5 average rating, 83 reviews

Ocean Front/Terraced House

Immerse yourself in the local culture while staying in this elegant and newly restored home, on Terceira Island- Azores. This scenic property offers panoramic ocean views, sight line to Mt. Brazil and the quaint town of Sao Mateus. Located atop a tall sea wall that resembles a fortress with it's well appointed large balconies, spacious patio seating/dining areas and magnificent views.

Guest favorite
The kitchen area features a wooden dining table surrounded by mid-century chairs. A stone wall provides a natural backdrop to open shelving displaying dishware. Modern appliances are integrated into the design, enhanced by warm pendant lighting above.
Home in Angra do Heroísmo
4.96 out of 5 average rating, 24 reviews

Modern Rustic Beach Getaway 𓇼

We love warm and calm spaces that feel one with nature. That's what we tried to achieve at Casca de Noz! Here are some highlights of what you can expect: * Pristine location * Interior herb and veggie garden * Smart lights controlled by Alexa * Wooden deck under a fruit palm tree * Special local partnerships We look forward to meet you!

Guest favorite
Condo in Feteira, Angra do Heroísmo
4.89 out of 5 average rating, 172 reviews

Casa Ariel (AL no. 1687)

NEWLY RENOVATED – Experience modern living in our beautifully designed condo, offering some of the most stunning views on the island. Nestled in Feteira, this home overlooks iconic ‘Ilhéus das Cabras’ to the left and majestic ‘Mount Brazil’ to the right, with open ocean views ahead—perfect for unforgettable sunsets.

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