Some info has been automatically translated. Show original language

Holiday houses in São Mateus da Calheta

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in São Mateus da Calheta

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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.

Top Guest favourite
A section of exposed stone wall is integrated into a neutral-colored space, featuring an ancient design that reflects the historical character of the building. A modern gray sofa with decorative pillows is positioned nearby, contributing to the room's contemporary design.
Condo in Angra do Heroísmo
5 out of 5 average rating, 23 reviews

AngrA+ | One bedroom apartment with sea/city view

O apartamento 03 está incluído num complexo de 6 apartamentos, o AngrA+. É um T1 duplex com 51m2, com sala e um quarto, dominado por 2 oratórios do séc. XVI. Situa-se no piso 1 e tem uma janela com uma vista impressionante. Tem uma varanda exclusiva (17m2) com vista sobre o jardim, cidade e mar. Ocupação 1-3 pessoas (cama de casal e sofá-cama). Os espaços comuns incluem um jardim, uma pool exterior, um salão com biblioteca e lareira, uma esplanada e uma lavandaria self-service.

Top Guest favourite
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, 116 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 favourite
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
5 out of 5 average rating, 27 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.

Superhost
Tiny home in Terra Cha
4.76 out of 5 average rating, 55 reviews

Full Moon Cellar

Independent and isolated Annex/Cellar, which is spread out over a single floor, enjoying a private outdoor space and integrated into the property where I live regularly. Located in a quiet area, enjoying the proximity of animals (dogs, cows, various birds, turtles...), about 5 km from the city of Angra do Heroísmo and with the possibility of parking inside the walled space. Discover the gorgeous landscape that surrounds this place to say.

Top Guest favourite
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, 116 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 favourite
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, 45 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.

Top Guest favourite
A cozy living area features a brown sofa and a round dining table surrounded by white chairs. Woven wall art decorates the space, enhancing the rustic ambiance. Wooden flooring complements the warm tones of the interior, while a hallway leads to additional areas of the home.
Home in Serreta
5 out of 5 average rating, 24 reviews

Ten Chôa - Casa da Mata

Restored centenary house, located in a very quiet area where there is an orchard and a vast forest, known as Serreta Forest, one of the "lungs" of Terceira Island. This accommodation is ideal for those who like to be immersed in nature and enjoy the scents and the singing of birds. Here, you will definitely have isolation because it is far from the cities. Ideal country house to rest.

Top Guest favourite
The modern chalet is set amidst lush greenery, showcasing a combination of stone and wood elements. Large glass doors provide an open view of the surrounding nature, while the elevated structure offers a glimpse of the terraced garden below.
Chalet in Biscoitos
4.98 out of 5 average rating, 80 reviews

Casa do Moledo, Outeiro, Biscoitos AL RRAL No. 802

Mountain Chalet located on the highest point of the hillside of the Biscoitos village, surrounded by orange groves, grasslands with cows, sheep and Atlantic Forest, at 5 minutes’ drive from the coast and the famous natural pools and Protected Landscape of Wines Biscoitos Area. Ideal for relaxing, swimming, snorkelling, hiking trails, bird watching, etc.

Guest favourite
An outdoor balcony is showcased, featuring two simple white chairs and a small wooden table. The expansive ocean view is visible, with the sun setting over the water, creating a serene atmosphere. Glass railings provide an unobstructed sight of the landscape.
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.

Popular amenities for São Mateus da Calheta holiday rentals