Vacation rentals in São Mateus da Calheta

4.84 out of 5 average rating, 128 reviews

A white-walled exterior is complemented by a rustic stone feature. The house number '111' is affixed in a contrasting dark finish, offering a clear point of identification against the smooth surface. Natural greenery is visible in the background, enhancing the serene setting.

Cottage in Santa Bárbara

Ribeira House I - private terrace & AC

Viva como um local nesta casa que combina uma arquitetura tradicional com um interior aconchegante, decoração moderna e totalmente equipado. É ideal para explorar a natureza e relaxar. Comece o dia com um pequeno-almoço no terraço com vista para o mar ou desfrute de um copo de vinho ao final do dia ao som da ribeira. Estamos perto de tudo (café, minimercado, restaurante - 1 minuto) mas longe o suficiente para desfrutar de uma estadia única. Perfeito para uma escapadela romântica!

4.99 out of 5 average rating, 79 reviews

A bright bedroom features large windows offering a sweeping view of the ocean and coastline. A tray with a chilled bottle and glasses rests on the bed. The room's minimalist design includes light wood flooring and neutral-colored walls.

Condo in S.Mateus

qMc - quinta do Mar, apart. c

Local Accommodation (AL) certificate No. 1435. Apartment in a private condominium, overlooking the ocean, in the marine area of Negrito, São Mateus da Calheta, 10 minutes from Angra do Heroísmo. Exclusive to those looking for quality, tranquility, convenience and security, in the middle of a natural environment, with excellent views of the sea, mountains and private access to the Negrito marine area Sun exposure to the East and South, overlooking Negrito, Monte Brasil and the Ocean.

5 out of 5 average rating, 31 reviews

A cozy interior space is seen through an open doorway, featuring two beds with light-colored linens and soft blue throws. The wooden walls create a warm and natural ambiance, while natural light filters through a small window above.

Cabin in São Mateus

Banana Eco Camp - Cabin - Coffee

Relaxe nesta escapadela única e tranquila.Banana Eco Camp is a Glamping located in the middle of a banana plantation. Here you can relax and enjoy nature at its finest. The campsite also has its own organic coffee shop. There is a lot within walking distance, such as the city of Angra do Heroísmo, restaurants and seaside pools. This cabin is equipped with one double bed with an outdoor shared kitchen and toilet In the glamping are BBQ, campfire areas and outdoor hanging nets.

5 out of 5 average rating, 10 reviews

A wooden door, featuring a rustic design, is framed by rough stone walls. The door is made from light-colored wood, accented by darker bands. A small shelf rests above the door, complementing the traditional aesthetic of the surrounding stone.

Home in Cinco Ribeiras

The Old Lagar- oven

Located within a 3000 square meter property, the house is an example of Terceira’s traditional architecture: made of stone walls, the main facade looking south, with wooden roof and tiles traditionally handcrafted using local materials. The house was restored in 2018 maintaining the original construction plan and preserving some structures of historical interest, such as the water reservoir, the furnace and the press, lagar in Portuguese, from which the house takes its name.

Condo in Angra do Heroísmo

A spacious studio is framed by a prominent stone archway. The room features warm wooden flooring and soft, neutral-toned walls. A well-made bed with light linens and accent pillows is visible, along with a window that brings in natural light.

4.97 out of 5 average rating, 31 reviews

AngrA+ | Studio with terrace with sea/city view

Este Apartamento 01 - Apartamento do Arco - está incluído num complexo de 6 apartamentos, o AngrA+. É um estúdio (T0), térreo e apropriado para mobilidade reduzida. Tem 40m2 e é dominado por um arco em cantaria do séc. XVII. Tem uma ampla (17m2) varanda exclusiva com mesa/cadeiras e com vista sobre o jardim, a cidade e o mar. Para uma ocupação máxima de 2 pessoas. Os espaços comuns incluem o jardim, uma pool exterior, uma esplanada e um salão com biblioteca e lareira.

Home in Angra do Heroísmo

A serene evening scene captures a person standing by the edge of a tranquil swimming pool, which reflects the soft hues of a sunset. The expansive view showcases a distant horizon over calm waters, framed by lush greenery around the property.

4.86 out of 5 average rating, 7 reviews

Yellow House - Metamorphosis in a single space

The Yellow House serves two different purposes: - Couples who want their bedroom to be separate from the living room - Families, or groups of friends, who want to share space while enjoying unique architectural solutions With the largest living room, it is conducive to socialising and happiness, which can be extended to the house's surrounding 900m2 lawn. The Yellow House, whether for couples or families, is the only one with a versatile organisation.

Home in Angra do Heroísmo

The image captures a serene view of two islands rising from the ocean at sunset. Soft pink and purple hues fill the sky, reflecting on the water. A quaint coastal community with white and red-roofed buildings is visible in the foreground, enhancing the tranquil seaside setting.

4.92 out of 5 average rating, 87 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

Apartment in Angra do Heroísmo

An outdoor seating area is displayed, featuring a gray sofa and armchair arranged around a wooden coffee table. A small potted plant is positioned beside the armchair. The backdrop includes a glass door leading to an interior space, framed by arched stone walls.

5 out of 5 average rating, 10 reviews

Casa de Foro T2

In the heart of Angra do Heroísmo. Casa de Foro brings together the character and authenticity of a historic building, with the amenities and comfort of a hotel and the functionality of your home. We will make your vacation memorable. 2 minutes walk from the sandy beach in the beautiful bay of Angra. Restaurants, cafes just a few meters away. In the heart of the historic center of Angra do Heroísmo.

Apartment in Angra do Heroísmo

A private terrace is furnished with dark wicker seating and a matching table. A large plant in a pot adds greenery, while views of colorful buildings with tiled roofs can be seen in the background under a clear blue sky.

4.95 out of 5 average rating, 19 reviews

Casa do Centro

Casa do Centro is centrally located (which is why we named it that way) to all the best hot-spots of downtown Angra do Heroísmo. Within walking distance of 5 minutes or less you can reach cafes, restaurants, beaches, bars, and of course, Angra's famous parties like Sanjoaninas! You are close to the best features, but just far enough away to enjoy good nights of rest in our island paradise.

4.66 out of 5 average rating, 70 reviews

Home in S.Mateus

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.

Condo in Feteira, Angra do Heroísmo

A seaside area is depicted with clear blue waters and a rocky coastline. Several people are enjoying the sun on the concrete platform and around the natural swimming pool. Vibrant colors of beach towels are scattered across the rocks, while others can be seen swimming and relaxing in the water.

4.88 out of 5 average rating, 157 reviews

Casa Ariel (AL n. 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.

Home in São Mateus da Calheta

A child is seen gazing out from between wooden beams, overlooking a vibrant harbor scene. Fishing boats are anchored in the calm blue water, while lush greenery frames the view. The backdrop features a clear sky, enhancing the coastal atmosphere.

5 out of 5 average rating, 9 reviews

Casa do Porto

With a constant view of the sea, Casa do Porto, in the village of São Mateus da Calheta, is located on the most important fishing port on the island of Terceira. With modern and comfortable decor, inspired by the Azores Sea, this is the ideal place for your stay. #restinazor #casadoporto [house of the port]

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Popular amenities for São Mateus da Calheta vacation rentals

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Other great vacation rentals in São Mateus da Calheta

Two wooden lounge chairs are positioned near the edge of a pristine infinity pool, overlooking a serene coastal landscape. Lush green hills rise in the background under a bright blue sky, offering a tranquil view of nature.

4.93 out of 5 average rating, 44 reviews

Garajau Room: Peaceful Stay By the Sea

LilyRating, 5 stars2 weeks ago

This is a very cute, cosy room situated in quite possibly the most stunning guesthouse on Terceira. A truly unique view from the living room made the whole experience unforgettable. Very nice + spacious bathroom, and the room was sparkling clean. I simply wish we could have stayed longer! The hosts are incredibly responsive, receptive and kind, and the housekeeper is an absolute sweetheart who very kindly laid out a breakfast spread for us each morning. Overall, I would recommend Silveira Bay in a heartbeat, and very much hope to return one day again soon.

A door opens to reveal a scenic view of a blue sky and the ocean. Natural light floods the entryway, highlighting warm-toned wooden flooring. Outside, a landscaped area features greenery and decorative elements, all framed by soft curtains and a wicker light fixture above.

4.87 out of 5 average rating, 15 reviews

Basalto Negro AL- Sea Room (private bathroom- outside)

SimoneRating, 5 stars9 months ago

Despite the system problem he had with an overbooking, Luis found us a fantastic apartment to stay in a few hundred metres from his own and was so kind to let us experience calf breastfeeding anyway

Farm stay in São Mateus da Calheta

A scenic view is framed by a stone window, revealing a vibrant landscape of lush greenery and distant coastal hues. The horizon features a blend of blue sky and ocean, while nestled below are fields and residential areas, creating a peaceful rural setting.

4.64 out of 5 average rating, 11 reviews

Banana Eco Camp - Windmill

StephanieRating, 5 stars1 month ago

The windmill is very peaceful and private. We loved our stay. It was good for 2 adults and 2 little kids. Very close to Agra where we spent a lot of time. we did breakfast every day at the Coffee Cabana which was lovely

Two wooden loungers are positioned by an infinity pool, reflecting serene waters. The pool offers expansive views of lush green hills and the coastline under a clear blue sky, creating a peaceful outdoor setting for relaxation.

4.98 out of 5 average rating, 57 reviews

Imperador Room: Peaceful Stay By the Sea

LilyRating, 5 stars3 weeks ago

This is genuinely one of the most beautiful places I've ever stayed in my life. Bruna and Emmanuel's guest house is unforgettable, a truly unique view coupled with a beautiful room makes for the perfect stay. So many cool features (such as the mirror with an integrated bluetooth speaker as one example) were understated yet there was clear attention to detail throughout. The linens and furniture had been chosen perfectly, and the room was sparkling clean. I simply wish we could have stayed longer! The hosts are incredibly responsive, receptive and kind, and the housekeeper is an absolute sweetheart who very kindly laid out a breakfast spread for us each morning. Overall, I would recommend Silveira Bay in a heartbeat, and very much hope to return one day again soon.

A wicker basket is arranged on a table, filled with an assortment of breakfast items. The basket contains loaves of bread, bottled water, various jars, and a selection of tea bags and other packaged goods, providing convenient options for guests.

4.98 out of 5 average rating, 80 reviews

Quarto-2 Filo's Guest House (RRAL N°1912)

AlbaRating, 5 stars1 month ago

Very pleasant and comfortable stay, Filó was very attentive to everything, she was super friendly, on Sunday she invited us to a super delicious breakfast with cheese and delicious bread In the room there are welcome gifts, small bottles of water and chocolates, everything was perfect We went whale watching and our clothes got wet, he dried them in the dryer and it was a very thoughtful gesture There is parking at the house and that's appreciated Everything is perfect, we recommend it 100%!!!!

Home in São Bartolomeu de Regatos

A hen is seen pecking at feed alongside several fluffy chicks. The scene is set against a backdrop of lush greenery, with ferns and plants adding a vibrant natural element. A shallow feeding tray is positioned on the ground, filled with grains.

5 out of 5 average rating, 18 reviews

CASA DA EIRA

JoséRating, 5 stars1 month ago

José Lucio's accommodation is perfect, everything is impeccable and matches the descriptions. The bedding is impeccable and the house is very clean in a very quiet environment, all in a private and green garden with private parking. José Lucio is very friendly and the small touches on arrival are very nice. Thank you, we'll be sure to recommend this place if needed. Kind regards José

A serene view of the coastline is visible, featuring rocky hills that border the tranquil blue sea. White clouds drift across the sky, and the architectural elements of nearby stone walls and rooftops create a harmonious blend with the natural landscape.

Private room in Feteira

5 out of 5 average rating, 5 reviews

Pedra de Lava Azores - Bedroom 1

NataliaRating, 5 stars4 days ago

We had an amazing stay! The place is spacious and perfect for both work and relaxation with a loved one. Highly recommend! Also, Sara recommended one of the best restaurants on the island - Taberna Roberto - which we both absolutely loved 🥰