Vacation rentals in São Mateus da Calheta

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Top-rated vacation rentals in São Mateus da Calheta

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Top guest favorite

A traditional cottage structure is visible, featuring a sloped terracotta roof and whitewashed walls. A wooden gate is positioned at the entrance, complemented by natural stone walls. Lush greenery surrounds the home, providing a serene atmosphere amidst the landscape.

Apartment in Doze Ribeiras

5 out of 5 average rating, 29 reviews

LUZZ me - Casa das Doze Ribeiras Apart. com Quarto

A Casa das Doze Ribeiras é uma casa de campo tradicional totalmente recuperada. Tem um apartamento com uma grande sala e um quarto, e um estúdio em baixo, na antiga loja. Podem ser alugadas separadamente ou em conjunto. O espaço exterior é comum. Tem uma vista linda de mar, que nos dias de melhor visibilidade permite ver as Ilhas de São Jorge e do Pico ao longe. A casa está virada para uma ribeira, tem total privacidade e completa inserção na natureza, com grandes árvores e campos verdejantes.

Superhost

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

4.84 out of 5 average rating, 128 reviews

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!

Guest favorite

A rustic wash area features a natural stone wall with three wooden-framed mirrors mounted above a wooden countertop. The countertop is adorned with a simple bottle and soap, creating a functional space that harmonizes with the natural surroundings.

Cabin in São Mateus

4.97 out of 5 average rating, 29 reviews

Banana Eco Camp - Cabin - Mango

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.

Superhost

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.

Home in Angra do Heroísmo

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.

Top guest favorite

A bathroom countertop features a white sink set into a speckled granite surface. Two elegant containers are placed nearby, alongside a glass vase filled with white flowers. The mirrors create a bright reflection, complementing the soft natural light in the space.

Townhouse in Angra do Heroísmo

4.94 out of 5 average rating, 31 reviews

Cantinho do Cantagalo - O seu refúgio no Atlântico

Linda moradia geminada com uma localização fantástica, pois em menos de 5 minutos a pé estará no centro da cidade e com um miradouro a poucos metros de onde pode observar a cidade, a sua baía, o Monte Brasil e o oceano Atlântico. Remodelada e totalmente equipada, será certamente uma excelente escolha para proporcionar uma estadia maravilhosa na nossa linda ilha Terceira. Escolha o Cantinho do Cantagalo e descubra o porquê de adorarmos a nossa casa!

Top guest favorite

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

4.99 out of 5 average rating, 79 reviews

qMc - quinta do Mar, apart. c

Alojamento local (AL) certificado nº1435. Apartamento em condomínio privado, sobre o Oceano, na zona marinha do Negrito, São Mateus da Calheta, a 10 min de Angra do Heroísmo. 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

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.

Home in Angra do Heroísmo

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

Top guest favorite

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.

Apartment in Angra do Heroísmo

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.

Top guest favorite

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.

Apartment in Angra do Heroísmo

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.

Superhost

Home in S.Mateus

4.66 out of 5 average rating, 70 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

Chalet in Biscoitos

4.97 out of 5 average rating, 68 reviews

Casa do Moledo, Outeiro, Biscoitos AL RRAL Nº802

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 favorite

A private balcony features two wooden lounge chairs facing expansive ocean views. A small table is positioned nearby, and the space is illuminated by natural light through the full sliding glass doors. Lush greenery and coastal scenery can be observed in the distance.

Condo in Feteira, Angra do Heroísmo

4.88 out of 5 average rating, 158 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.