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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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Guest favorite
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 da Calheta
4.91 out of 5 average rating, 11 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.

Superhost
A spacious sleeping area features a large bed dressed in white linens. Decorative pillows in warm tones are placed on the bed, complemented by a soft, textured blanket. Two metallic pendant lights hang above, and a natural wood shelving unit provides storage space.
Apartment in Doze Ribeiras
4.89 out of 5 average rating, 9 reviews

LUZZ me - Casa das Doze Ribeiras Studio

Casa das Doze Ribeiras is a fully restored traditional country house. It has an apartment with a large living room and a bedroom, and a studio downstairs, in the old store. They can be rented separately or together. Outside spaces are common. It has a beautiful sea view, which on days of better visibility allows you to see the islands of São Jorge and Pico in the distance. The house faces a stream, has total privacy and is completely surrounded by nature, with large trees and green fields.

Top guest favorite
Condo in Angra do Heroísmo
5 out of 5 average rating, 28 reviews

AngrA+ | Two bedroom apartment with sea/city view

Este Apartamento 05 - Apartamento Contemporâneo - está incluído num complexo de 6 apartamentos, o AngrA+. Tem 2 quartos e 1 sala, com uma área total de cerca de 77m2. Destaca-se pelas frentes envidraçadas sobre a cidade de Angra do Heroísmo e sobre o mar. Tem um jardim interior e espaços exteriores exclusivos com mesa e cadeiras para desfrutar da paisagem panorâmica. Localizam-se perto da zona da pool. Para uma 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, 122 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.

Superhost
A gated entrance features a decorative sign that reads 'Quinta da Saude.' The pathway is lined with trees and shrubs, leading to a charming building with a red-tiled roof. Adjacent to the structure, white garden furniture is visible among lush greenery.
Tiny home in Terra Cha
4.77 out of 5 average rating, 56 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.

Superhost
A quaint white house is situated amidst a vast green field, dotted with blooming wildflowers. Rolling hills serve as a backdrop, highlighted by a clear blue sky, creating a serene rural landscape that emphasizes natural beauty and privacy.
Cottage in Praia da Vitória
4.89 out of 5 average rating, 72 reviews

Quinta de São Brás

It is a border space to a Ribeira and inserted in the Regional Agricultural Reserve. With lots of privacy, where the birds the goats and the cows will be the most likely neighborhood. There is a vegetable garden, with free access to guests, which can be harvested from the leaves for tea, such as produce and fruit. It also has a regional wood oven, characteristic of the Azorean Houses, where you can make everything the Earth gives us.

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
4.93 out of 5 average rating, 121 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
4.75 out of 5 average rating, 16 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 two-story blue building features a balcony with decorative railings and large windows on both levels. The architecture reflects a charming style, typical of the area. Nearby vehicles are parked along the cobblestone street, contributing to the urban setting.
Apartment in Angra do Heroísmo
5 out of 5 average rating, 5 reviews

Casa da Joana T2 in Angra's Historic Center

Spacious 2-bedroom apartment in the heart of Angra, a UNESCO World Heritage city. Ideal space for your vacation, a 2-minute walk from the beach and the marina, close to shops, restaurants and the main tourist attractions of Angra. Come and discover Terceira Island and stay on Rua Direita, one of the most central streets in the city. Newly renovated apartment with all the amenities you need for your stay.

Superhost
A charming stone house with a tiled roof is situated along a cobblestone path. Lush green grass surrounds the structure, with ocean views visible in the background. The landscape features a mix of natural stone walls and vegetation that enhances the tranquil setting.
Loft in Angra do Heroísmo
4.88 out of 5 average rating, 8 reviews

Brown House - Simplicity, privacy, pleasure

Tucked away at the far end of the estate, The Brown House is our most private villa — a secluded retreat for those who value silence, space and exclusivity. Surrounded by nature, it offers a unique sense of calm, far from everything. Picture yourself unwinding with a book and a glass of wine, as the fireplace softly crackles — the kind of quiet luxury that makes Pico da Vigia unforgettable.

Superhost
Home in S.Mateus
4.69 out of 5 average rating, 85 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.

Popular amenities for São Mateus da Calheta vacation rentals