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Holiday houses in São Mateus da Calheta

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Top-rated holiday rentals in São Mateus da Calheta

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Guest favourite
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
5 out of 5 average rating, 9 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 combined living and dining area features a dining table surrounded by six chairs, with a sofa that can be converted into a bed. Natural light fills the space through large windows, illuminating the modern kitchen visible in the background.
Apartment in Angra do Heroísmo
4.98 out of 5 average rating, 106 reviews

ANGRA VIEW. - T2

Casa localizada em São Pedro, no centro histórico de Angra do Heroísmo, cidade património mundial, ilha Terceira Açores, com acesso a quinta e a miradouro privado onde pode relaxar e desfrutar de magnifica vista frontal para o Monte Brasil/Fortaleza de São João Baptista, mar e ilhas. Este apartamento T2 novo, com capacidade para acomodar até 6 pessoas, dispõe de 2 quartos, 1 com cama de casal, e outro com 2 camas de solteiro, sala com sofá/cama, cozinha, casa de banho, e acesso a churrasqueira.

Guest favourite
A modern house is situated atop a gentle hillside, surrounded by lush green vegetation and rolling fields. The expansive view reveals the ocean in the background, enhancing the serene natural setting. The property's flat roof contrasts with the vibrant landscape, suggesting a harmonious blend with the environment.
Home in Açores
4.93 out of 5 average rating, 159 reviews

Nature Reserve With Stunning Ocean Views RRAL1117

RRAL: 1117 Entire house in private nature reserve. The property is full of protected endemic trees found only in the Azores and protected birds including Cory’s Shearwater with their curious singing just before sunrise and after sunset in residence between March and October. Natural black lava swimming pools in the village. Activities nearby include whale watching, hiking, snorkelling, scuba diving, golf, fishing, geological sites, and the Unesco World Heritage town of Angra do Heroismo.

Top Guest favourite
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.
Condo in Angra do Heroísmo
4.96 out of 5 average rating, 48 reviews

AngrA+ | Studio with terrace with sea/city view

O Apartamento 01 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. Ocupação máxima de 2 pessoas. 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, 110 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.

Guest favourite
Rolling green hills meet the coastline in this scenic view. The image captures two prominent, gently sloped hills, framed by lush vegetation. A small structure with a red roof is visible in the foreground, and the horizon showcases the distant sea against a light sky.
Home in Angra do Heroísmo
4.94 out of 5 average rating, 218 reviews

Aunt Arlete's House

Traditional house, restored according to this concept, located in the city of Angra do Heroísmo, on Terceira Island, a UNESCO World Heritage Site since 1983. About 300 meters from the historic center and 500 meters from the beach or bathing area. Small garden/orchard. Accommodation with the attribution of the Green Lodging Award by the Azores Regional Directorate for the Environment, since January 15, 2018. Certified adherent to the Clean and Safe seal.

Superhost
A spacious living area is flooded with natural light from large windows, offering expansive views of the sea and sky. Reflections of sunlight dance on the glass surfaces, creating a serene atmosphere. A mix of seating options is visible, along with a wooden table and decorative plants.
Villa in Terceira
4.85 out of 5 average rating, 118 reviews

Serreta Island Home AL #1 (Premium)

Serreta- Island Home #1 is a fully equipped and restored XIX century country house situated in the smallest and most rustic parish in Terceira Island aligned with sustainable tourism (Miosotis Azores certification) and safe cleaning procedures (Clean and Safe Azores certification). It has all you need to disconnect and enjoy the real Azores vibe. It is surrounded by a 6000 square meters garden space with a perfect sea, sunset and country view.

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
A charming outdoor seating area features a wooden pergola, offering shade while overlooking a picturesque bay. Boats are visible in the calm water, with a green hillside in the background under a clear blue sky.
Home in S.Mateus
4.69 out of 5 average rating, 81 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
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.

Popular amenities for São Mateus da Calheta holiday rentals