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Holiday houses in São Mateus da Calheta

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Top-rated holiday rentals in São Mateus da Calheta

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

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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.

Guest favourite
Cottage in Santa Bárbara
4.83 out of 5 average rating, 148 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!

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, 117 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
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.

Guest favourite
Apartment in Angra do Heroísmo
5 out of 5 average rating, 16 reviews

Quinta de São José - Studio by PontaNegraAzores

The <b>studio in Angra do Heroísmo</b> has 1 bedrooms and capacity for 4 people. <br>Accommodation of 35 m². <br>The accommodation is equipped with the following items: garden, garden furniture, barbecue, internet (Wi-Fi), hair dryer, air-conditioned, open-air parking in near the building, 1 Tv.<br>The open plan kitchen, electric, is equipped with refrigerator, microwave, oven, freezer, dishes/cutlery, kitchen utensils, coffee machine, toaster and kettle.

Top Guest favourite
A spacious terrace offers stunning views of the azure sea and rocky coastline. Lush greenery frames the edge of the property, enhancing the connection to nature. The modern exterior features clean lines and large windows, inviting the natural landscape into the living space.
Cottage in Quatro Ribeiras
4.99 out of 5 average rating, 165 reviews

Casa da Baía das Quatro [House of the Bay of Four] - AL 1425

Recently rebuilt house, located in one of most beautiful bays in the Azores. Nestled on the slope of the Quatro Ribeiras, it offers a unique view of both the sea and the rocky escarpment of the bay. Fully equipped with two bedrooms (one suite), two bathrooms, an open concept kitchen and living room, heating stove, balcony and outside space with barbecue and fire pit. Free private parking. Clean and Safe seal. Get ready for an unforgettable stay!

Guest favourite
Two wooden lounge chairs are positioned on a stone patio, offering clear views of the lush landscape and the ocean. The horizon features a subtle blend of colors as the sun sets, creating a serene backdrop. The space evokes a sense of relaxation in a quiet setting.
Home in Cinco Ribeiras
4.9 out of 5 average rating, 39 reviews

Terceira Island - 3BR Villa + Sea Views.

260° Ocean Views | Private Farm Retreat | 10 Min to City Experience the perfect Terceira getaway in our fully updated 3BR home. The View: Breathtaking, wrap-around Atlantic vistas from the private veranda. The Home: 3 Bedrooms, 2 brand-new indoor baths + 1 unique outdoor bathroom. The Vibe: Quiet, secluded farmland in Cinco Ribeiras—total peace and quiet. The Location: Only 10 minutes to the city center for dining and shopping.

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, 117 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 rectangular swimming pool sits on a well-maintained lawn, surrounded by lush greenery. The water is clear and reflects the blue sky above, while distant hills provide a scenic backdrop.
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
4.7 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
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, 81 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