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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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Top Guest favourite
A rustic stone house is shown, characterized by its solid walls and sloped roof. A small green bench is placed on a path beside the house, and simple landscaping is evident in the garden area with a terracotta pot.
Cottage in Lajes
4.94 out of 5 average rating, 34 reviews

Palheiro Ti' José Borges

RURAL TOURISM - Genuine rurality…. Situated at Vila das Lajes, Terceira island, 3 min from the airport. From here you can get to know the city of Angra do Heroísmo (20 min), a world heritage site, the city of Praia da Vitória (10 min) with the largest beach in the Azores and 5 min from the bathing area. You will find pets, our customers will be able to use the entire house and outdoor leisure area. Here, a family or a group of friends have everything they could want for an unforgettable vacation.

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.

Top Guest favourite
An illuminated pool area is showcased against the night sky, with soft lights reflecting on the water's surface. The surrounding terrace features stone walls and a railing, with city rooftops visible in the background, creating a serene nighttime atmosphere.
Condo in Angra do Heroísmo
4.96 out of 5 average rating, 49 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, 116 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
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.

Top Guest favourite
A bright interior features four wooden stools arranged at a window-side counter. Large windows offer a view of the sea and rocky coastline, allowing natural light to fill the space. Light-colored flooring complements the subtle decor.
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
4.89 out of 5 average rating, 38 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.

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
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, 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.

Guest favourite
The kitchen area features a wooden dining table surrounded by mid-century chairs. A stone wall provides a natural backdrop to open shelving displaying dishware. Modern appliances are integrated into the design, enhanced by warm pendant lighting above.
Home in Angra do Heroísmo
4.95 out of 5 average rating, 22 reviews

Modern Rustic Beach Getaway 𓇼

We love warm and calm spaces that feel one with nature. That's what we tried to achieve at Casca de Noz! Here are some highlights of what you can expect: * Pristine location * Interior herb and veggie garden * Smart lights controlled by Alexa * Wooden deck under a fruit palm tree * Special local partnerships We look forward to meet you!

Popular amenities for São Mateus da Calheta holiday rentals