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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.

Top guest favorite
A white, traditional building stands against a backdrop of lush green hills and the ocean. The structure features two windows and a blue door, while a stone wall encloses the property, creating a peaceful outdoor setting with panoramic views.
Cottage in PT
4.98 out of 5 average rating, 65 reviews

Canário do Mar - Rural Tourism over the ocean

Canário do Mar is a Rural Tourism service integrated in an agricultural terrain with a privileged location over the ocean and overlooking one of the most beautiful landscape in Terceira. We wish that its guests discover the essence of the life in the Azores, which, uniquely, connects the nature of the earth, the strength of the sea and the dream of the sky. Open to the world, Canário do Mar offers all comforts any time of the year, so that its guests can live a genuine azorean experience.

Guest favorite
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, 163 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 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, 123 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
4.97 out of 5 average rating, 29 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 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
4.76 out of 5 average rating, 17 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.

Superhost
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
4.9 out of 5 average rating, 49 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.

Guest favorite
An open-plan kitchen and living area is featured, with large windows draped in bright green curtains allowing natural light. A gray sofa and a peach-colored chair provide seating. A dining table with black metal chairs complements the kitchen equipped with modern appliances.
Guesthouse in São Mateus da Calheta
4.97 out of 5 average rating, 33 reviews

Casa de Campos - Green Lide

Enjoy a unique stay on Terceira Island with Casa de Campos. Where the first rays of sunshine highlight the beauty of the green fields and the birds announce the awakening of nature. We have entire spaces prepared to provide the greatest comfort and convenience for our guests. And in addition, we serve warm rolls every morning made in our local Bakery (gluten-free options will also be available).

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.

Superhost
A decorative ceramic tile sign presents the name 'Quinta da Saude' in elegant blue lettering. The tile features intricate floral and scrolling designs surrounding the text, mounted on a textured white wall.
Tiny home in Angra do Heroísmo
4.7 out of 5 average rating, 122 reviews

Studio Lua Nova

Annex/Independent and isolated studio, which develops on two floors in a duplex/open-space perspective, integrated in the property where I live regularly. Situated in a quiet area, enjoying the proximity of animals (dogs, horses, various birds,...), about 5 km from the city of Angra do Heroísmo and with the possibility of parking inside the walled space.

Top guest favorite
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 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.

Popular amenities for São Mateus da Calheta vacation rentals