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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
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).

Guest favorite
A lofted sleeping area features a spacious bed with neutral-toned linens, illuminated by warm pendant lights. The rustic stone wall adds character, while a cozy seating area below is furnished with a comfortable sofa, inviting relaxation.
Cottage in Santa Bárbara
4.9 out of 5 average rating, 72 reviews

Ribeira House II - 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 a serra 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 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.

Guest favorite
A rustic, A-frame cabin is set amidst lush banana plants. The green metal roof complements the natural surroundings, while wooden walls enhance its earthy appeal. Sunlight filters through the foliage, creating a serene atmosphere on the pathway leading to the entrance.
Cabin in São Mateus da Calheta
4.93 out of 5 average rating, 28 reviews

Banana Eco Camp - Big Cabin - Atlantis

Banana Eco Camp is a Glamping located in the middle of a banana plantation. Here you can relax and enjoy nature. The campsite also has its own organic coffee shop. There is a lot within walking distance, such as the city of Angra do Heroísmo, restaurants and seaside pools. This cabin is equipped with one double bed and two single bed, a private toilet, kitchenette and outdoor kitchen. In the glamping are BBQ, campfire areas and outdoor hanging nets.

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.

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

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.

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