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Holiday rentals 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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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.
Flat
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 favourite
Apartment
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 favourite
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
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 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.
Apartment
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 favourite
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
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
4.77 out of 5 average rating, 56 reviews

Adega Lua Cheia

Anexo/Adega independente e isolado, que se desenvolve num único piso, disfrutando de um espaço exterior privado e integrado na propriedade onde habito regularmente. Situado em zona tranquila, usufruindo da proximidade de animais (cães, vacas, aves diversas, tartaruga...), a cerca de 5Km da cidade de Angra do Heroísmo e com a possibilidade de estacionar no interior do espaço murado. Descubra a paisagem deslumbrante que rodeia este alojamento.

Guest favourite
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.
Flat
5 out of 5 average rating, 5 reviews

Casa da Joana T2 no Centro Histórico de Angra

Apartamento T2 espaçoso, no coração de Angra, cidade património Mundial da Unesco. Espaço ideal para as suas férias, a 2 minutos a pé da praia e da marina, perto do comércio, de restaurantes e das principais atrações turísticas de Angra. Venha conhecer a ilha Terceira e fique instalado na Rua Direita, uma das ruas mais centrais da cidade. Apartamento recentemente remodelado com todas as comodidades necessárias para as sua estadia.

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
4.96 out of 5 average rating, 28 reviews

CASA DA EIRA

A Casa da Eira, é uma casa de campo, inserida no meio rural de hortas e animais. Está situada na freguesia de São Bartolomeu, a 5 minutos de duas zonas balneares, o porto das Cinco Ribeiras e o Negrito, e a 10 minutos da cidade Património Mundial de Angra do Heroísmo. Com um amplo espaço, com jardim, hortas, área de churrasco e ainda um galinheiro, onde pode observar as nossas galinhas e provar os maravilhosos ovos que dão.

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
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
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
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
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 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
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 holiday rentals