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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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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 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
An illuminated pool is visible at night, featuring soft lighting that highlights the water's surface. In the background, the cityscape of Angra do Heroísmo is subtly illuminated, revealing the rooftops and structures against a dark sky.
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 cozy interior space is seen through an open doorway, featuring two beds with light-colored linens and soft blue throws. The wooden walls create a warm and natural ambiance, while natural light filters through a small window above.
Cabin in São Mateus
4.96 out of 5 average rating, 49 reviews

Banana Eco Camp - Cabin - Coffee

Relaxe nesta escapadela única e tranquila.Banana Eco Camp is a Glamping located in the middle of a banana plantation. Here you can relax and enjoy nature at its finest. 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 with an outdoor shared kitchen and toilet In the glamping are BBQ, campfire areas and outdoor hanging nets.

Top guest favorite
A serene outdoor view displays two wooden lounge chairs facing the ocean. A small table rests between them, with a scenic backdrop of lush hills and rocky coastline under a clear blue sky.
Condo in S.Mateus
4.99 out of 5 average rating, 121 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
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.

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, 120 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 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
4.9 out of 5 average rating, 48 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
4.69 out of 5 average rating, 84 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 rustic duplex property displays a mix of white walls and colorful accents beneath a partly cloudy sky. Lush greenery surrounds the building, highlighting a large round fire pit in the yard. Stone pathways lead to an inviting outdoor seating area with white chairs.
Tiny home in Angra do Heroísmo
4.69 out of 5 average rating, 121 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.

Guest favorite
Home in Angra do Heroísmo
4.96 out of 5 average rating, 25 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!

Guest favorite
An outdoor balcony is showcased, featuring two simple white chairs and a small wooden table. The expansive ocean view is visible, with the sun setting over the water, creating a serene atmosphere. Glass railings provide an unobstructed sight of the landscape.
Condo in Feteira, Angra do Heroísmo
4.89 out of 5 average rating, 173 reviews

Casa Ariel (AL no. 1687)

NEWLY RENOVATED – Experience modern living in our beautifully designed condo, offering some of the most stunning views on the island. Nestled in Feteira, this home overlooks iconic ‘Ilhéus das Cabras’ to the left and majestic ‘Mount Brazil’ to the right, with open ocean views ahead—perfect for unforgettable sunsets.

Popular amenities for São Mateus da Calheta vacation rentals