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Vacation rentals in São Mateus da Calheta

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Top-rated vacation rentals in São Mateus da Calheta

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
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.

Superhost
An open living area features a blue sofa with yellow buttons, a wooden dining table, and six chairs. A textured area rug covers the polished concrete floor. Soft light filters through sheer curtains, highlighting a piece of wall art and a modern floor lamp.
Loft in Angra do Heroísmo
4.92 out of 5 average rating, 36 reviews

Blue House - A cosy retreat overlooking nature

Blue House is a peaceful retreat set in a valley with stunning views over the sea and nearby islands. Surrounded by nature, it offers complete privacy, silence, and comfort, making it ideal for rest, isolation, or remote work. It is perfect for a relaxing getaway from the crowds, where you can disconnect and recharge in close contact with nature. It includes all the amenities of the other units and is one of the prefered options for guests who value peace, privacy, and inspiring environment.

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, 119 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.

Superhost
A wooden structure is nestled among tall banana plants, featuring a sign that reads 'Banana' on its roof. The cabin's rustic design blends harmoniously with the lush greenery surrounding it, creating a secluded and natural entrance.
Cabin in São Mateus da Calheta
4.87 out of 5 average rating, 67 reviews

Banana Eco Camp - Cabin - Banana

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
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
4.94 out of 5 average rating, 118 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
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.

Guest favorite
An aerial view captures Alfredo's Guest House surrounded by green landscapes and distant blue ocean. The property features buildings with terracotta roofs and lush gardens. A road runs alongside, with parking spaces visible and the serene atmosphere of the northern Terceira Island evident.
Home in Biscoitos
4.95 out of 5 average rating, 21 reviews

Alfredo's Guest House

A “Alfredo´s Guest House” está situada na requisitada freguesia dos Biscoitos a norte da Ilha Terceira. Situada a 10 minutos a pé das mais belas piscinas naturais da Ilha e entre as Vinhas do Verdelho dos Biscoitos, permanecer nesta casa de campo é sinónimo de bem-estar e conforto com a companhia da paisagem única das vinhas em chão de lava e do imenso mar azul do Atlântico.

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
4.69 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
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
4.96 out of 5 average rating, 24 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, 172 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