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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.

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, 51 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
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.

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
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, 32 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
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
A charming blue house with red doors and windows is positioned beside a stone wall. Surrounding greenery adds to the tranquil atmosphere. An outdoor seating area is visible, enhancing the inviting exterior. A quiet road runs alongside the house, providing easy access.
Home in São Mateus da Calheta
4.98 out of 5 average rating, 81 reviews

Casa Ver o Mar, Terceira, Azores Islands

Holiday house for your family, fully refurbished in July 2017, destined to travellers visiting Azores. Modern, but at the same time, preserving some old features. Just seven minutes away from Angra do Heroísmo, World Heritage City of Terceira Island, you have the quiet and the sounds of the countryside, next to the city. Enjoy TV, wi-fi and netflix at no extra charge.

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, 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
A spacious balcony features a wooden table and matching chairs, providing a comfortable space to relax. Arched columns frame the view of the coastline and the sea, with vibrant blue skies and a distant shoreline visible.
Apartment in Angra do Heroísmo
4.88 out of 5 average rating, 8 reviews

Casa das Arcadas

Casa das Arcadas Description This house is ideally located 5 minutes from the historic city of Angra do Heroísmo, a UNESCO World Heritage Site. Located 30 meters from the coast, it has a rustic but very comfortable appearance, with a balcony across the front and panoramic sea views. Each room also offers ocean views.

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