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Vacation rentals in São Mateus da Calheta

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in São Mateus da Calheta

  • Total vacation rentals

    Explore 60 vacation rentals in São Mateus da Calheta

  • Nightly prices starting at

    São Mateus da Calheta vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 of São Mateus da Calheta vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across São Mateus da Calheta rentals

  • 4.7 Average rating

    São Mateus da Calheta stays receive an average rating of 4.7 out of 5 from guests

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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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
4.92 out of 5 average rating, 13 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 modern house is situated atop a gentle hillside, surrounded by lush green vegetation and rolling fields. The expansive view reveals the ocean in the background, enhancing the serene natural setting. The property's flat roof contrasts with the vibrant landscape, suggesting a harmonious blend with the environment.
Home in Açores
4.93 out of 5 average rating, 166 reviews

Nature Reserve With Stunning Ocean Views RRAL1117

RRAL: 1117 Entire house in private nature reserve. The property is full of protected endemic trees found only in the Azores and protected birds including Cory’s Shearwater with their curious singing just before sunrise and after sunset in residence between March and October. Natural black lava swimming pools in the village. Activities nearby include whale watching, hiking, snorkelling, scuba diving, golf, fishing, geological sites, and the Unesco World Heritage town of Angra do Heroismo.

Top guest favorite
A spacious studio is framed by a prominent stone archway. The room features warm wooden flooring and soft, neutral-toned walls. A well-made bed with light linens and accent pillows is visible, along with a window that brings in natural light.
Condo in Angra do Heroísmo
4.96 out of 5 average rating, 55 reviews

AngrA+ | Studio with terrace with sea/city view

O Apartamento 01 está incluído num complexo de 6 apartamentos, o AngrA+. É um estúdio (T0), térreo e apropriado para mobilidade reduzida. Tem 40m2 e é dominado por um arco em cantaria do séc. XVII. Tem uma ampla (17m2) varanda exclusiva com mesa/cadeiras e com vista sobre o jardim, a cidade e o mar. Ocupação máxima de 2 pessoas. Os espaços comuns incluem um jardim, uma pool exterior, um salão com biblioteca e lareira, uma esplanada e uma lavandaria self-service.

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, 125 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
4.97 out of 5 average rating, 29 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 elevated above the ground, surrounded by lush greenery. The architecture features a cantilevered design, creating a sense of lightness. Natural elements, including trees and rocks, are visible in the foreground, enhancing the connectivity with the landscape.
Treehouse in Praia da Vitória
4.83 out of 5 average rating, 40 reviews

Lodge Floresta

Dispersés dans la végétation naturelle du complexe ils paraissent d’une légèreté extraordinaire due au fait qu’ils sont en suspension partielle par rapport au sol. Implantés dans un bosquet, isolés, ce sont de vrais observatoires de la nature. Construits avec du bois de l’ile (cryptomeria oriuda) ils présentent tous une suite double équipée avec salle de bains, table, minibar, cafetière électrique et de plus un auvent avec vue panoramique.

Superhost
The windmill features a circular stone structure with a textured grey facade, highlighted by a conical roof in a warm tone. Natural light filters from above, casting soft shadows on the surrounding concrete patio and steps, which lead to the entrance.
Farm stay in São Mateus da Calheta
4.78 out of 5 average rating, 18 reviews

Banana Eco Camp - Windmill

The Windmill of the Banana Eco Camp is located on top of the hill in the middel of banana and flower platantation. Here you can relax and enjoy nature with more than 2 hectares of field only for you. In this huge plantation you will have the cosy windmill with al the comfort from a home. In the early morning you will have the chance to see the sun rise. This windmill is equipped with an double bed, toilet, and shower.

Home in São Mateus da Calheta
4.75 out of 5 average rating, 8 reviews

Azure Estrella of Porto

This beautiful home overlooks the stunning Sao Mateus Harbor and Mount Brasil. Providing one of the best views on this side of Terceira Island in an unparalleled location with natural beauty. Enjoy the energy of a working fishing port and indulge in local cuisine. The home is walking distance to many of the best seafood restaurants and directly across from a grocery store, providing excellent convenience.

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
4.95 out of 5 average rating, 37 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
Home in S.Mateus
4.7 out of 5 average rating, 87 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, 83 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

Frequently Asked Questions

  • Are there family-friendly vacation rentals in São Mateus da Calheta?

    São Mateus da Calheta has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in São Mateus da Calheta?

    Experience the best of São Mateus da Calheta with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in São Mateus da Calheta?

    Four-legged friends are welcome in São Mateus da Calheta. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in São Mateus da Calheta?

    Yes! Work meets play with ease at over 10 vacation rentals in São Mateus da Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there São Mateus da Calheta vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in São Mateus da Calheta, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in São Mateus da Calheta have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in São Mateus da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in São Mateus da Calheta have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in São Mateus da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in São Mateus da Calheta have free parking?

    Absolutely! We offer over 10 house rentals with free parking in São Mateus da Calheta. Enjoy a tailored experience with all the comforts you desire.