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Holiday rentals in São Mateus da Calheta

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in São Mateus da Calheta

  • Total holiday rentals

    Explore 60 holiday rentals in São Mateus da Calheta

  • Nightly prices starting at

    São Mateus da Calheta holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 of São Mateus da Calheta holiday rentals include wifi 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 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
4.92 out of 5 average rating, 12 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 favourite
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
4.93 out of 5 average rating, 164 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 favourite
A cozy window nook is presented with soft cushions, providing a comfortable spot to relax and take in views of the verdant landscape and the ocean beyond. Natural light streams through the large window, illuminating the serene space.
Flat
5 out of 5 average rating, 21 reviews

Ti Chôa - Ninho dos Avós (Arrumos)

Ninho dos Avós é um refúgio tranquilo situado na linda freguesia rural de Santa Bárbara pertence ao concelho de Angra do Heroísmo. Aqui poderá desfrutar da vida de campo e o seu sossego. Terá magníficas vistas para o campo verdejante com o mar em pano de fundo, poderá também avistar as ilhas vizinhas Pico e São Jorge. Ninho dos Avós, como o nome indica, era a casa onde os nossos avós viviam, aqui temos muitas boas memórias e onde éramos felizes com eles e não sabíamos.

Top guest favourite
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.
Apartment
4.96 out of 5 average rating, 52 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 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, 124 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
Two wooden lounge chairs are positioned on a stone patio, offering clear views of the lush landscape and the ocean. The horizon features a subtle blend of colors as the sun sets, creating a serene backdrop. The space evokes a sense of relaxation in a quiet setting.
Home in Cinco Ribeiras
4.9 out of 5 average rating, 41 reviews

Terceira Island - 3BR Villa + Sea Views.

260° Ocean Views | Private Farm Retreat | 10 Min to City Experience the perfect Terceira getaway in our fully updated 3BR home. The View: Breathtaking, wrap-around Atlantic vistas from the private veranda. The Home: 3 Bedrooms, 2 brand-new indoor baths + 1 unique outdoor bathroom. The Vibe: Quiet, secluded farmland in Cinco Ribeiras—total peace and quiet. The Location: Only 10 minutes to the city center for dining and shopping.

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
4.97 out of 5 average rating, 29 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.

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
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
4.67 out of 5 average rating, 6 reviews

Azure Estrella do 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.

Superhost
Home
4.7 out of 5 average rating, 86 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
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
4.98 out of 5 average rating, 81 reviews

Casa Ver o Mar, Terceira, Azores

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 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, 82 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

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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in São Mateus da Calheta, available on Airbnb. Make a splash and soak up the sun in style!

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

    Absolutely! We offer over 10 apartment 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.