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Holiday houses 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 $52 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    60 of São Mateus da Calheta holiday 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 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.
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 favourite
A light-filled studio space is divided by a wooden partition, creating a sense of separation. A spacious bed is framed by two bedside tables, each featuring a reading lamp. In the background, a kitchenette is visible, set against a marble backsplash.
Condo in Angra do Heroísmo
5 out of 5 average rating, 20 reviews

AngrA+ | Studio with terrace with sea/city view

O Apartamento 02 está incluído num complexo de 6 apartamentos, o AngrA+. É um apartamento T0 (estúdio) com entrada individualizada do complexo. Tem 35m2 num espaço aberto e amplo, correspondente à antiga cozinha do edifício. Tem um terraço privativo com 23m2 dispondo de mesa e cadeiras com vista sobre o Monte Brasil. Para uma 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.

Superhost
A cozy sitting area includes a wooden chair and a light blue chaise lounge. In the background, a spacious bed is visible, dressed in white linens. A circular table features a book about the Azores, positioned on a textured floor that adds warmth to the environment.
Apartment in Santa Bárbara
4.75 out of 5 average rating, 36 reviews

LUZZ me - Santa Bárbara 4

This is the fourth of a set of rustic houses rehabilitated in 2019/20, giving rise to 5 modern apartments, decorated with solid wood and lamps from Bali. The aim was to create an informal, unpretentious environment, but at the same time refined and welcoming. In the central area, there is a porch, a common area, and this apartment has also a private terrace. Santa Bárbara is a peaceful village from where you can see the sea and the mountain with the same name, and an ideal place to rest.

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.
Condo in S.Mateus
4.99 out of 5 average rating, 123 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
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 spacious room features a large bed with yellow pillows and an orange blanket. Natural light enters through a large glass door leading to a private outdoor seating area, where two wooden chairs are visible. Neutral colors and sleek tile flooring complete the design.
Place to stay in Angra do Heroísmo
4.93 out of 5 average rating, 15 reviews

Quinta do Abacate - Garden House (T1)

A house that does not sacrifice comfort and refinement to be environmentally friendly. The best option for a truly sustainable vacation. It has an area of 51.38 m2, with a kitchen, living room, bedroom (Queen), and bathroom, there is the possibility of adding 2 extra beds, thus allowing capacity for up to 4 people. You can choose Single (1 person) or Double (2 people) and add up to 2 beds (single) ensuring space for 4 people. Breakfast is free.

Guest favourite
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, 34 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
4.69 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 favourite
The exterior of the property is framed by lush greenery and palm trees, with a winding cobblestone pathway leading to the entrance. The house features a rustic facade, complemented by warm wooden windows and a tiled roof, basking in natural sunlight.
Home in Angra do Heroísmo
5 out of 5 average rating, 36 reviews

Patio BBQ | 100% private | Spacious and serene ⛱

We love warm and calm spaces that merge with the surrounding landscape. That's what we tried to achieve at O Refúgio! Here are some highlights of what you can expect: * Pristine location * Spacious areas * "Palheiro da Avó" - a rustic outdoors kitchen with a wooden oven and QQB * Loft area * Private parking * Special local partnerships Welcome! We look forward to meet you.

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 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.

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
4.7 out of 5 average rating, 122 reviews

Lua Nova Studio

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 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 in Biscoitos
4.98 out of 5 average rating, 81 reviews

Casa do Moledo, Outeiro, Biscoitos AL RRAL No. 802

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 apartment rentals in São Mateus da Calheta?

    Experience the best of São Mateus da Calheta with our apartment rentals, starting at about $60 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 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.