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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 G$6,275 GYD 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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Top guest favorite
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.
Apartment in Santa Bárbara
5.0 out of 5 average rating, 24 reviews

Ti Chôa - Grandparents' Nest (Storage)

Ninho dos Avós is a quiet retreat located in the beautiful rural parish of Santa Bárbara, which belongs to the municipality of Angra do Heroísmo. Here you can enjoy country life and its tranquility. You will have magnificent views of the verdant countryside with the sea in the background, and you can also see the neighboring islands of Pico and São Jorge. Ninho dos Avós, as the name implies, was the house where our grandparents lived, here we have many good memories and where we were happy with them and did not know.

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
4.94 out of 5 average rating, 17 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 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 São Mateus da Calheta
4.99 out of 5 average rating, 127 reviews

qMc - quinta do Mar, apart. C

Certified Local Accommodation (AL) No. 1435. Apartment in a private condominium, overlooking the ocean, in the marine area of Negrito, São Mateus da Calheta, 10 minutes from Angra do Heroísmo (World Heritage city). Exclusive to those seeking quality, tranquility, comfort and safety, in the middle of a natural environment, with an excellent view of the sea, mountain and private access to the Negrito marine area Sun exposure to the East and South, overlooking Negrito, Monte Brasil and the Ocean.

Superhost
A dining area features a rustic wooden table surrounded by woven chairs, illuminated by warm pendant lights. In the background, a modern kitchen is visible, along with a cozy seating space and a spacious bed. Natural light enters through large windows, enhancing the inviting ambiance.
Apartment in Santa Bárbara
4.87 out of 5 average rating, 23 reviews

LUZZ me - Santa Bárbara 1

This is the first 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, where you can have meals and rest outdoors. 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.

Superhost
An inviting living area features a wooden dining table surrounded by four chairs. A low sofa and armchair are positioned nearby, along with a television mounted on the wall. Decorative stone enclaves add character to the space, while natural light highlights the wooden ceiling.
Cottage in Santa Bárbara
4.83 out of 5 average rating, 151 reviews

Ribeira House I - private terrace & AC

Live like a local in this house that combines traditional architecture with a cozy, modern and fully-equipped interior. It's ideal for exploring nature and relaxing. Start the day with breakfast on the terrace overlooking the ocean, or enjoy a glass of wine at the end of the day to the sound of the stream. We are close to everything (café, minimarket, restaurant - 1 minute) but far enough away to enjoy a unique stay. Perfect for a romantic getaway!

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
4.94 out of 5 average rating, 17 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.

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, 56 reviews

AngrA+ | Studio with terrace with sea/city view

Apartment 01 is included in a complex of 6 apartments, AngrA+. It is a studio (T0), ground floor and suitable for reduced mobility. It is 40m2 and is dominated by a 17th century cantary arch. It has a large (17m2) exclusive balcony with table/chairs and overlooking the garden, city and sea. 2 person maximum occupancy. Common spaces include a garden, an outdoor pool, a lounge with a library and fireplace, a terrace, and a self-service laundry.

Guest favorite
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, 42 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.

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, 125 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
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.

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

Scattered in the natural vegetation of the complex, they appear to be of extraordinary lightness due to the fact that they are partially suspended from the ground. Located in a grove, isolated, they are true observatories of nature. Built with wood from the island (cryptomeria oriuda), they all have a double suite equipped with bathroom, table, minibar, electric coffee maker and an awning with panoramic views.

Superhost
A view of the tranquil harbor showcases colorful fishing boats at rest. Beyond the marina, lush green hills rise against a clear blue sky, enhancing the scenic backdrop. A trellis with climbing plants frames the foreground, adding natural elements to the composition.
Apartment in São Mateus da Calheta
4.57 out of 5 average rating, 63 reviews

OceanFront Studio/Terraced Apartment

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.

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 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 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 house rentals in São Mateus da Calheta have wifi?

    Absolutely! We offer over 20 house 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.