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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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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.

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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, 128 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.

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Cottage in São Mateus da Calheta
4.5 out of 5 average rating, 4 reviews

São Mateus Ocean View

São Mateus Ocean View is a charming refuge located in the picturesque fishing village of São Mateus, on the stunning Terceira Island. Facing the seaside bathing area, this cosy rural-style house offers breathtaking ocean views, combining tranquillity, comfort and authentic Azorean charm.<br><br>With a spacious panoramic terrace, barbecue area and traditional wood-fired oven, it is the perfect place to enjoy outdoor meals and an unforgettable sunset over the Atlantic Ocean.

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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.

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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.

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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
4.79 out of 5 average rating, 19 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.

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Home in São Mateus da Calheta
4.62 out of 5 average rating, 13 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.

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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, 40 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).

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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
4.58 out of 5 average rating, 64 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.

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Top guest favorite
Home in São Mateus da Calheta
5.0 out of 5 average rating, 35 reviews

Fisherman's House Azores

Casa rústica, inspirada no mar e na pesca. Gated community Contempla of a large garden around it with sea views, and over the fishing port of São Mateus. It also offers outdoor dining space and BBQ. Local restaurants and local cafes located within a 5-10 minute walk. Guests of the house can also choose to cook their own meals in the fully equipped kitchen they have at their disposal

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Villa in Angra do Heroísmo
5.0 out of 5 average rating, 3 reviews

Bella Casa Total House

The villa Bella Casa Total House, which is situated in Angra Heroismo, overlooks the nearby lake. The 180 m² property consists of a living room with a sofa bed for one person, 3 bedrooms and 2 bathrooms and can therefore accommodate 9 people. Additional amenities include a TV, air conditioning, a washing machine as well as a dryer. This accommodation does not offer: Wi-Fi and towels.

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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, 84 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.

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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.