53+ Vacation Rentals Near São Mateus da Calheta

NearbyHoliday - Vacation Rentals in São Mateus da Calheta

a bedroom with an archway with a bed in it at AngrA + in Angra do Heroísmo

From US $186

9.6 (71 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.6km to center

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a swimming pool in the backyard of a house at Quinta do Abacate - Glamping Park in Angra do Heroísmo

From US $113

Quinta do Abacate - Glamping Park

8.7 (183 Reviews) Lodge

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 304m to center

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a house on the side of a road with a stone wall at Casa do Plátano in Cinco Ribeiras

From US $101

Casa do Plátano

9.3 (91 Reviews) Country_house

Breakfast • Free parking • Outdoor swimming pool

Pesqueiro Duas Ribeiras • In São Mateus da Calheta · 4.9km to center

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a white house behind a stone wall at Casa Ver o Mar in São Mateus

From US $105

9.5 (40 Reviews) Holiday_home

The entire place is yours • 70 m² size • Free on-site parking

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.3km to center

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two signs for clean and safe on a small island at Marina de São Mateus in Angra do Heroísmo

From US $34

Marina de São Mateus

9.1 (179 Reviews) Holiday_home

Houses • Free parking • Balcony

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 882m to center

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a balcony with chairs and a view of the ocean at Casa das Arcadas in Angra do Heroísmo

From US $163

Casa das Arcadas

9.2 (20 Reviews) Holiday_home

Houses • Balcony • Free WiFi

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.0km to center

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a table and chairs with an umbrella on a balcony at Casa Branca in Angra do Heroísmo

From US $146

8.8 (14 Reviews) Holiday_home

The entire place is yours • 55 m² size • Balcony

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.0km to center

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a table with four chairs and a painting of strawberries at Saint Peter´s House in Angra do Heroísmo

From US $203

Saint Peter´s House

8.0 (7 Reviews) Apartment

The entire place is yours • 150 m² size • Pet friendly

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.6km to center

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Luxury Places to Stay in São Mateus da Calheta

Over 20+ Luxury Places to Stay in or Near São Mateus da Calheta

a bedroom with a bed and a table and a mirror at Açores Autêntico Boutique Hotel in Angra do Heroísmo

From US $153

Açores Autêntico Boutique Hotel

9.0 (186 Reviews) Hotel

Breakfast • 2 restaurants • Pet friendly

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

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a sign in front of a body of water at Quinta das Merces in Angra do Heroísmo

From US $152

Quinta das Merces

8.6 (51 Reviews) Country_house

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.8km to center

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a bedroom with a large bed and a chair at Torel Terra Brava in Angra do Heroísmo

From US $150

Torel Terra Brava

9.4 (83 Reviews) Hotel

Breakfast • Outdoor swimming pool • Restaurant

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

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a bedroom with a bed and two chairs and a table at Boutique Hotel Teatro in Angra do Heroísmo

From US $128

Boutique Hotel Teatro

9.6 (333 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

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a house on the beach with a fence at Azores Book Hotel in Angra do Heroísmo

From US $125

Azores Book Hotel

9.3 (379 Reviews) Hotel

Breakfast • Free parking • 2 swimming pools

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.5km to center

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a hotel room with a bed and a desk and a computer at Terceira Mar Hotel in Angra do Heroísmo

From US $109

Terceira Mar Hotel

8.7 (770 Reviews) Hotel

Breakfast • Free on-site parking • 2 swimming pools

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.4km to center

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a house on the side of a road with a stone wall at Casa do Plátano in Cinco Ribeiras

From US $101

Casa do Plátano

9.3 (91 Reviews) Country_house

Breakfast • Free parking • Outdoor swimming pool

Pesqueiro Duas Ribeiras • In São Mateus da Calheta · 4.9km to center

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a hotel room with a bed and a desk and a television at Hotel Do Caracol in Angra do Heroísmo

From US $92

Hotel Do Caracol

8.4 (1094 Reviews) Hotel

Breakfast • Free on-site parking • 2 swimming pools

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.1km to center

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Pet-Friendly Vacation Rentals in São Mateus da Calheta

Over 9+ Pet-Friendly Vacation Rentals in or Near São Mateus da Calheta

a bedroom with a large bed and a chair at Torel Terra Brava in Angra do Heroísmo

From US $150

Torel Terra Brava Pets allowed

9.4 (83 Reviews) Hotel

Breakfast • Outdoor swimming pool • Restaurant

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

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a bedroom with a bed and a table and a mirror at Açores Autêntico Boutique Hotel in Angra do Heroísmo

From US $153

Açores Autêntico Boutique Hotel Pets allowed

9.0 (186 Reviews) Hotel

Breakfast • 2 restaurants • Pet friendly

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

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a living room with two yellow chairs and a table at My Angra Charming House in Angra do Heroísmo

From US $85

My Angra Charming House Pets allowed

9.2 (342 Reviews) Guest_house

Breakfast • Free parking • Airport shuttle

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.9km to center

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a swimming pool in the backyard of a house at Quinta do Abacate - Glamping Park in Angra do Heroísmo

From US $113

Quinta do Abacate - Glamping Park Pets allowed

8.7 (183 Reviews) Lodge

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 304m to center

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a small house with a red roof at Chalé d'Angra Guest House in Angra do Heroísmo

From US $237

Chalé d'Angra Guest House Pets allowed

9.6 (31 Reviews) Guest_house

Free on-site parking • Outdoor swimming pool • Pet friendly

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 2.3km to center

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an overhead view of a yard with trees and houses at Quinta Do Martelo in Angra do Heroísmo

From US $107

Quinta Do Martelo Pets allowed

8.6 (132 Reviews) Guest_house

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 858m to center

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a table with four chairs and a painting of strawberries at Saint Peter´s House in Angra do Heroísmo

From US $203

Saint Peter´s House Pets allowed

8.0 (7 Reviews) Apartment

The entire place is yours • 150 m² size • Pet friendly

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.6km to center

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a collage of photos of a house at Quinta Amaro AL in Angra do Heroísmo

From US $70

Quinta Amaro AL Pets allowed

8.1 (148 Reviews) Guest_house

Free on-site parking • Pet friendly • Free WiFi

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.7km to center

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Vacation Rentals in São Mateus da Calheta

Over 27+ Vacation Rentals in or Near São Mateus da Calheta

a bedroom with an archway with a bed in it at AngrA + in Angra do Heroísmo

From US $186

9.6 (71 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.6km to center

Best Price Match

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a swimming pool in the backyard of a house at Quinta do Abacate - Glamping Park in Angra do Heroísmo

From US $113

Quinta do Abacate - Glamping Park

8.7 (183 Reviews) Lodge

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 304m to center

Best Price Match

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a house on the side of a road with a stone wall at Casa do Plátano in Cinco Ribeiras

From US $101

Casa do Plátano

9.3 (91 Reviews) Country_house

Breakfast • Free parking • Outdoor swimming pool

Pesqueiro Duas Ribeiras • In São Mateus da Calheta · 4.9km to center

Best Price Match

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a white house behind a stone wall at Casa Ver o Mar in São Mateus

From US $105

9.5 (40 Reviews) Holiday_home

The entire place is yours • 70 m² size • Free on-site parking

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.3km to center

Best Price Match

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two signs for clean and safe on a small island at Marina de São Mateus in Angra do Heroísmo

From US $34

Marina de São Mateus

9.1 (179 Reviews) Holiday_home

Houses • Free parking • Balcony

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 882m to center

Best Price Match

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a balcony with chairs and a view of the ocean at Casa das Arcadas in Angra do Heroísmo

From US $163

Casa das Arcadas

9.2 (20 Reviews) Holiday_home

Houses • Balcony • Free WiFi

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.0km to center

Best Price Match

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a table and chairs with an umbrella on a balcony at Casa Branca in Angra do Heroísmo

From US $146

8.8 (14 Reviews) Holiday_home

The entire place is yours • 55 m² size • Balcony

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.0km to center

Best Price Match

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a table with four chairs and a painting of strawberries at Saint Peter´s House in Angra do Heroísmo

From US $203

Saint Peter´s House

8.0 (7 Reviews) Apartment

The entire place is yours • 150 m² size • Pet friendly

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.6km to center

Best Price Match

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Cabin Places to Stay in São Mateus da Calheta

Over 7+ Cabin Places to Stay in or Near São Mateus da Calheta

a swimming pool in the backyard of a house at Quinta do Abacate - Glamping Park in Angra do Heroísmo

From US $113

Quinta do Abacate - Glamping Park

8.7 (183 Reviews) Lodge

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 304m to center

Best Price Match

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a house on the side of a road with a stone wall at Casa do Plátano in Cinco Ribeiras

From US $101

Casa do Plátano

9.3 (91 Reviews) Country_house

Breakfast • Free parking • Outdoor swimming pool

Pesqueiro Duas Ribeiras • In São Mateus da Calheta · 4.9km to center

Best Price Match

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a red flower sitting on the side of a street at Quinta do Malhinha- Turismo in Angra do Heroísmo

From US $73

Quinta do Malhinha- Turismo

9.2 (111 Reviews) Chalet

Houses • Free on-site parking • Free WiFi

Azores Marina d'Angra • In São Mateus da Calheta · 3.3km to center

Best Price Match

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a yellow and white house with a white fence at Quinta do Espírito Santo in Angra do Heroísmo

From US $115

Quinta do Espírito Santo

9.3 (105 Reviews) Country_house

Breakfast • Free parking • Airport shuttle

Patameiros São Bartolomeu de Regatos • In São Mateus da Calheta · 2.2km to center

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a small house in the middle of a forest at Banana Eco Camp in Angra do Heroísmo

From US $54

Banana Eco Camp

8.9 (65 Reviews) Camping

Balcony • Free WiFi • View

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.6km to center

Best Price Match

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a small wooden shed with a gate and a fence at A Cabana in Angra do Heroísmo

From US $96

7.4 (22 Reviews) Chalet

The entire place is yours • 40 m² size • Free on-site parking

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 2.6km to center

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a sign in front of a body of water at Quinta das Merces in Angra do Heroísmo

From US $152

Quinta das Merces

8.6 (51 Reviews) Country_house

Breakfast • Free on-site parking • Outdoor swimming pool

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 1.8km to center

Best Price Match

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Hotels in São Mateus da Calheta

Over 26+ Hotels in or Near São Mateus da Calheta

a bedroom with a bed and two chairs and a table at Boutique Hotel Teatro in Angra do Heroísmo

From US $128

Boutique Hotel Teatro

9.6 (333 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

Best Price Match

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a sign on the side of a building with flowers at Globo Happy Hostel in Angra do Heroísmo

From US $60

Globo Happy Hostel

9.3 (849 Reviews) Hostel

Breakfast • Pet friendly • Balcony

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.7km to center

Best Price Match

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a row of colorful buildings in a street at Hotel Zenite in Angra do Heroísmo

From US $90

8.3 (205 Reviews) Hotel

Breakfast • Airport shuttle • Free WiFi

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.5km to center

Best Price Match

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a bedroom with a large bed and a chair at Torel Terra Brava in Angra do Heroísmo

From US $150

Torel Terra Brava

9.4 (83 Reviews) Hotel

Breakfast • Outdoor swimming pool • Restaurant

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

Best Price Match

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a view of a lake from a house with benches at Silveira Bay Lounge Retreat in Angra do Heroísmo

From US $79

Silveira Bay Lounge Retreat

9.1 (145 Reviews) Bed_and_breakfast

Breakfast • Outdoor swimming pool • Balcony

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.1km to center

Best Price Match

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a blue and white building with white balconies on it at Farol Guesthouse in Angra do Heroísmo

From US $67

Farol Guesthouse

9.3 (391 Reviews) Guest_house

Breakfast • Free private parking • Airport shuttle

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 924m to center

Best Price Match

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a living room with two yellow chairs and a table at My Angra Charming House in Angra do Heroísmo

From US $85

My Angra Charming House

9.2 (342 Reviews) Guest_house

Breakfast • Free parking • Airport shuttle

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 3.9km to center

Best Price Match

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a bedroom with a bed and a table and a mirror at Açores Autêntico Boutique Hotel in Angra do Heroísmo

From US $153

Açores Autêntico Boutique Hotel

9.0 (186 Reviews) Hotel

Breakfast • 2 restaurants • Pet friendly

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.4km to center

Best Price Match

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Cheap Places to Stay in São Mateus da Calheta

Over 26+ Cheap Places to Stay in or Near São Mateus da Calheta

a man in a green sweatshirt holding a frisbee at Casa dos Calços in Angra do Heroísmo

From US $39

Casa dos Calços

6.9 (26 Reviews) Guest_house

View • Private bathroom • Non-smoking rooms

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 318m to center

Best Price Match

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a pink building with a balcony on a street at Aurora Hostel in Angra do Heroísmo

From US $43

9.5 (17 Reviews) Hostel

Breakfast • Balcony • Free WiFi

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.9km to center

Best Price Match

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an open door with a view of the ocean at Basalto Negro AL in Angra do Heroísmo

From US $45

Basalto Negro AL

9.0 (281 Reviews) Guest_house

Free on-site parking • Balcony • Free WiFi

Sao Francisco São Mateus da Calheta • In São Mateus da Calheta · 754m to center

Best Price Match

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a bedroom with a large bed with yellow pillows at Downtown Guesthouse in Angra do Heroísmo

From US $47

Downtown Guesthouse

9.2 (22 Reviews) Guest_house

Free parking • Free WiFi • Private bathroom

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.9km to center

Best Price Match

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a woman sitting on a bed reading a book at Quinta de São José by PontaNegraAzores in Angra do Heroísmo

From US $49

Quinta de São José by PontaNegraAzores

9.1 (71 Reviews) Guest_house

Free parking • Free WiFi • Private bathroom

Boa Hora Angra (São Pedro) • In São Mateus da Calheta · 1.6km to center

Best Price Match

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a large yellow building with a lot of windows at Hotel Ilha in Angra do Heroísmo

From US $59

7.8 (788 Reviews) Hotel

Breakfast • Balcony • Free WiFi

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.6km to center

Best Price Match

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a sign on the side of a building with flowers at Globo Happy Hostel in Angra do Heroísmo

From US $60

Globo Happy Hostel

9.3 (849 Reviews) Hostel

Breakfast • Pet friendly • Balcony

Sao Joao De Deus Angra (Nossa Senhora da Conceição) • In São Mateus da Calheta · 4.7km to center

Best Price Match

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a sign on the side of a building with windows at Hotel Monte Brasil in Angra do Heroísmo

From US $62

Hotel Monte Brasil

8.3 (666 Reviews) Hotel

Breakfast • Pet friendly • Free WiFi

Angra Do Heroismo Angra (Sé) • In São Mateus da Calheta · 4.2km to center

Best Price Match

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About São Mateus da Calheta Vacation Rentals

Looking for places to stay in São Mateus da Calheta? Compare top options in Sao Francisco.

With more than 53 São Mateus da Calheta vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in São Mateus da Calheta.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in São Mateus da Calheta. Prices average US $111 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in São Mateus da Calheta, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in São Mateus da Calheta

Category	Count
Vacation Rentals	27
Cheap Rentals	26
Hotels	26
Luxury Rentals	20
Hotels with Suites	19
Pet-Friendly	9
Pool	9
Cabin Rentals	7

Use These Quick Filters to Find a Vacation Rental in São Mateus da Calheta

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in São Mateus da Calheta.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in São Mateus da Calheta. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in São Mateus da Calheta

Average temperatures and rainfall by month range to help plan your stay in São Mateus da Calheta.

Mar - May

Avg High17°C / 62°F

Avg Low15°C / 59°F

Rainfall71 mm / 2.8 in

Jun - Aug

Avg High22°C / 71°F

Avg Low20°C / 69°F

Rainfall37 mm / 1.5 in

Sep - Nov

Avg High21°C / 70°F

Avg Low20°C / 67°F

Rainfall78 mm / 3.1 in

Dec - Feb

Avg High17°C / 63°F

Avg Low15°C / 60°F

Rainfall101 mm / 4 in

Other Places to Stay Near São Mateus da Calheta

São Mateus da Calheta Vacation Rental Frequently Asked Questions

There are a lot of options in São Mateus da Calheta. If you plan on staying in the São Mateus da Calheta area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in São Mateus da Calheta: