A coastal town with a prominent hill and a rainbow over the sea.

São Jorge Island Vacation Rentals

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Our top choices for São Jorge Island vacation rentals

1. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
São Jorge
10.0 out of 10, Exceptional, (6 reviews)
"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."
United States
David B.
The price is CA $405
CA $465 total
includes taxes & fees
Sep 4 - Sep 5
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

2. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
The price is CA $303
CA $349 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

3. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is CA $388
CA $433 total
includes taxes & fees
Sep 1 - Sep 2
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

4. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
The price is CA $285
CA $316 total
includes taxes & fees
Sep 4 - Sep 5
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

5. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $727
CA $727 total
includes taxes & fees
Aug 20 - Aug 21
Casa da Petra – Our Casa is your Casa

6. Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
São Jorge
The price is CA $372
CA $416 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

7. Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is CA $219
CA $228 total
includes taxes & fees
Sep 1 - Sep 2
Carpe Diem Apartment

8. Carpe Noctem Apartment

Carpe Noctem Apartment
Urzelina
The price is CA $219
CA $228 total
includes taxes & fees
Sep 7 - Sep 8
Carpe Noctem Apartment

9. Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Topo Calheta São Jorge Açores
The price is CA $266
CA $266 total
includes taxes & fees
Sep 1 - Sep 2
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

10. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (67 reviews)
"We had a great stay here."
United States
Nicholas
The price is CA $196
CA $203 total
includes taxes & fees
Sep 2 - Sep 3
Aldeia das Adegas

11. Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Engrade
10.0 out of 10, Exceptional, (1 review)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
United States
Anonymous traveller
The price is CA $453
CA $453 total
includes taxes & fees
Sep 6 - Sep 7
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

12. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
The price is CA $425
CA $553 total
includes taxes & fees
Sep 5 - Sep 6
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

13. Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $315
CA $414 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Home 'Adega Pérola' with Wi-Fi

14. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is CA $363
CA $407 total
includes taxes & fees
Aug 21 - Aug 22
Casa do Laureano

15. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
The price is CA $445
CA $510 total
includes taxes & fees
Aug 13 - Aug 14
Casa da Terra Alta

16. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
The price is CA $394
CA $394 total
includes taxes & fees
Aug 29 - Aug 30
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

17. SKY MOUNTAIN & SEA SMS-AZORES

SKY MOUNTAIN & SEA SMS-AZORES
São Roque do Pico
2.0 out of 10, (1 review)
"Airline canceled our flight. I emailed the host i had no response. "
United States
Thomas M.
The price is CA $65
CA $159 total
includes taxes & fees
Aug 23 - Aug 24
SKY MOUNTAIN & SEA SMS-AZORES

18. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
The price is CA $128
CA $128 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

19. Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Pontas negras
7.0 out of 10, Good, (2 reviews)
"Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered."
United States
Eugene S.
The price is CA $886
CA $955 total
includes taxes & fees
Sep 1 - Sep 2
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

20. Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is CA $337
CA $425 total
includes taxes & fees
Aug 20 - Aug 21
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top São Jorge Island Hotel Reviews

Find out more about São Jorge Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with São Jorge Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.