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 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 $301
CA $348 total
includes taxes & fees
Sep 22 - Sep 23
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

2. 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 $283
CA $318 total
includes taxes & fees
Sep 28 - Sep 29
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

3. 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 $402
CA $474 total
includes taxes & fees
Sep 13 - Sep 14
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

4. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay."
United States
Kimberly
The price is CA $386
CA $439 total
includes taxes & fees
Sep 15 - Sep 16
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

5. 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, (2 reviews)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is CA $386
CA $434 total
includes taxes & fees
Sep 28 - Sep 29
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

6. Cantinho das Japoneiras

Cantinho das Japoneiras
Velas, São Jorge, Açores
4.0 out of 10, (1 review)
"L'host non rispondeva alle e mail per ricevere le istruzioni per il check in. Dopo aver fatto presente la difficoltà in netto anticipo sia ad Expedia che a Vrbo (canale di Expedia) non si sono allertati per trovare qualcosa di alternativo. L'host ci ha contattato dopo un bel po' dal nostro arrivo, perché intanto abbiamo comunque preso il volo. l'indirizzo su booking non era preciso e ovviamente l'host non rispondeva alla richiesta di invio .Alla fine l'host si è presentato all'appartamento ed...
Italy
Rosaria Anna
The price is CA $309
CA $386 total
includes taxes & fees
Oct 2 - Oct 3
Cantinho das Japoneiras

7. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $950
CA $950 total
includes taxes & fees
Sep 28 - Sep 29
Casa da Petra – Our Casa is your Casa

8. 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 $369
CA $416 total
includes taxes & fees
Sep 27 - Sep 28
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

9. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is CA $167
CA $174 total
includes taxes & fees
Oct 5 - Oct 6
Aldeia das Adegas

10. 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 30 - Oct 1
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

11. Silveira House

Silveira House
Lajes do Pico
The price is CA $72
CA $142 total
includes taxes & fees
Sep 16 - Sep 17
Silveira House

12. Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $298
CA $338 total
includes taxes & fees
Sep 18 - Sep 19
Casa do Jardim

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $282
CA $380 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Adega Pérola' with Wi-Fi

14. 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 $392
CA $392 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

15. 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 $423
CA $551 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

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
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveller
The price is CA $282
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

17. Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
The price is CA $275
CA $275 total
includes taxes & fees
Oct 3 - Oct 4
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

18. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is CA $388
CA $388 total
includes taxes & fees
Sep 15 - Sep 16
Apartment 'Branca' with Sea View, Private Terrace 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 $475
CA $544 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

20. Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (3 reviews)
"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "
United States
Sebastien B.
The price is CA $402
CA $568 total
includes taxes & fees
Oct 4 - Oct 5
Casa Baleia Laranja Ocean-Front
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.