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São Jorge Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for São Jorge Island vacation rentals

A wooden table with a bottle of white wine, a glass, and bread slices. A stone building with a window is in the background.

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 $223
CA $249 total
includes taxes & fees
Nov 11 - Nov 12
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A swimming pool with a stone wall and a red door, surrounded by a mountainous landscape.

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 $201
CA $218 total
includes taxes & fees
Nov 11 - Nov 12
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

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 $326
CA $365 total
includes taxes & fees
Nov 11 - Nov 12
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A swimming pool with a stone wall and a red door, surrounded by a mountainous landscape.

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 $306
CA $333 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
A swimming pool with a stone wall and a red door, surrounded by a mountainous landscape.

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 $306
CA $330 total
includes taxes & fees
Nov 11 - Nov 12
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A dining table with two plates, two wine glasses, and a vase with a plant.

6. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $653
CA $653 total
includes taxes & fees
Nov 11 - Nov 12
Casa da Petra – Our Casa is your Casa
A swimming pool with a stone wall and a red door, surrounded by a mountainous landscape.

7. 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 $290
CA $314 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A stone building with a red roof, a paved pathway, and a view of the sea in the background.

8. 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 $109
CA $113 total
includes taxes & fees
Dec 6 - Dec 7
Aldeia das Adegas
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $138
CA $243 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home 'Adega Pérola' with Wi-Fi
A cozy living room with a stone wall, a sofa, a round coffee table, and a TV.

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 $115
CA $115 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

11. Pico Azores - Family house S. Jorge view

Pico Azores - Family house S. Jorge view
Ribeirinha
10.0 out of 10, Exceptional, (1 review)
"Nous étions 2 familles et avons passé une superbe semaine. Les chambres sont bien divisées et il y avait le nécessaire pour notre séjour. La maison est très propre et très belle."
United States
Amélie T.
The price is CA $198
CA $484 total
includes taxes & fees
Nov 13 - Nov 14
Pico Azores - Family house S. Jorge view
A stone-walled room with a white chair and table, a window, and a view of a landscape.

12. 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 $153
CA $153 total
includes taxes & fees
Nov 17 - Nov 18
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A living room with a black sofa, wooden coffee table, and a television.

13. 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 $345
CA $469 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A compact kitchen with wooden cabinets, a built-in oven, and a dining area with a table and chairs.

14. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
Ribeirinha
The price is CA $425
CA $425 total
includes taxes & fees
Nov 13 - Nov 14
Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
A modern kitchen with a built-in stove, a dining area with white chairs, and a gray sofa.

15. 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 $291
CA $291 total
includes taxes & fees
Nov 6 - Nov 7
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

16. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is CA $310
CA $396 total
includes taxes & fees
Nov 13 - Nov 14
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

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 $241
CA $241 total
includes taxes & fees
Nov 7 - Nov 8
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A stone building with a red door, green shutters, and a balcony.

18. 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 $464
CA $531 total
includes taxes & fees
Nov 7 - Nov 8
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

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

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pontas Negras
The price is CA $709
CA $776 total
includes taxes & fees
Nov 20 - Nov 21
Vacation Home "Dos Vinagreiros - Guilherme" 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

A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.
Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse
Velas

10/10 Excellent

Our room had a patio with sliding doors overlooking the ocean! Gorgeous!!! There is a central kitchen that guests can use to make meals and lots of great places to sit. The staff are amazing. They help to call taxis, provide laundry service and any other help you may need. The owner came by regularly to check on how things were going and was easy to access.
Canada
Susanne
Reviewed July 11, 2026
Casa d'Avó Guesthouse

Find out more about São Jorge Island

Everything you need to know about São Jorge Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the São Jorge Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect São Jorge Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

São Jorge Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São Jorge Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A São Jorge Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São Jorge Island vacation rentals we have selected for you start as low as CA $108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São Jorge Island rentals

At Expedia, we put the best São Jorge Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top São Jorge Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream São Jorge Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around São Jorge Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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