Photo by Olli Peauty

Search São Jorge Island Villa Rentals from CA $41

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Cottage image
Cottages
Cottages

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in São Jorge Island

A table with a champagne bottle, two glasses, and a bowl of strawberries, overlooking a pool and palm trees with a mountain in the background.

1. São Jorge Garden

São Jorge Garden
3.0 star property
Velas
9.0 out of 10, Wonderful, (114 reviews)
"Absolutely love the pool area"
United States
Jamie
The price is CA $136
CA $142 total
includes taxes & fees
Nov 16 - Nov 17
São Jorge Garden
A balcony with a table and chairs, a large umbrella, and a view of a town and hills in the background.

2. Quinta da Magnólia

Quinta da Magnólia
3.0 star property
Velas
10.0 out of 10, Exceptional, (31 reviews)
"The rooms and property are really lovely and quiet and the staff was very generous and wanted to make our stay special. "
United States
Deirdre
The price is CA $154
CA $160 total
includes taxes & fees
Nov 16 - Nov 17
Quinta da Magnólia
A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.

3. Casa d'Avó Guesthouse

Casa d'Avó Guesthouse
3.0 star property
Velas
9.8 out of 10, Exceptional, (63 reviews)
"Perfect place to have a peaceful & enjoyable vacation😊"
United States
Rina
The price is CA $75
CA $78 total
includes taxes & fees
Dec 15 - Dec 16
Casa d'Avó Guesthouse
A stone building with a swimming pool, surrounded by a mountainous landscape.

4. Kuanza Nature Experience

Kuanza Nature Experience
4.0 star property
Calheta
9.6 out of 10, Exceptional, (11 reviews)
"Staff wonderful , friendly and clean. Beautiful place . "
United States
Fernando
The price is CA $136
CA $148 total
includes taxes & fees
Nov 16 - Nov 17
Kuanza Nature Experience
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

5. 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 $250 total
includes taxes & fees
Nov 16 - Nov 17
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

6. 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 $219 total
includes taxes & fees
Nov 16 - Nov 17
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A coastal resort with multiple buildings, a swimming pool, and a view of the ocean.

7. 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 $327
CA $365 total
includes taxes & fees
Nov 20 - Nov 21
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

8. 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 $307
CA $333 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

9. 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 $307
CA $330 total
includes taxes & fees
Nov 16 - Nov 17
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A two-story house with a stone facade, a tiled roof, and a small garden with pink flowers.

10. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $655
CA $655 total
includes taxes & fees
Nov 16 - Nov 17
Casa da Petra – Our Casa is your Casa
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

11. 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 $291
CA $315 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A coastal village with stone buildings, red roofs, and outdoor seating areas.

12. 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
Nov 16 - Nov 17
Aldeia das Adegas
A modern building with a stone exterior, a wooden deck, and a pool.

13. Pico Vineyards

Pico Vineyards
4.0 star property
Madalena
9.6 out of 10, Exceptional, (13 reviews)
"Everything was top notch!!!"
Canada
eric
The price is CA $182
CA $189 total
includes taxes & fees
Dec 15 - Dec 16
Pico Vineyards
A terrace with wooden tables and chairs, overlooking a body of water and a mountainous landscape.

14. Casa do Porto Santa Cruz B&B

Casa do Porto Santa Cruz B&B
3.0 star property
Lajes do Pico
The price is CA $82
CA $86 total
includes taxes & fees
Nov 22 - Nov 23
Casa do Porto Santa Cruz B&B
A wooden deck with a railing overlooking a coastal view.

15. Sara Village

Sara Village
3.0 star property
Sao Roque do Pico
8.4 out of 10, Very good, (66 reviews)
"It was an amazing stay - If you can stay here, do so! The owner was very nice, the kitchen part for you to use was perfect, great views. Strongly recommended. Location is perfect too!"
Spain
Andreas
The price is CA $58
CA $61 total
includes taxes & fees
Nov 16 - Nov 17
Sara Village
A covered outdoor patio with a wooden deck, white table and chairs, and a view of the ocean and trees.

16. Pico Dreams - Sportfish

Pico Dreams - Sportfish
3.0 star property
Sao Roque do Pico
9.2 out of 10, Wonderful, (74 reviews)
"Great location! Great staff. Safe and quiet"
United States
Kathleen
The price is CA $75
CA $78 total
includes taxes & fees
Dec 15 - Dec 16
Pico Dreams - Sportfish
A narrow stone corridor with arches, wooden beams, and potted plants.

17. Azores Youth Hostels - Pico

Azores Youth Hostels - Pico
2.0 star property
Sao Roque do Pico
8.0 out of 10, Very good, (48 reviews)
"A kitchen would be good as its normal in a youth hostel to have one, otherwise great place!"
Italy
Nicolas
The price is CA $41
CA $43 total
includes taxes & fees
Nov 16 - Nov 17
Azores Youth Hostels - Pico
A white building with a red-tiled roof, a wooden bench, and a stone wall.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $129
CA $235 total
includes taxes & fees
Nov 20 - Nov 21
Holiday Home 'Adega Pérola' with Wi-Fi
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

19. 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 $199
CA $485 total
includes taxes & fees
Nov 16 - Nov 17
Pico Azores - Family house S. Jorge view
A building with a flat roof, large windows, and a stone wall.

20. 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 $470 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
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.
View all properties

Learn more about São Jorge Island

Check out sights like Pico da Esperanca and Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge as you discover São Jorge Island—an area also known for its island views.

See all hotels in São Jorge Island
A coastal town with a prominent hill and a rainbow over the sea.
Photo by Olli Peauty
Open Photo by Olli Peauty

Top reviews in São Jorge Island

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

Explore a world of travel with Expedia