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

São Jorge Island Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for São Jorge Island holiday rentals

A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

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 NZ$576
includes taxes & fees
2 Oct - 3 Oct
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.

2. 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 NZ$534
includes taxes & fees
30 Sept - 1 Oct
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.

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, (2 reviews)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is NZ$534
includes taxes & fees
30 Sept - 1 Oct
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

4. 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 NZ$440
includes taxes & fees
2 Oct - 3 Oct
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.

5. 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 NZ$393
includes taxes & fees
11 Oct - 12 Oct
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
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 NZ$879
includes taxes & fees
27 Oct - 28 Oct
Casa da Petra – Our Casa is your Casa
Room

7. 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 NZ$482
includes taxes & fees
27 Oct - 28 Oct
Cantinho das Japoneiras
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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 NZ$512
includes taxes & fees
30 Sept - 1 Oct
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

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 NZ$281
includes taxes & fees
28 Oct - 29 Oct
Aldeia das Adegas
A hotel room with a bed, a view through a door, and a balcony.

10. 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 NZ$491
includes taxes & fees
1 Oct - 2 Oct
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A stone wall with a wooden fence.

11. 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 NZ$689
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is NZ$299
includes taxes & fees
2 Oct - 3 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
A stone building with a red door, green shutters, and a balcony.

13. 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 NZ$679
includes taxes & fees
1 Oct - 2 Oct
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.

14. 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 NZ$992
includes taxes & fees
1 Oct - 2 Oct
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

15. 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 NZ$507
includes taxes & fees
8 Oct - 9 Oct
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

16. 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 NZ$159
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A stone-walled room with a white chair and table, a window, and a view of a landscape.

17. 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 NZ$245
includes taxes & fees
29 Oct - 30 Oct
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A rectangular pool with clear blue water, surrounded by a tiled deck.

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 NZ$352
includes taxes & fees
10 Oct - 11 Oct
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A stone house with a red roof and orange shutters, featuring a patio with lounge chairs and a hammock.

19. Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (4 reviews)
"The Orange Whale House is a magical place. I have traveled a lot, and this is my favorite place so far. The house, the host, and the location are the absolute best. The Vrbo pictures do not do it justice, simply beautiful!"
United States
Michael S.
The price is NZ$702
includes taxes & fees
4 Oct - 5 Oct
Casa Baleia Laranja Ocean-Front
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

20. 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 NZ$343
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and 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

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

10/10 Excellent
"Personnel très accueillant Très bon service Chambre très confortable"
Mireille 3-night trip
Posted 2 days ago
Aldeia da Fonte Hotel

Find out more about São Jorge Island

Everything you need to know about São Jorge Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the São Jorge Island holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

São Jorge Island holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São Jorge Island holiday rentals we have selected for you start as low as NZ$482 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 holiday 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 holiday.

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.