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

São Jorge Vacation Rentals

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Our top choices for São Jorge vacation rentals

Silveira House

Silveira House
Lajes do Pico
The price is CA $72
CA $141 total
includes taxes & fees
Jul 29 - Jul 30
Silveira House

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (65 reviews)
"We had a great stay here."
United States
Nicholas
The price is CA $355
CA $369 total
includes taxes & fees
Aug 7 - Aug 8
Aldeia das Adegas

Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico
São Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"We loved Pico and the place, the house and the welcome familiy"
Portugal
Duarte D.
Sea U Pico, São Roque do Pico

Casa do Jardim

Casa do Jardim
Santo Amaro
The price is CA $218
CA $249 total
includes taxes & fees
Aug 7 - Aug 8
Casa do Jardim

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 $317
CA $317 total
includes taxes & fees
Jul 25 - Jul 26
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Casa do Laureano

Casa do Laureano
Santo Amaro
The price is CA $270
CA $304 total
includes taxes & fees
Aug 2 - Aug 3
Casa do Laureano

Carpe Noctem Apartment

Carpe Noctem Apartment
Urzelina
The price is CA $327
CA $340 total
includes taxes & fees
Aug 10 - Aug 11
Carpe Noctem Apartment

Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
The price is CA $366
CA $416 total
includes taxes & fees
Jul 31 - Aug 1
Casa da Terra Alta

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 $334
CA $423 total
includes taxes & fees
Jul 19 - Jul 20
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

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 $401
CA $533 total
includes taxes & fees
Aug 6 - Aug 7
SKY MOUNTAIN & SEA SMS-AZORES

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $411
CA $509 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Home 'Adega Pérola' with Wi-Fi

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 $611
CA $799 total
includes taxes & fees
Aug 16 - Aug 17
Casa Baleia Laranja Ocean-Front

Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is CA $762
CA $762 total
includes taxes & fees
Jul 21 - Jul 22
Casa da Petra – Our Casa is your Casa

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
6.0 out of 10, (1 review)
"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 $1,027
CA $1,095 total
includes taxes & fees
Aug 11 - Aug 12
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

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 $1,086
CA $1,154 total
includes taxes & fees
Jul 24 - Jul 25
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is CA $327
CA $340 total
includes taxes & fees
Jul 20 - Jul 21
Carpe Diem Apartment
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 Hotel Reviews

Find out more about São Jorge

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. 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.

Frequently asked questions

Can I find a vacation rental in São Jorge?

Yes, you can find vacation rentals near popular sights in São Jorge, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in São Jorge?

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".: This vacation home near São Jorge offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in São Jorge?

Explore the area and family-friendly sights such as Furna do Enxofre, or get out into nature at a spot like Pico da Esperanca. While here, Velas Marina and Igreja de Sao Jorge are other places worth a visit.

What’s a vacation rental in São Jorge like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in São Jorge. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.