São Jorge Island Vacation Rentals

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Check prices for these dates

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Our top choices for São Jorge Island vacation rentals

10.0 out of 10, Exceptional, (4 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 $330
CA $390 total
includes taxes & fees
Mar 25 - Mar 26
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
The price is CA $147
CA $147 total
includes taxes & fees
Mar 22 - Mar 23
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
The price is CA $203
CA $232 total
includes taxes & fees
Mar 28 - Mar 29
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Vacation Home in São Jorge

Herdade das Hortênsias
10.0 out of 10, Exceptional, (1 review)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
The price is CA $121
CA $181 total
includes taxes & fees
Mar 28 - Mar 29
Herdade das Hortênsias
The price is CA $225
CA $265 total
includes taxes & fees
Mar 23 - Mar 24
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
The price is CA $310
CA $351 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
10.0 out of 10, Exceptional, (1 review)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is CA $310
CA $351 total
includes taxes & fees
Mar 28 - Mar 29
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
The price is CA $294
CA $333 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

Apartment in Sao Roque do Pico

Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (64 reviews)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is CA $153
CA $159 total
includes taxes & fees
Mar 25 - Mar 26
Aldeia das Adegas
The price is CA $494
CA $562 total
includes taxes & fees
Mar 24 - Mar 25
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
The price is CA $232
CA $232 total
includes taxes & fees
Apr 3 - Apr 4
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
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 $191
CA $324 total
includes taxes & fees
Mar 28 - Mar 29
Casa Baleia Laranja Ocean-Front

Vacation Home in Cais do Galego

Holiday Home 'Adega Pérola' with Wi-Fi
The price is CA $131
CA $228 total
includes taxes & fees
Mar 23 - Mar 24
Holiday Home 'Adega Pérola' with Wi-Fi
The price is CA $244
CA $244 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
The price is CA $261
CA $261 total
includes taxes & fees
Mar 28 - Mar 29
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
The price is CA $97
CA $97 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
The price is CA $290
CA $390 total
includes taxes & fees
Mar 28 - Mar 29
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi
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 $349
CA $349 total
includes taxes & fees
Mar 23 - Mar 24
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home in Lajes do Pico

Silveira House
The price is CA $71
CA $140 total
includes taxes & fees
Apr 6 - Apr 7
Silveira House
The price is CA $581
CA $649 total
includes taxes & fees
Mar 23 - Mar 24
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

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.