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São Jorge Island Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for São Jorge Island vacation rentals

Beach
Herdade das Hortênsias

Herdade das Hortênsias

Herdade das Hortênsias
São Jorge
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
The price is ￥13,982
￥20,973 total
includes taxes & fees
Dec 29 - Dec 30
Herdade das Hortênsias
Terrace/patio
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Topo Calheta São Jorge Açores
The price is ￥14,135
￥14,135 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Outdoor pool
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)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
São Jorge
10.0 out of 10, Exceptional, (4)
"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 ￥38,267
￥45,133 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool
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)

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
The price is ￥23,591
￥26,909 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Outdoor pool
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)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
The price is ￥26,172
￥30,536 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

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, (1)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is ￥35,875
￥40,842 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool
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)

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
The price is ￥35,940
￥39,258 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Outdoor pool
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

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 ￥34,097
￥37,967 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Exterior
Aldeia das Adegas

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
"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 ￥17,689
￥18,397 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Aldeia das Adegas
Exterior
Casa dos Felicias

Casa dos Felicias

Casa dos Felicias
São Roque do Pico
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
The price is ￥13,798
￥28,148 total
includes taxes & fees
Dec 30 - Dec 31
Casa dos Felicias
Property grounds
Vila Paim - Apart. Low

Vila Paim - Apart. Low

Vila Paim - Apart. Low
São Roque do Pico
10.0 out of 10, Exceptional, (1)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
The price is ￥8,279
￥28,148 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Vila Paim - Apart. Low
Fridge, microwave, oven, stovetop
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

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
The price is ￥8,992
￥8,992 total
includes taxes & fees
Dec 28 - Dec 29
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
2 bedrooms, iron/ironing board, WiFi, bed sheets
Adega do Mirante

Adega do Mirante

Adega do Mirante
São Roque do Pico
8.0 out of 10, Very Good, (1)
"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...
United States
Sharon
The price is ￥13,798
￥28,148 total
includes taxes & fees
Dec 28 - Dec 29
Adega do Mirante
Private kitchen
Silveira House

Silveira House

Silveira House
Lajes do Pico
The price is ￥8,279
￥16,190 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Silveira House
Property grounds
Amazing One Bedroom Apartment with Sea View

Amazing One Bedroom Apartment with Sea View

Amazing One Bedroom Apartment with Sea View
São Roque do Pico
The price is ￥14,718
￥14,718 total
includes taxes & fees
Dec 28 - Dec 29
Amazing One Bedroom Apartment with Sea View
1 bedroom
Very well equipped apartment in the center of São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico
São Roque do Pico
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
The price is ￥16,558
￥33,668 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Very well equipped apartment in the center of São Roque do Pico
TV
Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is ￥16,155
￥27,374 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Holiday Home 'Adega Pérola' with Wi-Fi
Property grounds
Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (3)
"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 ￥64,391
￥86,284 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Casa Baleia Laranja Ocean-Front
Microwave, oven, stovetop, dishwasher
Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand
São Roque do Pico
The price is ￥22,721
￥28,781 total
includes taxes & fees
Dec 30 - Dec 31
Panoramic Ocean Views from your Private Varand
Property grounds
Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico

Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico

Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico
São Roque do Pico
The price is ￥14,745
￥14,745 total
includes taxes & fees
Dec 29 - Dec 30
Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico
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

Casa do Zé - AL

Casa do Zé - AL

10/10 Excellent
"The Casa do Ze is very well equipped with all utensils and essentials for cooking your own meals. The coffee maker is a moka pot, (first time using one) that makes great espresso. Bathroom supplies are also provided. The Casa is located at the end of a street and is a renovated old home, so it's more authentic than some other stays. The communication with the owner was excelent. WiFi was OK but sometimes cut out. Also, hot water supply was finicky as sometimes there would be plenty and other times none."
Lorne 5-night trip
Posted 2 months ago
Casa do Zé - AL

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