Title: São Jorge Island Vacation Home Rentals from CA $142: Search Top Private Vacation Homes for Rent | Expedia.ca [São Jorge Island Travel Guide](https://expedia.ca/Sao-Jorge-Island.dx3182)[Hotels in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Hotels.d3182.Travel-Guide-Hotels)[Vacation Rentals in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Vacation-Rentals.d3182.Travel-Guide-VacationRentals)[Flights to São Jorge Island](https://expedia.ca/Cheap-Flights-To-Sao-Jorge-Island.d3182.Travel-Guide-Flights)[Things to do in São Jorge Island](https://expedia.ca/Things-To-Do-In-Sao-Jorge-Island.d3182.Travel-Guide-Activities)[São Jorge Island Car Rentals](https://expedia.ca/Car-Rentals-In-Sao-Jorge-Island.d3182.Car-Rental-Guide)[São Jorge Island Vacation Packages](https://expedia.ca/Sao-Jorge-Island.d3182.Destination-Travel-Guides) ![Caught this when everybody was still asleep.](https://images.trvl-media.com/place/182256/87298e7a-54f0-4273-a571-a4c890052590.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Olli Peauty # São Jorge Island Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for São Jorge Island vacation homes ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/b71d0976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/ef85d514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf) [](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) São Jorge 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $335 CA $387 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/b4610de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/78db988a_edited_4db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/2a8ca9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/6bef2972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Herdade das Hortênsias [](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information) São Jorge 10/10 Exceptional (1) "Ruhig gelegen mit genügend Platz." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Lukas R. CA $122 CA $184 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/eec60f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/93efe3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/0643cc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista) [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) São Jorge 10/10 Exceptional (1) "serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso." ![Portugal](https://a.travel-assets.com/egds/marks/flags/pt.svg) Pedro E. CA $314 CA $343 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2aec020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/b41eceda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/06191928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/acd86adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua) [](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information) Calheta CA $229 CA $267 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/83afbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/2e8d5bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/b81a98df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information) São Jorge CA $298 CA $335 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84a679a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/07e55406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/ccf7f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84dd039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro) [](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) São Jorge CA $206 CA $235 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/64b64159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/57dd13ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/62f81f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/c48ac4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto) [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information) São Jorge CA $314 CA $353 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/092f31cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8cc197ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/53eea078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/1e6d660a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa dos Felicias [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) São Roque do Pico 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria N. CA $121 CA $246 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/1de95695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/4e5d49c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/56223ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53950000/53948200/53948164/03136547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adega do Mirante [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) São Roque do Pico 8.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $121 CA $246 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Adega-Do-Mirante.h53948164.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/3fe9f3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/b4e00f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/c3a6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/4c4af8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) Pontas negras CA $371 CA $440 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) ![1 bedroom](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/b0aa1996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/fa624471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/61eb6559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/13e15c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very well equipped apartment in the center of São Roque do Pico [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline P. CA $145 CA $295 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/e71e4b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/5b1a131e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silveira House [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) Lajes do Pico CA $72 CA $142 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/8a270217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/91538c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/445d8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/5308c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) Engrade 10/10 Exceptional (1) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $353 CA $353 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/dea5ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/a1b460b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/8a0f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Pérola' with Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) Cais do Galego CA $141 CA $240 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/ea94e715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/556ab396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/0acc94b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/91440516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Ocean Views from your Private Varand [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) São Roque do Pico CA $199 CA $252 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/37ba2142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/db1fdabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/aef792cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/bd758137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) Lajido CA $247 CA $247 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/fc504312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/a15e43aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/5e17fd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/0a5283da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) Ribeiras CA $283 CA $283 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/8c95b4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/3bda54dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/765fd7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/5da0b777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. DELUX [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) São Roque do Pico CA $201 CA $386 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9ad9c4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/29ab4170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/b00d1783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9a00ab2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) Pontas Negras CA $507 CA $575 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26®ionId=3182&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSao-Jorge-Island-Private-Vacation-Homes.d3182-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSao-Jorge-Island-Private-Vacation-Homes.d3182-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top São Jorge Island Hotel Reviews ![Casa do Zé - AL](https://images.trvl-media.com/lodging/29000000/28620000/28612700/28612603/70f467ca_y.jpg) ### 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." [](https://expedia.ca/Velas-Hotels-Casa-Do-Ze-AL.h28612603.Hotel-Information) ![Casa d'Avó Guesthouse](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/fe4c9295_y.jpg) ### Casa d'Avó Guesthouse 10/10 Excellent "Perfect place to have a peaceful & enjoyable vacation😊" [](https://expedia.ca/Velas-Hotels-Casa-DAvo-Guesthouse.h24993980.Hotel-Information) ![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10_y.jpg) ### Pico Dreams - Sportfish 10/10 Excellent "This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Matilde's House, in the paradise Fajã de São João](https://images.trvl-media.com/lodging/42000000/41830000/41824900/41824815/b445b849_y.jpg) ### Matilde's House, in the paradise Fajã de São João 10/10 Excellent "Open ocean views, sound of waves, lovely sunny patio, Paula very nice, helpful , thoughtful arrival treats. Love Luca the lab. " [](https://expedia.ca/Calheta-Hotels-Matildes-House.h41824815.Hotel-Information) ![Aldeia das Adegas](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8_y.jpg) ### Aldeia das Adegas 10/10 Excellent "Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![Sara Village](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg) ### Sara Village 10/10 Excellent "Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![São Jorge Garden](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e60c235e_y.jpg) ### São Jorge Garden 10/10 Excellent "Great location in Velas, beautiful property with pool, sitting deck with ocean view, sunsets and Morro Grande view and hiking within 10 minutes walk. Close to supermarket and restaurants, ideal location in Velas. Good buffet breakfast. Beds were a little too firm for me but great for my partner...highly recommended for location, cleanliness and great staff! " [](https://expedia.ca/Velas-Hotels-Sao-Jorge-Garden.h2691841.Hotel-Information) ![Pico Vineyards](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f_y.jpg) ### Pico Vineyards 10/10 Excellent "An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time! " [](https://expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![Kuanza Nature Experience](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/ecaf04e2_y.jpg) ### Kuanza Nature Experience 10/10 Excellent "Quite secluded yet very safe. Overall an authentic experience. " [](https://expedia.ca/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.Hotel-Information) ## Find out more about São Jorge Island ## São Jorge Island Vacation Homes information | Number of reviews | 2 | | ----------------- | ------------------ | | Accommodation | 169 Vacation Homes | | Lowest Price | CA $142 | | Highest Price | CA $575 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Pico Island ](https://www.expedia.ca/3Star-Pico-Island-Hotels.s30-0-d2802.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Pico Island ](https://www.expedia.ca/4Star-Pico-Island-Hotels.s40-0-d2802.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sao Roque do Pico ](https://www.expedia.ca/4Star-Sao-Roque-Do-Pico-Hotels.s40-0-d6133974.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Pico Island ](https://www.expedia.ca/5Star-Pico-Island-Hotels.s50-0-d2802.Travel-Guide-Filter-Hotels) - [Baixa Hotels ](https://www.expedia.ca/Baixa-Hotels.d553248635975857630.Travel-Guide-Hotels) - 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