Title: São Jorge Island Vacation Home Rentals : 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) ![](https://mediaim.expedia.com/destination/1/bae1828a23a2f59dd1088c13f4564adb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select São Jorge Island Vacation Homes ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.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) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/4890e023.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) ### Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista) São Jorge 10/10 Exceptional (1) "serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso." CA $317 CA $358 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/3999e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/78db988a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/70ef90f2.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 São Jorge 10/10 Exceptional (1) "Ruhig gelegen mit genügend Platz." CA $124 CA $186 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bd608d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/567ee23e.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) 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." CA $339 CA $396 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.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) ![Beach](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/aea26ed7.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) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/4738c201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba São Jorge CA $301 CA $340 total includes taxes & fees Nov 2 - Nov 3 [](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/90000000/89480000/89474700/89474673/2aec020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highchair, dining tables](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2b3b4298.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) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/95444903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua) Calheta CA $231 CA $271 total includes taxes & fees Nov 2 - Nov 3 [](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/91000000/90600000/90598400/90598322/84a679a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/551ac54b.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) São Jorge CA $208 CA $238 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Cozy-Modern-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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/38bf9a17.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) ![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) São Jorge CA $317 CA $358 total includes taxes & fees Nov 2 - Nov 3 [](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/54000000/53950000/53948100/53948011/8cc197ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8fee7f69.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) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/092f31cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa dos Felicias 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. " CA $122 CA $249 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.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) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/589b0ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/bd76097c.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) ### 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... CA $146 CA $295 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/91538c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/86af31e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bfc69bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/9398c3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi 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" CA $357 CA $357 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/030e2f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/ea94e715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/057c10ca.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) ### Panoramic Ocean Views from your Private Varand São Roque do Pico CA $169 CA $222 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/ed2c9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/1644c2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/3f8a670f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/7dfb40d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi Lajes do Pico CA $139 CA $139 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/bd4e7be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/e13b9eda.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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/f7114d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi Pontas negras CA $375 CA $445 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/c2c40e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/ea886d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/a16c3691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087367/4438d040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi Pontas negras CA $327 CA $397 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Umbelina-With-Sea-View.h102087367.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/fbf006f0.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/91000000/90150000/90145800/90145704/dea5ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/e2f2cbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Pérola' with Wi-Fi Cais do Galego CA $134 CA $233 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.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) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/a7dbecec.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) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/3bda54dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. DELUX São Roque do Pico CA $203 CA $391 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/1917a67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/41f996d1.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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/03245688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi Lajido CA $250 CA $250 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 Lajes do Pico CA $73 CA $143 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/91471900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/8f97905e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/201e4acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi Pontas Negras CA $530 CA $599 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/fad0670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/d0b6d0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/acb54a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/5ec5ed3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. Low São Roque do Pico CA $73 CA $249 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.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=2025-10-26&endDate=2025-10-27®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 ![ AtlanticWindow - Modern House, Stunning View](//images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/fecc7914_y.jpg) ### AtlanticWindow - Modern House, Stunning View 10/10 Excellent "Excellent house! Second time staying here and it was just as great as the first stay. Amazing view!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-AtlanticWindow-Modern-House.h33700761.Hotel-Information) ![Pico Dreams - Sportfish](//images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10_y.jpg) ### Pico Dreams - Sportfish 10/10 Excellent "Beautiful guesthouse, quiet but within walking distance of Sao Roque. Comfortable rooms and good, shared kitchen facilities. An ideal base for exploring Pico." [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Casa d'Avó Guesthouse](//images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/fe4c9295_y.jpg) ### Casa d'Avó Guesthouse 10/10 Excellent "What an amazing stay we had at Casa D'Avo! The property is perfectly maintained. The room and common areas were super clean and comfortable. Super friendly staff. And the view is priceless. If we ever return to Sao Jorge Island Casa D'Avo will be our first choice for accomodations. " [](https://expedia.ca/Velas-Hotels-Casa-DAvo-Guesthouse.h24993980.Hotel-Information) ![Kuanza Nature Experience](//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) ![35th Atlantic View](//images.trvl-media.com/lodging/42000000/41180000/41176200/41176143/24258708_y.jpg) ### 35th Atlantic View 10/10 Excellent "It would be great if the room just had a closet to store your clothes away. We had to use the couch to leave our lugage and clothes." [](https://expedia.ca/Lajes-Do-Pico-Hotels-35th-Atlantic-View.h41176143.Hotel-Information) ![Azores Youth Hostels - Pico](//images.trvl-media.com/lodging/11000000/11000000/10994800/10994777/68519227_y.jpg) ### Azores Youth Hostels - Pico 4/10 Poor "Place is pretty beat up and could use some maintenence for sure. Oh, and the fire alarm was going off for a solid 3 hours in the middle of the night which made it pretty tough to sleep. Otherwise not too shabby. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-PJA-Pico-Youth-Hostel.h10994777.Hotel-Information) ![Sara Village](//images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg) ### Sara Village 8/10 Good "We stayed in the Susete Apartment fo 3 mihts on Pico Island. Basically a 1 bedroom with kitchen which was great for cooking and prepping food fo day trips. Miguel is an excellent host and easy to contact, apartment was clean and conveneont for day tripping around Pico. Thanks Miguel!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![Make It Happen Farm](//images.trvl-media.com/lodging/38000000/37150000/37145900/37145858/6104983b_y.jpg) ### Make It Happen Farm 10/10 Excellent "Friendly staff. Owner lives on property. Fully equipped common kitchen including living dining room. Perfect place to recharge!" [](https://expedia.ca/Velas-Hotels-Make-It-Happen-Farm.h37145858.Hotel-Information) ![Pico Vineyards](//images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f_y.jpg) ### Pico Vineyards 10/10 Excellent "The pool is amazing! and brand new property!" [](https://expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ## Find out more about São Jorge Island ## São Jorge Island Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## 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) - [Cais do Pico Hotels](https://www.expedia.ca/Cais-Do-Pico-Hotels.d553248635975870685.Travel-Guide-Hotels) - 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[Velas Hotels](https://www.expedia.ca/Velas-Hotels.d182256.Travel-Guide-Hotels) - [Flights to Pico Island](https://www.expedia.ca/Cheap-Flights-To-Pico-Island.d2802.Travel-Guide-Flights) - [Flights to Sao Jorge Island](https://www.expedia.ca/Cheap-Flights-To-Sao-Jorge-Island.d6024902.Travel-Guide-Flights) - [Flights from London to Pico Island](https://www.expedia.ca/lp/flights/178279/2802/london-to-pico-island) - [Flights from Toronto to Pico Island](https://www.expedia.ca/lp/flights/178314/2802/toronto-to-pico-island) - [Flights from Velas](https://www.expedia.ca/lp/flights/182256/flights-from-velas) - [Flights from Pico Island](https://www.expedia.ca/lp/flights/2802/flights-from-pico-island) - [Flights from Lajes do Pico](https://www.expedia.ca/lp/flights/6159823/flights-from-lajes-do-pico) - [Flights from Calheta](https://www.expedia.ca/lp/flights/6345213/flights-from-calheta) - [Flights from Lisbon (LIS) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/lis/sjz/lisbon-to-sao-jorge-island) - [Flights from Ponta Delgada (PDL) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/pdl/sjz/ponta-delgada-to-sao-jorge-island) - [Flights from Montreal (YUL) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yul/sjz/montreal-to-sao-jorge-island) - [Flights from Vancouver (YVR) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yvr/sjz/vancouver-to-sao-jorge-island) - [Flights from Winnipeg (YWG) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/ywg/sjz/winnipeg-to-sao-jorge-island) - [Flights from Toronto (YYZ) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yyz/sjz/toronto-to-sao-jorge-island) - [Lajes do Pico Vacations](https://www.expedia.ca/Lajes-Do-Pico.d6159823.Destination-Travel-Guides) - [Visit Lajes do Pico](https://www.expedia.ca/Lajes-Do-Pico.dx6159823) - [Visit Manadas](https://www.expedia.ca/Manadas.dx553248635975858340) - [Pico Island Vacations](https://www.expedia.ca/Pico-Island.d2802.Destination-Travel-Guides) - [Visit Pico Island](https://www.expedia.ca/Pico-Island.dx2802) - [Visit Pontas Negras](https://www.expedia.ca/Pontas-Negras.dx6324554) - [Visit São Miguel Arcanjo](https://www.expedia.ca/Sao-Miguel-Arcanjo.dx553248635975869997) - [Car rental Calheta](https://www.expedia.ca/Car-Rentals-In-Calheta.d6345213.Car-Rental-Guide) - [Car rental Lajes do Pico](https://www.expedia.ca/Car-Rentals-In-Lajes-Do-Pico.d6159823.Car-Rental-Guide) - [Car rentals near Pico Island](https://www.expedia.ca/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide) - [Rental cars Sao Jorge Island airport](https://www.expedia.ca/Car-Rentals-In-Sao-Jorge-Island.d6024902.Car-Rental-Guide) - [Car rental Sao Roque do Pico](https://www.expedia.ca/Car-Rentals-In-Sao-Roque-Do-Pico.d6133974.Car-Rental-Guide) - [Car rental Velas](https://www.expedia.ca/Car-Rentals-In-Velas.d182256.Car-Rental-Guide) - [Economy Car Rentals in Pico Island](https://www.expedia.ca/Economy-Car-Rentals-In-Pico-Island.d2802-tEconomy.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Pico Island](https://www.expedia.ca/Enterprise-Car-Rentals-In-Pico-Island.d2802-c15.Car-Rental-Guide-Suppliers) - [Goldcar rental Rental Cars in Pico Island](https://www.expedia.ca/Goldcar-Rental-Car-Rentals-In-Pico-Island.d2802-c1022.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Pico Island](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Pico-Island.d2802-c42.Car-Rental-Guide-Suppliers) - [Priceless Car Rental Rental Cars in Pico Island](https://www.expedia.ca/Priceless-Car-Rental-Car-Rentals-In-Pico-Island.d2802-c1060.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Pico Island](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Pico-Island.d2802-c33.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Pico Island](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Pico-Island.d2802-c45.Car-Rental-Guide-Suppliers) - [Calheta de Nesquim Vacation Rentals](https://www.expedia.ca/Calheta-De-Nesquim-Vacation-Rentals.d3000021632.Travel-Guide-VacationRentals) - [Lajes do Pico Vacation Rentals](https://www.expedia.ca/Lajes-Do-Pico-Vacation-Rentals.d6159823.Travel-Guide-VacationRentals) - 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