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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select São Jorge Island Vacation Homes ![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/e34f0a3f.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/78db988a.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." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Lukas R. CA $124 CA $186 total includes taxes & fees Oct 28 - Oct 29 [](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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/93efe3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/69d2c8b9.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) ### 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." ![Portugal](https://a.travel-assets.com/egds/marks/flags/pt.svg) Pedro E. CA $317 CA $358 total includes taxes & fees Nov 7 - Nov 8 [](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/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5506bfb1.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bd608d61.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $339 CA $396 total includes taxes & fees Nov 7 - Nov 8 [](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) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.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) ![Beach](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/aea26ed7.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 7 - Nov 8 [](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) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/95444903.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) ![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) ### Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua) Calheta CA $231 CA $271 total includes taxes & fees Nov 7 - Nov 8 [](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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/07e55406.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) ![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) ### 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 8 - Nov 9 [](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) ![Beach](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/c48ac4fd.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) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/63a8789f.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 7 - Nov 8 [](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) ![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/54000000/53950000/53948100/53948011/8fee7f69.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 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 $122 CA $249 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Living area](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/61eb6559.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) ### 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline P. CA $146 CA $298 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) ![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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller 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) ![Interior](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/0acc94b5.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) ![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 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/f7114d45.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) ### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi Pontas negras CA $375 CA $445 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/1250546d.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) ### Holiday Home 'Adega Pérola' with Wi-Fi Cais do Galego CA $134 CA $233 total includes taxes & fees Oct 31 - Nov 1 [](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) ![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) ![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) ### Vila Paim - Apart. DELUX São Roque do Pico CA $203 CA $391 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.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) ![Interior](https://images.trvl-media.com/lodging/54000000/53940000/53937100/53937027/9085a24d.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) ### Vila Paim - Apart. Low São Roque do Pico 10/10 Exceptional (1) "Great getaway super quiet and very relaxing place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe F. CA $73 CA $249 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Low.h53937027.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/ae7b8da4.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 27 - Oct 28 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/a48b9cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/af69f1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/71741259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/3f673062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi Ribeiras CA $286 CA $286 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/41f996d1.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 29 - Oct 30 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.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) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/8f97905e.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/f79fd937.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 $655 CA $724 total includes taxes & fees Oct 27 - Oct 28 [](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=2025-11-09&endDate=2025-11-10®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 ![Aldeia das Adegas](//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](//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](//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](//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) ![ 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) ## 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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[Ribeira Seca Hotels](https://www.expedia.ca/Ribeira-Seca-Calheta-Hotels.0-n553248635976395634-0.Travel-Guide-Filter-Hotels) - [Santo Amaro Hotels](https://www.expedia.ca/Santo-Amaro-Hotels.d6134067.Travel-Guide-Hotels) - [Santo Antão Hotels](https://www.expedia.ca/Santo-Antao-Hotels.d553248635975851600.Travel-Guide-Hotels) - [Hotels near Sao Jorge Island](https://www.expedia.ca/Sao-Jorge-Island-Airport-Hotels.0-aSJZ-0.Travel-Guide-Filter-Hotels) - [São Miguel Arcanjo Hotels](https://www.expedia.ca/Sao-Miguel-Arcanjo-Hotels.d553248635975869997.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Sao Roque do Pico](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-LGBT-Friendly-Hotel.0-0-d6133974-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Sao Roque do Pico Hotels](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels.d6133974.Travel-Guide-Hotels) - [Topo Hotels](https://www.expedia.ca/Topo-Hotels.d3000020921.Travel-Guide-Hotels) - [Urzelina Hotels](https://www.expedia.ca/Urzelina-Hotels.d3000020900.Travel-Guide-Hotels) - [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) - [Pico Island Vacation Rentals](https://www.expedia.ca/Pico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals) - [Pontas Negras Vacation Rentals](https://www.expedia.ca/Pontas-Negras-Vacation-Rentals.d6324554.Travel-Guide-VacationRentals) - [Sao Roque do Pico Vacation Rentals](https://www.expedia.ca/Sao-Roque-Do-Pico-Vacation-Rentals.d6133974.Travel-Guide-VacationRentals) - [Things to do in Pico Island](https://www.expedia.ca/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities) - [Things to do in Velas](https://www.expedia.ca/Things-To-Do-In-Velas.d182256.Travel-Guide-Activities)