Title: São Jorge Island Vacation Rentals from CA $161: Short-Term Rentals for 2026 | 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)[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

![](https://images.trvl-media.com/place/182256/87298e7a-54f0-4273-a571-a4c890052590.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2026-05-29&endDate=2026-05-31&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 rentals

![Beach](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/b4610de8.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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/880bf48d.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 review)

"Ruhig gelegen mit genügend Platz."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Lukas R.

CA $129

CA $190 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/99d974b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/ffe8a023_edited_94db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/11afc6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/a9c23312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information)

Topo Calheta São Jorge Açores

CA $165

CA $165 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bbd9f1f3.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 reviews)

"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David B.

CA $336

CA $396 total

includes taxes & fees

Feb 4 - Feb 5

[](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/91000000/90600000/90598400/90598322/84a679a1.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)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/7fced377.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)

### 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 $207

CA $236 total

includes taxes & fees

Feb 4 - Feb 5

[](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/91000000/90600000/90592900/90592830/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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/eec60f05.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)

[](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 review)

"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 $315

CA $357 total

includes taxes & fees

Feb 4 - Feb 5

[](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 $269 total

includes taxes & fees

Feb 4 - Feb 5

[](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/91000000/90750000/90740100/90740088/64b64159.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)

![Beach](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/c48ac4fd.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)

### 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 $315

CA $357 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.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)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/b81a98df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/0c8d55cf.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)

### 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 $339 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/59a17370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 1 Bedroom | Private kitchenette](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/3a9305ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c097987b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aldeia das Adegas

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information)

Sao Roque do Pico

9.4/10

Exceptional

(64 reviews)

"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raechung

CA $155

CA $161 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.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)

![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)

![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)

### 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 review)

"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 $247 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/9b93d851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/d2934355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/6b2a37da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/3d7840f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Baleia Laranja Ocean-Front

[](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information)

Madalena

10/10

Exceptional

(3 reviews)

"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sebastien B.

CA $194

CA $329 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.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)

![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)

![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 $133

CA $231 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.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)

![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.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)

### Silveira House

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

Lajes do Pico

CA $73

CA $142 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.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)

![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)

![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/269fa28d.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

Feb 4 - Feb 5

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/445d8621.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)

![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 review)

"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $354

CA $354 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/f952b687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/3479ccb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/49000000/48670000/48665500/48665444/af4276e6.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/49000000/48670000/48665500/48665444/815b3f2a.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.h48665444.Hotel-Information)

São Roque do Pico

CA $145

CA $274 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-Sao-Roque-Do-Pico.h48665444.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)

![Dining](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/0f2b9d8d.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)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/db1fdabf.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 $248

CA $248 total

includes taxes & fees

Feb 4 - Feb 5

[](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)

![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

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information)

Ribeiras

CA $319

CA $319 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/d978f8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/55b2989c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/2b2f7390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/08a5e6e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.Hotel-Information)

Santo António SRP

CA $443

CA $544 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.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)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/4c4af8c4.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)

### 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 $502

CA $571 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.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=2026-02-17&endDate=2026-02-18&regionId=3182&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Villas

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=S%C3%A3o+Jorge+Island%2C+Azores%2C+Portugal&regionId=3182&latLong=38.640968%2C-28.030319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=S%C3%A3o+Jorge+Island%2C+Azores%2C+Portugal&regionId=3182&latLong=38.640968%2C-28.030319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=S%C3%A3o+Jorge+Island%2C+Azores%2C+Portugal&regionId=3182&latLong=38.640968%2C-28.030319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CONDO)

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## 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)

![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)

![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)

![35th Atlantic View](https://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)

![Make It Happen Farm](https://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)

## Find out more about São Jorge Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with São Jorge Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Vacation Homes in São Jorge Island ](https://expedia.ca/Sao-Jorge-Island-Private-Vacation-Homes.d3182-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Visit Pico Island](https://expedia.ca/Pico-Island.dx2802)
- [Visit São Miguel Island](https://expedia.ca/Sao-Miguel-Island.dx6051142)
- [Visit Flores Island](https://expedia.ca/Flores-Island.dx6142216)

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