Holiday Homes in São Jorge Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Holiday Homes in São Jorge Island

Our top choices for São Jorge Island holiday homes

AtlanticWindow - Modern House, Stunning View

10.0 out of 10, Exceptional, (48)
"We loved our stay and immediately fell in love with the house. It had all the amenities you would need and more and the views were absolutely astounding. It was definitely the best part of our stay while visiting the Azores."
AtlanticWindow - Modern House, Stunning View

Faidoca's Grandfather House - Four-Bedroom House

10.0 out of 10, Exceptional, (20)
"It was a wonderful place and our host was a beautiful caring lady."
Faidoca's Grandfather House - Four-Bedroom House

Casa das Pereiras - Rural Tourism T2

Casa das Pereiras - Rural Tourism T2

Casa da Esquila 2

Casa da Esquila 2

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pike Cliffs - Amazing view to S. Jorge

9.8 out of 10, Exceptional, (6)
"We had a very peaceful and enjoyable stay, using the house as a base to climb Mt Pico, enjoy a whale watch and a wine tour. The host was very helpful with advice and helped arrange the wine tour and driver. The view out the back is beyond gorgeous and it’s a perfect deck to eat all your meals."
Pike Cliffs - Amazing view to S. Jorge

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10.0 out of 10, Exceptional, (22)
"Perfect"
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Casa Céu D'Abraão - You can click to enlarge the photo

8.6 out of 10, Excellent, (4)
"Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!"
Casa Céu D'Abraão - You can click to enlarge the photo

Casa Baía da Feteira

10.0 out of 10, Exceptional, (1)
"We enjoyed the three days we stayed at Casa Baía de Feteira. The house was well stocked with towels and kitchen supplies and the welcome basket was a nice touch. Note Google maps does not take you to the driveway when using the “directions” feature within the vrbo app but rather a nearby location. This was easily and quickly corrected by a note to the host. "
Casa Baía da Feteira

Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi

9.4 out of 10, Exceptional, (12)
"The House is a good size and very good clean "
Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi

House Santana Pico Island Garden

9.8 out of 10, Exceptional, (6)
"We only stayed for one night, but the house is very well located and clean."
House Santana Pico Island Garden

Ocean View Pico

10.0 out of 10, Exceptional, (6)
"A wonderful stay! The property is large and well appointed both inside and out! The accuracy of the on line listing is too modest. We only wish we could have stayed longer. Thank you for sharing this beautiful property."
Ocean View Pico

Cagarra Nest Winery

10.0 out of 10, Exceptional, (7)
"Beautiful view and sounds of the ocean waves. A short walk to the ocean."
Cagarra Nest Winery

Casa da Avó - Quinta da Ribeira da Urze

9.0 out of 10, Wonderful, (4)
"Nice large rental property in rural Prainha de Cima. Host was very nice and accommodating. Clean apartment with everything you need for comfortable stay. Day trips are easy to Horta or Velas on the ferries. Recommended. Great value."
Casa da Avó - Quinta da Ribeira da Urze

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

The price is AU$327
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

PICO Hollidays Rentals- Mountain and sea view for families or groups

10.0 out of 10, Exceptional, (11)
"Adelina was the most gracious and friendly host! Supplying us with incredible fruit and eggs from her gardens and chickens. The house had spectacular views of Sao Jorge and had tons of room for a family of 6. It also had a well appointed kitchen. Loved the location. A great stay. "
PICO Hollidays Rentals- Mountain and sea view for families or groups

Blue House (Blue House)

10.0 out of 10, Exceptional, (9)
"Very clean and well taken care of place. The owners and his family were great with us. This place has everything you need. All around great place. Owner lives across the road and was available if we had any questions."
Blue House (Blue House)

Matilde's House, in the paradise Fajã de São João

9.0 out of 10, Wonderful, (4)
"Haus ist etwas dunkel, aber ansonsten sehr gut eingerichtet und sauber. Blick von der Terrasse aufs Meer und auf die Insel Pico. Wer Katzen mag, ist hier sehr gut aufgehoben."
Matilde's House, in the paradise Fajã de São João

Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

The price is AU$684
includes taxes & fees
1 Sept - 2 Sept
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

Azorenhaus am Atlantik - Family-house

10.0 out of 10, Exceptional, (1)
"Ein wunderschönes Haus, das alles hat, was das Herz begehrt. Eine Erstversorgung, damit man nicht gleich am ersten Tag einkaufen muss, wird ebenfalls angeboten. Die Lage ist perfekt – nur wenige Meter zur Badestelle. Der Vermieter ist toll; er hat großartige Tipps für Wanderungen und bietet sogar einen kostenlosen Shuttleservice zu den Einstiegspunkten an. Und wer mag, kann auch einen Bootsausflug buchen. Dirk selbst ist super nett und immer da, wenn man Fragen hat. Und frische Eier vom eigenen...
Azorenhaus am Atlantik - Family-house
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.
Save an average of 15% on thousands of hotels when you're signed in

Top São Jorge Island Hotel Reviews

Find out more about São Jorge Island

Find out more about São Jorge Island

São Jorge Island Holiday Homes information

Number of reviews
Accommodation
160 Holiday Homes
Lowest Price
AU$327
Highest Price
AU$684

Explore a world of travel with Expedia

Explore a world of travel with Expedia