A narrow, winding road through a lush, mountainous landscape with dense greenery and distant peaks.

São Jorge Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for São Jorge vacation rentals

1. Serenity House - São Jorge

Serenity House - São Jorge
São Jorge
9.4 out of 10, Exceptional, (3 reviews)
"Das Haus war sehr schön und es war wirklich sehr schön ruhig dort. Es gab einen Bäcker gleich in der Nähe und eine Bar wo man morgens Kaffee trinken konnte. Leider waren die abgebildeten Lounge Möbel nicht mehr vor Ort, statt dessen harte Betonbänke, was nicht so schön war. Es fehlen Liegen damit man entspannt dort chillen kann um zu lesen .....sonst war alles super. Das Auto konnte man direkt vor dem Haus parken und Supermärkte sind nicht weit entfernt."
United States
Tanja K.
Serenity House - São Jorge

2. Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning

Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning
Sao Jorge
The price is CA $372
CA $378 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning

3. Chalet 'Luci's House (A)' with Private Terrace

Chalet 'Luci's House (A)' with Private Terrace
São Jorge Madeira
7.4 out of 10, Good, (3 reviews)
"Property was in a great location, clean, welcoming, and a bargain. Slightly difficult to find the first time then was easy sailing. Communication from host was top notch. Only difficulty i experienced was adjusting to the height of ceilings. I struck my head routinely on the sloped ceilings, between rooms, and especially bathroom. I am approximately 71.5 inches/182cm for reference. My daughter at 63 inches/160cm was fine. All in all we enjoyed our stay!"
United States
Benjamin C.
The price is CA $85
CA $91 total
includes taxes & fees
Oct 17 - Oct 18
Chalet 'Luci's House (A)' with Private Terrace

4. Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi

Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi
São Jorge santana
The price is CA $88
CA $94 total
includes taxes & fees
Oct 14 - Oct 15
Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi

5. Casa Colibrí – A Welcoming Retreat in Santana

Casa Colibrí – A Welcoming Retreat in Santana
Santana
The price is CA $461
CA $728 total
includes taxes & fees
Oct 31 - Nov 1
Casa Colibrí – A Welcoming Retreat in Santana

6. In the heart of the north coast - Casa Afonso

In the heart of the north coast - Casa Afonso
São Jorge
10.0 out of 10, Exceptional, (2 reviews)
"Wir hatten eine schöne Zeit in dieser Unterkunft. Ruhig gelegen und gut ausgestattet. Guter Ausgangspunkt um die Nordseite Madeiras zu erkunden."
Germany
Ann-Katrin J.
The price is CA $332
CA $553 total
includes taxes & fees
Oct 26 - Oct 27
In the heart of the north coast - Casa Afonso

7. Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning

Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning
Sao Jorge
The price is CA $427
CA $434 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning

8. GuestReady - Tranquil Getaway in Madeira

GuestReady - Tranquil Getaway in Madeira
Porto da Cruz
10.0 out of 10, Exceptional, (5 reviews)
"The accommodation is just beautiful! Nice interiors and the location is stunning!"
Germany
Robin
The price is CA $137
CA $301 total
includes taxes & fees
Oct 28 - Oct 29
GuestReady - Tranquil Getaway in Madeira

9. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (203 reviews)
"Really great! Nice and clean, well located in Funchal. We had air conditioning and the bed were comfortable."
Canada
Rebecca
The price is CA $131
CA $142 total
includes taxes & fees
Nov 5 - Nov 6
Apartamentos Turisticos Atlantida

10. Grandpa's Hayloft

Grandpa's Hayloft
Santa Cruz
9.8 out of 10, Exceptional, (19 reviews)
"A very peaceful location with great proximity to the airport and near a pleasant village. It is a tidy and compact cottage that was perfect for our family and Patricia was very helpful. It was pleasant to sit outside the cottage and enjoy the lush greenery. It's best not to let kids wander up the driveway toward the main house as there are large guard dogs that can surprise you."
United States
Jennifer M.
The price is CA $160
CA $244 total
includes taxes & fees
Oct 6 - Oct 7
Grandpa's Hayloft

11. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (124 reviews)
"Friendly staff good hot tub"
Canada
David
The price is CA $182
CA $197 total
includes taxes & fees
Oct 18 - Oct 19
Terrace Mar

12. Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (67 reviews)
"The staff was amazing helping us find our way around the area and fabulous restaurants to visit."
United States
Mark
The price is CA $268
CA $286 total
includes taxes & fees
Oct 14 - Oct 15
Three House Hotel

13. Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (69 reviews)
"Great location, nice room and staff was lovely. Will stay again and recommend"
Canada
Jessica
The price is CA $261
CA $271 total
includes taxes & fees
Oct 25 - Oct 26
Studios by Aqua Natura Hotels

14. Garajau Madeira Hotel

Garajau Madeira Hotel
3.0 star property
Santa Cruz
7.4 out of 10, Good, (507 reviews)
"Nice place to stay, Clean and spacious!"
United States
Lalit
The price is CA $130
CA $141 total
includes taxes & fees
Oct 29 - Oct 30
Garajau Madeira Hotel

15. Dorisol Buganvilia Studio Hotel

Dorisol Buganvilia Studio Hotel
3.0 star property
Funchal
7.8 out of 10, Good, (298 reviews)
"Would absolutly stay here again, great Hotel!"
United Kingdom
Russell
The price is CA $124
CA $136 total
includes taxes & fees
Nov 2 - Nov 3
Dorisol Buganvilia Studio Hotel

16. Zarco Apartments by Mercado Funchal

Zarco Apartments by Mercado Funchal
4.0 star property
Funchal
8.6 out of 10, Excellent, (34 reviews)
"Central location but is quite basic"
United Kingdom
Reanna
The price is CA $200
CA $215 total
includes taxes & fees
Oct 6 - Oct 7
Zarco Apartments by Mercado Funchal

17. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (78 reviews)
"Amazing Hotel with nice rooms and swimming pool , very lovely restaurant also with good food and servers, highly recommend"
United Kingdom
Catalin
The price is CA $222
CA $237 total
includes taxes & fees
Oct 10 - Oct 11
Hotel Duas Torres

18. Vila Ventura Apartment Hotel

Vila Ventura Apartment Hotel
3.0 star property
Santa Cruz
10.0 out of 10, Exceptional, (6 reviews)
"Einzigartig war das Zimmer mit dem wunderschönen Balkon und die Freundlichkeit der Angestellten."
Germany
Anonymous traveller
The price is CA $146
CA $158 total
includes taxes & fees
Nov 1 - Nov 2
Vila Ventura Apartment Hotel

19. Paraíso - Touristic Apartments

Paraíso - Touristic Apartments
3.5 star property
Funchal
8.8 out of 10, Excellent, (98 reviews)
"I will definitely stay there again on my next trip to Madeira."
United States
Gerald
The price is CA $157
CA $171 total
includes taxes & fees
Oct 26 - Oct 27
Paraíso - Touristic Apartments

20. ALOJAMENTO CENTRAL 2

ALOJAMENTO CENTRAL 2
3.0 star property
Sao Pedro
7.4 out of 10, Good, (28 reviews)
"Outstanding customer service"
United Kingdom
Mohammed
The price is CA $112
CA $123 total
includes taxes & fees
Nov 2 - Nov 3
ALOJAMENTO CENTRAL 2
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 Hotel Reviews

Find out more about São Jorge

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. 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.

Frequently asked questions

Can I find vacation rentals in São Jorge?

Yes, there are vacation rentals close to the most popular local attractions in São Jorge, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in São Jorge?

Casas da Levada: You might want to consider this vacation home rental near São Jorge, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. It offers a furnished patio, a terrace, and a private yard so you can immerse yourself in your vacation.

How many vacation rentals will I find in São Jorge?

With 8 Expedia vacation rentals, you're sure to find just the right place for your São Jorge stay.

What’s there to see and do in São Jorge?

Explore the area and family-friendly sights such as CR7 Museum, or get out into nature at a spot like Laurisilva of Madeira. Reserva Natural da Rocha do Navio and Pico Ruivo are a couple of places you'll find in the larger area.

What’s a vacation rental in São Jorge like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in São Jorge. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.