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São João Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for São João vacation rentals

Exterior

Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.8 out of 10, Excellent, (3 reviews)
"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...
Canada
Evan
The price is P11,007
P11,447 total
includes taxes & fees
Jul 31 - Aug 1
Aldeia dos Caldeirões
Living area

Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.8 out of 10, Exceptional, (35 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is P6,671
P6,938 total
includes taxes & fees
Jul 17 - Jul 18
Lofts Azul Pastel
On the beach, black sand

Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.8 out of 10, Excellent, (6 reviews)
"Nice camping near the sea"
Italy
Leonardo
The price is P3,495
P3,635 total
includes taxes & fees
Jul 12 - Jul 13
Bearsu Nature Almoxarife
Exterior

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (65 reviews)
"We had a great stay here."
United States
Nicholas
The price is P15,498
P16,118 total
includes taxes & fees
Jul 27 - Jul 28
Aldeia das Adegas
Individually decorated, individually furnished, desk, laptop workspace

Porto Pim Bay

Porto Pim Bay
Horta
9.6 out of 10, Exceptional, (32 reviews)
"Exceptional place to stay. Clean, professional and caring staff; can’t wait to come back. "
United States
Joseph
The price is P8,187
P8,515 total
includes taxes & fees
Jul 26 - Jul 27
Porto Pim Bay
Daily buffet breakfast for a fee

Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (7 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
The price is P9,097
P11,213 total
includes taxes & fees
Aug 3 - Aug 4
Horta Bay
Garden

Atlantis Breeze

Atlantis Breeze
3.0 star property
Madalena
8.0 out of 10, Very Good, (1 review)
"Wir haben eine super Wohnung mit atemberaubender Aussicht auf das Meer vorgefunden. Die Wohnung verfügt über alle Annehmlichkeiten, die man in einer Ferienwohnung erwarten würde, inkl. funktionierende Klimaanlage. Etwas Abzug machen wir bei den Haushaltsgeräten, welche Wartung benötigen. Die Waschmaschine wurde während dem Aufenthalt ersetzt, aber der Dampfabzug und die Abwaschmaschine funktionieren zwar, aber benötigen eine Wartung."
Switzerland
Heinz
The price is P20,107
P20,911 total
includes taxes & fees
Jul 28 - Jul 29
Atlantis Breeze
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.
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Top São João Hotel Reviews

Hotel Caravelas

Hotel Caravelas

10/10 Excellent
"Great property, very clean and a great value for what we paid. Balcony, breakfast included, pool with shade and lounges. Location is walkable to everything including many restaurants and ferry."
steven 4-night trip
Posted 15 hours ago
Hotel Caravelas

Find out more about São João

Search for holiday rentals in São João on Expedia! You can easily find your home rentals, villas, holiday apartments in São João using one of the methods below:

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Look no further and take a look at our great range of rental properties in São João!

Frequently asked questions

Are there vacation rentals in São João?

Yes, you can find vacation rentals close to the most popular local attractions in São João, or you can go with a secluded option if you'd like a relaxing place to stay.

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

While you're exploring the area, São João Forest Reserve and Mount Pico are a couple of picturesque spots to get outside and enjoy nature. Azores Wine Company and Pico Island Vineyard Culture are a couple of places you'll find in the larger area.

What’s a vacation rental in São João like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in São João. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.