São João Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for São João vacation rentals

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

1. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is NT$2,534
NT$2,636 total
includes taxes & fees
Nov 10 - Nov 11
Aldeia das Adegas
A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

2. Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.0 out of 10, Very good, (5 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 NT$2,760
NT$2,870 total
includes taxes & fees
Nov 10 - Nov 11
Aldeia dos Caldeirões
A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

3. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (41 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is NT$2,059
NT$2,142 total
includes taxes & fees
Nov 10 - Nov 11
Lofts Azul Pastel
A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

4. 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 NT$2,059
NT$2,142 total
includes taxes & fees
Nov 13 - Nov 14
Porto Pim Bay
A coastal view with a mountain in the background, a pier, and a clear sky.

5. 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 NT$1,168
NT$2,130 total
includes taxes & fees
Nov 14 - Nov 15
Horta Bay
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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Find vacation rentals that suit your style

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Top São João Hotel Reviews

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.
Aldeia das Adegas

Aldeia das Adegas

Aldeia das Adegas
Sao Roque do Pico

10/10 Excellent

Wonderful stay. Beautiful units with great hospitality
United States
Adam
Reviewed May 5, 2024
Aldeia das Adegas

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:

  • View our selection of featured holiday rentals in São João
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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.