Holiday Rentals in São João

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Check prices for these dates

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

Our top choices for São João holiday 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 €72
includes taxes & fees
15 Nov - 16 Nov
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 €78
includes taxes & fees
13 Nov - 14 Nov
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 €59
includes taxes & fees
13 Nov - 14 Nov
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 €59
includes taxes & fees
18 Nov - 19 Nov
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 €58
includes taxes & fees
14 Nov - 15 Nov
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 holiday rentals that suit your style

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Top São João Hotel Reviews

A spacious balcony with a clear view of the ocean and a patio area with outdoor furniture.
Vinhas do Calhau

Vinhas do Calhau

Vinhas do Calhau
Madalena

10/10 Excellent

Beautiful location, very tastefully arranged apartments combined with great hospitality. The receptionists Ana and Claudia are simply fantastic. They recommended restaurants and places to eat to us. A real 10 star service!
Ireland
Simon
Reviewed May 1, 2022
Vinhas do Calhau

Find out more about São João

Everything you need to know about São João holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the São João holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect São João holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

São João holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São João. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A São João holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São João holiday rentals we have selected for you start as low as €58 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São João rentals

At Expedia, we put the best São João holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top São João rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream São João holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around São João. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in São João?

Yes, there are holiday rentals close to the most popular sights in São João, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that São João has to offer?

Villa Lucinda .....: This highly rated holiday home rental in São João is located on the beach, and offers a balcony, laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

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 wider area.

What’s a holiday rental in São João like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in São João. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.