Holiday Rentals in São João

Start date: Check-in selected.
To Date
End date: Check-out
    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

Holiday Rentals in São João

Aguada House - Welcome

10.0 out of 10, Exceptional, (2)
"Our hosts were amazing! They left us a welcome basket that served us very well for our late arrival and for the entire week. We’ve had three rentals and they were the only ones that did that. The view and location, near a natural swimming hole, worked very well for us."
Aguada House - Welcome

Blue Almance - T1 Apartment

Blue Almance - T1 Apartment

Lofts Azul Pastel

4.0 star property
9.8 out of 10, Exceptional, (33)
"Beautiful stay and wonderful staff!"
Lofts Azul Pastel

Aldeia das Adegas

4.0 star property
9.4 out of 10, Exceptional, (61)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
The price is €125
includes taxes & fees
3 Oct - 4 Oct
Aldeia das Adegas

O Nosso Sitio

3.0 star property
O Nosso Sitio

Pico Terrace

3.0 star property
9.8 out of 10, Exceptional, (8)
"We had a good time in this comfortable place. "
Pico Terrace

Casa do Zé - AL

3.0 star property
9.2 out of 10, Wonderful, (5)
"Adorable local cottage in a very small town. We stayed in the 2 bedroom apartment on the second floor. Neighbors gave us a walking tour and showed us their garden and taught us history of the area. "
Casa do Zé - AL

Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

9.8 out of 10, Exceptional, (48)
"We had such a relaxing stay at this beautiful home. My two kids loved the pool and the location next to the natural pools was amazing. Highly recommend!"
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Bearsu Nature Almoxarife

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very nice experience, the area was kept clean and everything was in good conditopn."
Bearsu Nature Almoxarife

Adegas do Pico

4.0 star property
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
Adegas do Pico

Casas da Junqueira

4.0 star property
9.2 out of 10, Wonderful, (11)
"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"
Casas da Junqueira

Porto Pim Bay

9.6 out of 10, Exceptional, (31)
"Nice flat and Friendly staff. "
The price is €94
includes taxes & fees
20 Oct - 21 Oct
Porto Pim Bay

AtlanticWindow - Modern House, Stunning View

10.0 out of 10, Exceptional, (48)
"Staying at this beautiful home with amazing views has made our vacation one we will never forget! We highly recommend staying her when you vacation in Pico. It will be one of the highlights of your trip"
AtlanticWindow - Modern House, Stunning View

4 bedrooms & great view

9.8 out of 10, Exceptional, (9)
"Friendly, very well situated, very calm and safe neighbourhood."
4 bedrooms & great view

Pike Cliffs - Amazing view to S. Jorge

9.6 out of 10, Exceptional, (7)
"Great views and good mid island location. House had all amenities needed. We had beautiful weather and enjoyed the food, wine and friendly Puco people. Good memories had by all."
Pike Cliffs - Amazing view to S. Jorge

A Casa do Ouvidor

4.0 star property
9.8 out of 10, Exceptional, (29)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
A Casa do Ouvidor

Refúgio da Montanha

3.0 star property
10.0 out of 10, Exceptional, (2)
"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "
Refúgio da Montanha

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

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

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
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 João Hotel Reviews

Find out more about São João

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 €94 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?

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar: This holiday home rental outside of São João is by the ocean, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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. Gruta das Torres 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.