São João Holiday Rentals from €77: Search Short-Term Rentals

Q: 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.

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Our top choices for São João holiday rentals

A white building with grey trim, a stone wall, and a small garden with various plants.

1. Silveira House

Lajes do Pico

includes taxes & fees

9 Oct - 10 Oct

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

2. Aldeia dos Caldeirões

Madalena

"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...

Evan

includes taxes & fees

6 Oct - 7 Oct

A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

3. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Lajes do Pico

includes taxes & fees

30 Sept - 1 Oct

A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

4. Lofts Azul Pastel

Horta

Miriam

includes taxes & fees

2 Oct - 3 Oct

A stone-walled room with a white chair and table, a window, and a view of a landscape.

5. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Lajes do Pico

Anonymous traveller

includes taxes & fees

7 Oct - 8 Oct

A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

6. Porto Pim Bay

Horta

Joseph

includes taxes & fees

3 Oct - 4 Oct

A rectangular pool with clear blue water, surrounded by a tiled deck.

7. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Ribeiras

includes taxes & fees

24 Oct - 25 Oct

8. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Prainha

includes taxes & fees

4 Oct - 5 Oct

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Top São João Hotel Reviews

Aldeia da Fonte Hotel

10/10 Excellent

"Personnel très accueillant Très bon service Chambre très confortable"

The Book Hotel

10/10 Excellent

"Every single staff member was warm and welcoming. The hotel is well-maintained and the room was very clean. The Japanese toilet in the room was a nice amenity, and toiletries were also available on the bathroom counter. The bed was comfortable and I like the different lighting options you can use. The pool was my favorite feature of the hotel. It's on the roof where you can also access the spa. The pool and hot tub are connected so you can easily switch from one to the other. It's a small, shallow pool, so there is no diving and not much room to swim - all you can pretty much do is just float in the pool, which is really all you need. The hotel is a block away from a park/garden and a couple of blocks away from the marina. Everything is walkable. The front desk staff were very helpful. They gave me great suggestions for restaurants, shopping, and even helped me reserve a taxi tour of the island. I will definitely be staying here again."

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 €77 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.

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