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São João Holiday Rentals

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Our top choices for São João holiday rentals

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 NZ$305
includes taxes & fees
15 July - 16 July
Aldeia dos Caldeirões

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 NZ$194
includes taxes & fees
17 July - 18 July
Lofts Azul Pastel

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 NZ$104
includes taxes & fees
12 July - 13 July
Bearsu Nature Almoxarife

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 NZ$462
includes taxes & fees
13 July - 14 July
Aldeia das Adegas

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 NZ$240
includes taxes & fees
5 Aug - 6 Aug
Porto Pim Bay

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 NZ$305
includes taxes & fees
3 Aug - 4 Aug
Horta Bay

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is NZ$387
includes taxes & fees
10 July - 11 July
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

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

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
The price is NZ$441
includes taxes & fees
10 July - 11 July
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico
São Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"We loved Pico and the place, the house and the welcome familiy"
Portugal
Duarte D.
The price is NZ$930
includes taxes & fees
20 July - 21 July
Sea U Pico, São Roque do Pico

Casa do Jardim

Casa do Jardim
Santo Amaro
The price is NZ$368
includes taxes & fees
7 Aug - 8 Aug
Casa do Jardim

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Engrade
10.0 out of 10, Exceptional, (1 review)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
United States
Anonymous traveller
The price is NZ$661
includes taxes & fees
29 July - 30 July
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
The price is NZ$397
includes taxes & fees
10 July - 11 July
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

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 NZ$596
includes taxes & fees
28 July - 29 July
Atlantis Breeze

Casa do Laureano

Casa do Laureano
Santo Amaro
The price is NZ$342
includes taxes & fees
2 Aug - 3 Aug
Casa do Laureano

Mont Blanc Pico Island Sea

Mont Blanc Pico Island Sea
São Roque do Pico Açores
8.8 out of 10, Excellent, (3 reviews)
"Schöne Location, nette Besitzer: man kann sich wundervoll erholen"
Portugal
Sonya G.
The price is NZ$723
includes taxes & fees
15 July - 16 July
Mont Blanc Pico Island Sea

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
São Roque do Pico
The price is NZ$1,195
includes taxes & fees
13 July - 14 July
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
The price is NZ$558
includes taxes & fees
31 July - 1 Aug
Casa da Terra Alta

Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
Horta
9.0 out of 10, Wonderful, (2 reviews)
"Excellent host, Natalia was very helpful and the family was very kind and supportive. Excellent view of Pico Island from the windows of kitchen of the apartment and the surrounding area."
United Kingdom
Tajmohammed
The price is NZ$1,837
includes taxes & fees
8 Aug - 9 Aug
Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is NZ$424
includes taxes & fees
25 July - 26 July
Carpe Diem Apartment

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is NZ$529
includes taxes & fees
11 July - 12 July
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
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

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, 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 NZ$104 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?

Ocean View Pico: This holiday home rental outside of São João is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.