Default HTG hotel image

São João Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for São João vacation rentals

On the beach, black sand

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 ￥8,570
￥8,913 total
includes taxes & fees
Jul 9 - Jul 10
Bearsu Nature Almoxarife
Superior Apartment, 1 Bedroom, Ocean View | Living area | Flat-screen TV

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 ￥16,686
￥17,353 total
includes taxes & fees
Jul 16 - Jul 17
Lofts Azul Pastel
Exterior

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 ￥26,662
￥27,728 total
includes taxes & fees
Jul 7 - Jul 8
Aldeia dos Caldeirões
Exterior detail

Silveira House

Silveira House
Lajes do Pico
The price is ￥8,303
￥16,237 total
includes taxes & fees
Jul 18 - Jul 19
Silveira House
Pool

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

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Deluxe Duplex, 3 Bedrooms | Individually decorated, individually furnished, desk, laptop workspace

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 ￥20,694
￥21,522 total
includes taxes & fees
Jul 19 - Jul 20
Porto Pim Bay
2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is ￥24,302
￥35,554 total
includes taxes & fees
Jul 6 - Jul 7
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Terrace/patio

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 ￥45,005
￥45,005 total
includes taxes & fees
Jul 10 - Jul 11
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Exterior detail

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 ￥40,505
￥40,505 total
includes taxes & fees
Jul 10 - Jul 11
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Daily buffet breakfast for a fee

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 ￥22,275
￥27,778 total
includes taxes & fees
Aug 4 - Aug 5
Horta Bay
Property grounds

Carpe Diem Apartment

Carpe Diem Apartment
Urzelina
The price is ￥31,323
￥32,576 total
includes taxes & fees
Jul 7 - Jul 8
Carpe Diem Apartment
TV, fireplace

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 ￥38,479
￥48,605 total
includes taxes & fees
Jul 11 - Jul 12
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Outdoor dining

Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
Casa da Terra Alta
Interior

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 ￥66,425
￥87,460 total
includes taxes & fees
Jul 20 - Jul 21
Sea U Pico, São Roque do Pico
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 traveler
The price is ￥60,755
￥60,755 total
includes taxes & fees
Jul 7 - Jul 8
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Beach

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 ￥46,313
￥65,872 total
includes taxes & fees
Jul 16 - Jul 17
Mont Blanc Pico Island Sea
Pool

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is ￥65,313
￥65,313 total
includes taxes & fees
Jul 17 - Jul 18
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Beach nearby

Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning
Horta
The price is ￥51,755
￥51,755 total
includes taxes & fees
Jul 6 - Jul 7
Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning
Beach nearby

Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
Horta
The price is ￥76,958
￥83,709 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
Dining

Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is ￥87,645
￥87,645 total
includes taxes & fees
Jul 6 - Jul 7
Casa da Petra – Our Casa is your Casa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top São João Hotel Reviews

Azoris Faial Garden

Azoris Faial Garden

8/10 Good
"Had ocean view room - rooms were big and spacious for a family of 4 with teenagers. Amenities were older. We enjoyed the watching the World Cup soccer game on the big screen in the common area. Google maps walking path is longer way than short cut up steps from main street on the waterfront."
Dana 1-night trip
Posted 16 hours ago
Azoris Faial Garden

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
  • Use the map to find apartments and other holiday homes in the São João neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in São João while they last

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

Ocean View Pico: This vacation home rental near São João is located on the beach and has an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.