São João Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for São João vacation rentals

Exterior

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (64 reviews)
"Wonderful stay. Beautiful units with great hospitality"
United States
Adam
The price is ￥19,227
￥19,995 total
includes taxes & fees
May 22 - May 23
Aldeia das Adegas
Exterior

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Pontas negras
The price is ￥81,073
￥88,956 total
includes taxes & fees
May 21 - May 22
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
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 ￥49,545
￥49,545 total
includes taxes & fees
May 22 - May 23
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
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, (33 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is ￥15,980
￥16,619 total
includes taxes & fees
May 31 - Jun 1
Lofts Azul Pastel
Exterior

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
Pedro Miguel
8.0 out of 10, Very Good, (3 reviews)
"Von den 4 Unterkünften, die wir in diesem Urlaub auf den Azoren hatten, ist dies die Einzige, die wir nicht empfehlen können. Als wir ankamen (Anfang Mai) waren die Temperaturen zwischen 11 und 17 Grad, mit wenigen sonnigen Abschnitten und dann höheren Temperaturen. Das Haus verfügt über keine Heizung, dementsprechend war die Temperatur im Inneren bei 16 Grad und über 80% Luftfeuchtigkeit. Die Wohnung war also kalt und klamm, in den Schränken und Kommoden riecht es modrig. Erst auf Nachfrage...
Germany
Bernd R.
The price is ￥40,646
￥47,873 total
includes taxes & fees
May 22 - May 23
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
Outdoor dining

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

Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi
Horta
10.0 out of 10, Exceptional, (4 reviews)
"Pros: The host, the place, cleaning and comfort Cons: A little bit noisy."
United States
Anonymous traveler
The price is ￥81,073
￥81,073 total
includes taxes & fees
May 24 - May 25
Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi
Exterior

Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
10.0 out of 10, Exceptional, (1 review)
"Superbe petite maison accueillante "
Canada
Eric
The price is ￥16,822
￥17,495 total
includes taxes & fees
May 21 - May 22
Aldeia dos Caldeirões
TV

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 ￥54,049
￥54,049 total
includes taxes & fees
Jun 20 - Jun 21
Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
Interior

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 ￥88,639
￥111,907 total
includes taxes & fees
May 21 - May 22
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Interior

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is ￥18,243
￥29,504 total
includes taxes & fees
May 24 - May 25
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
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 ￥7,351
￥7,646 total
includes taxes & fees
May 24 - May 25
Bearsu Nature Almoxarife
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 ￥24,322
￥24,322 total
includes taxes & fees
May 21 - May 22
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Daily buffet breakfast for a fee

Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (6 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
The price is ￥13,452
￥18,607 total
includes taxes & fees
May 24 - May 25
Horta Bay
Outdoor dining

Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (3 reviews)
"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "
United States
Sebastien B.
The price is ￥60,016
￥80,144 total
includes taxes & fees
Jun 5 - Jun 6
Casa Baleia Laranja Ocean-Front
1 bedroom, free WiFi, bed sheets

Apartment 'Azores4fun' with Wi-Fi & AC

Apartment 'Azores4fun' with Wi-Fi & AC
Horta
8.8 out of 10, Excellent, (3 reviews)
"The accommodation is amazing. It is clean, spacious, has all needed appliance. It is located near the port with easy access to cafes, shops and restaurants. The owner helped us a lot as we had problems with flights. We really enjoyed to spend our time in this place."
Germany
Vasily P.
The price is ￥40,646
￥40,646 total
includes taxes & fees
Jun 10 - Jun 11
Apartment 'Azores4fun' with Wi-Fi & AC
TV

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pontas Negras
The price is ￥104,720
￥112,603 total
includes taxes & fees
May 21 - May 22
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Interior

Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is ￥76,839
￥76,839 total
includes taxes & fees
May 21 - May 22
Casa da Petra – Our Casa is your Casa
Interior

Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC

Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC
Horta
9.0 out of 10, Wonderful, (2 reviews)
"This was a great place to spend our 3 days on the island. It had everything we needed or wanted and the hosts even left us a little gift. Highly recommend!"
Canada
Crystal V.
The price is ￥36,034
￥36,034 total
includes taxes & fees
May 28 - May 29
Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC
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 ￥32,429
￥32,429 total
includes taxes & fees
May 29 - May 30
Apartment 'Branca' with Sea View, Private Terrace 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 ￥34,457
￥34,457 total
includes taxes & fees
May 24 - May 25
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and 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

Hotel do Canal

Hotel do Canal

10/10 Excellent
"Great place to stay!"
ROSE 1-night trip
Posted 2 days ago
Hotel do Canal

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
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  • 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?

Villa Lucinda .....: Visitors give good reviews to this São João vacation home rental, which 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 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.