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São João Vacation Rentals

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Our top choices for São João vacation rentals

1. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (68 reviews)
"We had a great stay here."
United States
Nicholas
The price is ¥22,363
¥23,258 total
includes taxes & fees
Sep 8 - Sep 9
Aldeia das Adegas

2. Silveira House

Silveira House
Lajes do Pico
The price is ¥8,313
¥16,257 total
includes taxes & fees
Sep 6 - Sep 7
Silveira House

3. 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 ¥19,152
¥19,918 total
includes taxes & fees
Sep 2 - Sep 3
Aldeia dos Caldeirões

4. 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
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveler
The price is ¥40,519
¥40,519 total
includes taxes & fees
Aug 22 - Aug 23
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

5. 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 ¥64,154
¥74,284 total
includes taxes & fees
Sep 4 - Sep 5
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

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

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
The price is ¥48,665
¥63,309 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

7. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (40 reviews)
"Room was spacious and had a lovely ocean view. Property was clean and fresh. Convenient location. Would recommend! Staff was helpful and responsive through email with the check in process as I had arrived early before the room was ready."
United States
Miriam
The price is ¥21,691
¥22,558 total
includes taxes & fees
Aug 27 - Aug 28
Lofts Azul Pastel

8. 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
The price is ¥14,644
¥14,644 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is ¥49,522
¥49,522 total
includes taxes & fees
Sep 15 - Sep 16
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

10. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is ¥35,101
¥40,089 total
includes taxes & fees
Aug 21 - Aug 22
Casa do Laureano

11. SKY MOUNTAIN & SEA SMS-AZORES

SKY MOUNTAIN & SEA SMS-AZORES
São Roque do Pico
2.0 out of 10, (1 review)
"Airline canceled our flight. I emailed the host i had no response. "
United States
Thomas M.
The price is ¥7,390
¥18,105 total
includes taxes & fees
Aug 23 - Aug 24
SKY MOUNTAIN & SEA SMS-AZORES

12. 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 ¥40,519
¥40,519 total
includes taxes & fees
Sep 5 - Sep 6
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

13. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is ¥22,531
¥33,797 total
includes taxes & fees
Sep 6 - Sep 7
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

14. 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 ¥21,564
¥22,426 total
includes taxes & fees
Sep 12 - Sep 13
Porto Pim Bay

15. 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
7.0 out of 10, Good, (2 reviews)
"Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered."
United States
Eugene S.
The price is ¥96,315
¥104,202 total
includes taxes & fees
Sep 1 - Sep 2
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

16. 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 ¥112,268
¥120,148 total
includes taxes & fees
Sep 4 - Sep 5
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

17. 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 ¥15,788
¥21,038 total
includes taxes & fees
Aug 28 - Aug 29
Horta Bay

18. 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 ¥51,772
¥51,772 total
includes taxes & fees
Sep 8 - Sep 9
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

19. Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.6 out of 10, Excellent, (7 reviews)
"Nice camping near the sea"
Italy
Leonardo
The price is ¥7,815
¥8,128 total
includes taxes & fees
Sep 17 - Sep 18
Bearsu Nature Almoxarife

20. 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 ¥64,602
¥86,013 total
includes taxes & fees
Sep 6 - Sep 7
Casa Baleia Laranja Ocean-Front
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

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:

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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. Convent of Sao Roque do Pico 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.