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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, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is ¥12,299
¥12,791 total
includes taxes & fees
Nov 1 - Nov 2
Aldeia das Adegas

2. 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 ¥12,947
¥13,465 total
includes taxes & fees
Nov 4 - Nov 5
Aldeia dos Caldeirões

3. Silveira House

Silveira House
Lajes do Pico
The price is ¥7,995
¥15,634 total
includes taxes & fees
Oct 6 - Oct 7
Silveira House

4. 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 ¥43,333
¥57,416 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

5. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is ¥35,100
¥44,850 total
includes taxes & fees
Oct 5 - Oct 6
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

6. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (41 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is ¥10,762
¥11,192 total
includes taxes & fees
Nov 1 - Nov 2
Lofts Azul Pastel

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is ¥31,200
¥31,200 total
includes taxes & fees
Oct 10 - Oct 11
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

8. Azorica Pico

Azorica Pico
3.0 star property
Madalena
Azorica Pico

9. 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 ¥52,486
¥60,070 total
includes taxes & fees
Oct 5 - Oct 6
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

10. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
The price is ¥31,090
¥34,998 total
includes taxes & fees
Oct 17 - Oct 18
Casa da Terra Alta

11. 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 ¥13,001
¥13,001 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

12. 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 ¥19,500
¥19,500 total
includes taxes & fees
Oct 6 - Oct 7
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

13. 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 ¥10,891
¥11,326 total
includes taxes & fees
Nov 3 - Nov 4
Porto Pim Bay

14. 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 ¥30,333
¥30,333 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

15. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is ¥18,654
¥21,852 total
includes taxes & fees
Oct 25 - Oct 26
Casa do Laureano

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 ¥80,272
¥87,856 total
includes taxes & fees
Oct 5 - Oct 6
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

17. 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 ¥85,276
¥107,483 total
includes taxes & fees
Oct 5 - Oct 6
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

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

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
8.0 out of 10, Very good, (1 review)
"."
United States
Miranda C.
The price is ¥15,167
¥26,001 total
includes taxes & fees
Nov 2 - Nov 3
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

19. Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (4 reviews)
"The Orange Whale House is a magical place. I have traveled a lot, and this is my favorite place so far. The house, the host, and the location are the absolute best. The Vrbo pictures do not do it justice, simply beautiful!"
United States
Michael S.
The price is ¥44,415
¥62,003 total
includes taxes & fees
Oct 9 - Oct 10
Casa Baleia Laranja Ocean-Front

20. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
Ribeirinha
The price is ¥48,101
¥48,101 total
includes taxes & fees
Oct 7 - Oct 8
Apartment 'Ribeirinha 94' with Sea View 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

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. 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.