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São João Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for São João vacation rentals

A white building with grey trim, a stone wall, and a small garden with various plants.

1. Silveira House

Silveira House
Lajes do Pico
The price is AED 187
AED 366 total
includes taxes & fees
7 Oct - 8 Oct
Silveira House
A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

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 AED 321
AED 334 total
includes taxes & fees
14 Oct - 15 Oct
Aldeia dos Caldeirões
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

3. 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 AED 305
AED 305 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

4. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (41 reviews)
"Clean, well maintained, well equipped, great view, very pleasant and helpful manager ."
Canada
Tetyana
The price is AED 252
AED 262 total
includes taxes & fees
1 Nov - 2 Nov
Lofts Azul Pastel
A stone-walled room with a white chair and table, a window, and a view of a landscape.

5. 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 AED 457
AED 457 total
includes taxes & fees
31 Oct - 1 Nov
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

6. 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 AED 315
AED 328 total
includes taxes & fees
14 Oct - 15 Oct
Porto Pim Bay
A rectangular pool with clear blue water, surrounded by a tiled deck.

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 AED 731
AED 731 total
includes taxes & fees
10 Oct - 11 Oct
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A stone wall with a wooden fence.

8. 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 AED 1,015
AED 1,345 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

9. 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 AED 822
AED 1,051 total
includes taxes & fees
3 Oct - 4 Oct
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

10. Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is AED 685
AED 939 total
includes taxes & fees
9 Oct - 10 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
A coastal view with a mountain in the background, a pier, and a clear sky.

11. 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 AED 246
AED 360 total
includes taxes & fees
8 Oct - 9 Oct
Horta Bay
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

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 AED 711
AED 711 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A bedroom with two beds, a chair, a coat rack, and a window with curtains.

13. 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 AED 355
AED 609 total
includes taxes & fees
1 Nov - 2 Nov
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
A stone building with a red door, green shutters, and a balcony.

14. 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 AED 1,229
AED 1,407 total
includes taxes & fees
2 Oct - 3 Oct
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A stone house with a red roof and orange shutters, featuring a patio with lounge chairs and a hammock.

15. 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 AED 1,040
AED 1,448 total
includes taxes & fees
15 Oct - 16 Oct
Casa Baleia Laranja Ocean-Front
A hotel room with a bed, a view through a door, and a balcony.

16. 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 AED 914
AED 914 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

17. 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 AED 1,880
AED 2,058 total
includes taxes & fees
2 Oct - 3 Oct
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A coastal beach with a stone wall, a paved walkway, and a view of a green hill with buildings in the distance.

18. 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 AED 711
AED 711 total
includes taxes & fees
1 Nov - 2 Nov
Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning
A modern room with a sofa, a bed, a small table, and a view of the outdoors.

19. 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 AED 761
AED 761 total
includes taxes & fees
5 Oct - 6 Oct
Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
A rocky shoreline with waves, a clear sky, and distant mountains.

20. 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 AED 711
AED 863 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Casa Praya' 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 Caravelas

Hotel Caravelas

10/10 Excellent
"Location next to ferry is perfect, rooms clean great breakfast. 100%"
Michael 2-night trip
Posted 2 days ago
Hotel Caravelas

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.