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São João Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for São João vacation rentals

Exterior

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 AED 515
AED 535 total
includes taxes & fees
2 Sep - 3 Sep
Aldeia das Adegas
Exterior

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 441
AED 458 total
includes taxes & fees
2 Sep - 3 Sep
Aldeia dos Caldeirões
Exterior detail

3. Silveira House

Silveira House
Lajes do Pico
The price is AED 191
AED 374 total
includes taxes & fees
6 Sep - 7 Sep
Silveira House
Pool

4. 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 337
AED 337 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Superior Apartment, 1 Bedroom, Ocean View | Living area | Flat-screen TV

5. 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 AED 499
AED 519 total
includes taxes & fees
21 Aug - 22 Aug
Lofts Azul Pastel
Terrace/patio

6. 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 1,037
AED 1,037 total
includes taxes & fees
22 Aug - 23 Aug
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Terrace/patio

7. 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.
SKY MOUNTAIN & SEA SMS-AZORES
TV, fireplace

8. 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 AED 886
AED 1,119 total
includes taxes & fees
20 Aug - 21 Aug
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Property grounds

9. 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 1,119
AED 1,456 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Deluxe Duplex, 3 Bedrooms | Desk, laptop workspace, cribs (free), WiFi (free)

10. 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 496
AED 516 total
includes taxes & fees
31 Aug - 1 Sep
Porto Pim Bay
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is AED 518
AED 777 total
includes taxes & fees
6 Sep - 7 Sep
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Exterior detail

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 933
AED 933 total
includes taxes & fees
5 Sep - 6 Sep
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Pool

13. 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 1,140
AED 1,140 total
includes taxes & fees
13 Sep - 14 Sep
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
On the beach, black sand

14. 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 AED 180
AED 187 total
includes taxes & fees
17 Sep - 18 Sep
Bearsu Nature Almoxarife
Exterior

15. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is AED 786
AED 901 total
includes taxes & fees
21 Aug - 22 Aug
Casa do Laureano
Daily buffet breakfast for a fee

16. 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 363
AED 484 total
includes taxes & fees
1 Sep - 2 Sep
Horta Bay
Outdoor dining

17. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
Casa da Terra Alta
Outdoor dining

18. 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 AED 1,487
AED 1,976 total
includes taxes & fees
1 Sep - 2 Sep
Casa Baleia Laranja Ocean-Front
Exterior

19. 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 2,216
AED 2,397 total
includes taxes & fees
1 Sep - 2 Sep
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
TV

20. 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 2,585
AED 2,766 total
includes taxes & fees
1 Sep - 2 Sep
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & 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
"The room was clean and the air conditioning worked great. The small fridge was great to keep drinks cold. The breakfast was great... amazing variety of meats, cheeses, breads, fruits and beverages. Also had pancakes with syrup... something loved by us Canadians. Excellent location, right across the street from ferry terminal on Pico. Very handy for shopping and restaurants. Good location for sightseeing and getting to airport. Amazing ice cream stand at the end of the block."
Laraine 3-night trip
Posted 3 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. 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.