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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Top Holiday Rentals in São João

Aerial view
Lofts Azul Pastel

Lofts Azul Pastel

4.0 star property
Horta
9.8 out of 10, Exceptional, (33)
"Beautiful stay and wonderful staff!"
United States
Cathy
Lofts Azul Pastel
Exterior
Aldeia das Adegas

Aldeia das Adegas

4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is 2.942.982 ₫
3.060.824 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Aldeia das Adegas
Deluxe Villa | Soundproofing, iron/ironing board, free WiFi, bed sheets
Pico Terrace

Pico Terrace

3.0 star property
Madalena
9.8 out of 10, Exceptional, (8)
"We had a good time in this comfortable place. "
Canada
Arianne
Pico Terrace
View from property
Casa do Zé - AL

Casa do Zé - AL

3.0 star property
Velas
9.4 out of 10, Exceptional, (6)
"Adorable local cottage in a very small town. We stayed in the 2 bedroom apartment on the second floor. Neighbors gave us a walking tour and showed us their garden and taught us history of the area. "
United States
Susan
Casa do Zé - AL
Adega da Atafona, 1 Bedroom, Ocean View | Terrace/patio
Adegas do Pico

Adegas do Pico

4.0 star property
Sao Roque do Pico
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
United States
Mario
Adegas do Pico
View from property
Porto Pim Bay

Porto Pim Bay

Horta
9.6 out of 10, Exceptional, (31)
"Nice flat and Friendly staff. "
Germany
Soeren
Porto Pim Bay
Outdoor pool
Refúgio da Montanha

Refúgio da Montanha

3.0 star property
Sao Roque do Pico
10.0 out of 10, Exceptional, (3)
"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "
United States
hilde F. J.
Refúgio da Montanha
Outdoor pool
A Casa do Ouvidor

A Casa do Ouvidor

4.0 star property
Sao Roque do Pico
9.8 out of 10, Exceptional, (29)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
Canada
Sébastien
A Casa do Ouvidor
Outdoor pool
Aldeia dos Caldeirões

Aldeia dos Caldeirões

3.0 star property
Madalena
The price is 2.646.285 ₫
2.752.136 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Aldeia dos Caldeirões
Front of property
Houses In Pico

Houses In Pico

3.0 star property
Sao Roque do Pico
8.6 out of 10, Excellent, (13)
"Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard."
Norway
Vibeke
Houses In Pico
House (Água) | Living room | Flat-screen TV
Casas da Junqueira

Casas da Junqueira

4.0 star property
Sao Roque do Pico
9.2 out of 10, Wonderful, (12)
"A clean modern apartment. Bed was comfortable with nice sheets and pillows. Kitchen had basic cooking utensils but unfortunately not have basic items for cooking like salt, pepper, sugar, oil. Nice welcome basket of goodies was much appreciated."
Canada
Lorne
Casas da Junqueira
Aerial view
Atlantis Breeze

Atlantis Breeze

3.0 star property
Madalena
Atlantis Breeze
On the beach, black sand
Bearsu Nature Almoxarife

Bearsu Nature Almoxarife

2.0 star property
Horta
8.8 out of 10, Excellent, (6)
"Very nice experience, the area was kept clean and everything was in good conditopn."
Denmark
Lone
Bearsu Nature Almoxarife
Daily buffet breakfast (EUR 10 per person)
Horta Bay

Horta Bay

3.5 star property
Horta
10.0 out of 10, Exceptional, (5)
"Amazing from start to finish! Joe (owner) is so kind and welcoming. Great property, great location! Can't wait to come back!"
United States
Admin
Horta Bay
Front of property
Quinta do Almanac

Quinta do Almanac

2.0 star property
Velas
Quinta do Almanac
House | 4 bedrooms, Internet
Liiiving in A Ores - Ocean View House

Liiiving in A Ores - Ocean View House

2.0 star property
Sao Roque do Pico
Liiiving in A Ores - Ocean View House
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

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

10/10 Excellent
"Staff were great. I arrived early from my flight & they quickly got my room ready so I could unoack & relax. Meal was excellent."
Deirdre Janine 1-night trip
Posted 9 days ago
Pico TERRAMAR & SPA

Frequently asked questions

Are there holiday rentals in São João?

Yes, there are holiday rentals close to the most popular sights in São João, or you can select a more secluded option if you're looking for a relaxing stay.

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. Pico Island Vineyard Culture and Porto Pim Whale Factory Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in São João like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in São João. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.