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Our top choices for São João holiday rentals

Refúgio da Montanha

Refúgio da Montanha
3.0 star property
Sao Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "
United States
hilde F. J.
The price is £123
includes taxes & fees
9 May - 10 May
Refúgio da Montanha

Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
10.0 out of 10, Exceptional, (1 review)
"Superbe petite maison accueillante "
Canada
Eric
The price is £91
includes taxes & fees
10 May - 11 May
Aldeia dos Caldeirões

Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.8 out of 10, Exceptional, (33 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is £73
includes taxes & fees
30 May - 31 May
Lofts Azul Pastel

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (64 reviews)
"Wonderful stay. Beautiful units with great hospitality"
United States
Adam
The price is £93
includes taxes & fees
19 May - 20 May
Aldeia das Adegas

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 traveller
The price is £232
includes taxes & fees
9 May - 10 May
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

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
The price is £416
includes taxes & fees
9 May - 10 May
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (6 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
The price is £82
includes taxes & fees
12 May - 13 May
Horta Bay

Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.8 out of 10, Excellent, (6 reviews)
"Nice camping near the sea"
Italy
Leonardo
The price is £36
includes taxes & fees
22 May - 23 May
Bearsu Nature Almoxarife

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi
Pedro Miguel
8.0 out of 10, Very good, (3 reviews)
"Von den 4 Unterkünften, die wir in diesem Urlaub auf den Azoren hatten, ist dies die Einzige, die wir nicht empfehlen können. Als wir ankamen (Anfang Mai) waren die Temperaturen zwischen 11 und 17 Grad, mit wenigen sonnigen Abschnitten und dann höheren Temperaturen. Das Haus verfügt über keine Heizung, dementsprechend war die Temperatur im Inneren bei 16 Grad und über 80% Luftfeuchtigkeit. Die Wohnung war also kalt und klamm, in den Schränken und Kommoden riecht es modrig. Erst auf Nachfrage...
Germany
Bernd R.
The price is £271
includes taxes & fees
3 Jun - 4 Jun
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC

Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC
Horta
9.0 out of 10, Wonderful, (2 reviews)
"This was a great place to spend our 3 days on the island. It had everything we needed or wanted and the hosts even left us a little gift. Highly recommend!"
Canada
Crystal V.
The price is £169
includes taxes & fees
12 May - 13 May
Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC

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 £431
includes taxes & fees
9 May - 10 May
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi

Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi
Horta
10.0 out of 10, Exceptional, (4 reviews)
"Pros: The host, the place, cleaning and comfort Cons: A little bit noisy."
United States
Anonymous traveller
The price is £379
includes taxes & fees
16 May - 17 May
Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi

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 £161
includes taxes & fees
9 May - 10 May
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

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
The price is £127
includes taxes & fees
20 May - 21 May
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

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 £167
includes taxes & fees
9 May - 10 May
Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning

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 £193
includes taxes & fees
10 May - 11 May
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Apartment 'Azores4fun' with Wi-Fi & AC

Apartment 'Azores4fun' with Wi-Fi & AC
Horta
8.8 out of 10, Excellent, (3 reviews)
"The accommodation is amazing. It is clean, spacious, has all needed appliance. It is located near the port with easy access to cafes, shops and restaurants. The owner helped us a lot as we had problems with flights. We really enjoyed to spend our time in this place."
Germany
Vasily P.
Apartment 'Azores4fun' with Wi-Fi & AC

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is £152
includes taxes & fees
12 May - 13 May
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
The price is £138
includes taxes & fees
9 May - 10 May
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
The price is £303
includes taxes & fees
11 May - 12 May
Casa da Petra – Our Casa is your Casa
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

Everything you need to know about São João holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the São João holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect São João holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

São João holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São João. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A São João holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São João holiday rentals we have selected for you start as low as £36 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São João rentals

At Expedia, we put the best São João holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top São João rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream São João holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around São João. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that São João has to offer?

Villa Lucinda .....: This highly rated holiday home rental in São João 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. Another good choice for your trip to São João is St. John's House.

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.