São João Holiday Rentals

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Our top choices for São João holiday rentals

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
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)
"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 NZ$203
includes taxes & fees
21 Jan - 22 Jan
Aldeia das Adegas

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is NZ$187
includes taxes & fees
12 Jan - 13 Jan
Aldeia dos Caldeirões

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
Horta Bay

Casa dos Felicias

Casa dos Felicias
São Roque do Pico
10.0 out of 10, Exceptional, (1 review)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
The price is NZ$311
includes taxes & fees
12 Jan - 13 Jan
Casa dos Felicias

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 NZ$404
includes taxes & fees
1 Feb - 2 Feb
Casa Baleia Laranja Ocean-Front

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 NZ$297
includes taxes & fees
26 Jan - 27 Jan
Apartment 'Casa Da Travessa Piso Térreo' with Private Patio, Wi-Fi & AC

Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC

Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC
Horta
10.0 out of 10, Exceptional, (1 review)
"This was a wonderful property in the Old Town of Funchal. Many shops and restaurants right outside our door. Centrally located by the taxi and buses as well as the cable car. "
United States
Dean Q.
The price is NZ$347
includes taxes & fees
26 Jan - 27 Jan
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC

Vila Paim - Apart. Low

Vila Paim - Apart. Low
São Roque do Pico
10.0 out of 10, Exceptional, (1 review)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
The price is NZ$311
includes taxes & fees
12 Jan - 13 Jan
Vila Paim - Apart. Low

Adega do Mirante

Adega do Mirante
São Roque do Pico
8.0 out of 10, Very good, (1 review)
"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...
United States
Sharon
The price is NZ$311
includes taxes & fees
12 Jan - 13 Jan
Adega do Mirante

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 NZ$446
includes taxes & fees
8 Feb - 9 Feb
Vacation Home "Adega Do Portinho Velho" with Balcony & 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 NZ$124
includes taxes & fees
12 Jan - 13 Jan
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi

Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi
Horta
10.0 out of 10, Exceptional, (1 review)
"Pros: We were upgraded to a three bedroom apartment in the same block. The apartment is very spacious with an attractive terrace and fabulous view of Pico island. It is very tastefully furnished with antiques which have been lovingly restored. Dora was very kind and communication with her was excellent. She left us a lovely welcome hamper of local food. Highly recommended property. Cons: Only the weather!"
United States
Anonymous traveller
The price is NZ$334
includes taxes & fees
12 Jan - 13 Jan
Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is NZ$291
includes taxes & fees
16 Jan - 17 Jan
Holiday Home 'Adega Pérola' with Wi-Fi

Amazing One Bedroom Apartment with Sea View

Amazing One Bedroom Apartment with Sea View
São Roque do Pico
The price is NZ$162
includes taxes & fees
13 Jan - 14 Jan
Amazing One Bedroom Apartment with Sea View

Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand
São Roque do Pico
The price is NZ$318
includes taxes & fees
12 Jan - 13 Jan
Panoramic Ocean Views from your Private Varand

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 NZ$525
includes taxes & fees
12 Jan - 13 Jan
Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Silveira House

Silveira House
Lajes do Pico
The price is NZ$179
includes taxes & fees
18 Jan - 19 Jan
Silveira House

Vila Paim - Apart. DELUX

Vila Paim - Apart. DELUX
São Roque do Pico
The price is NZ$487
includes taxes & fees
12 Jan - 13 Jan
Vila Paim - Apart. DELUX

Very well equipped apartment in the center of São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico
São Roque do Pico
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
The price is NZ$361
includes taxes & fees
20 Jan - 21 Jan
Very well equipped apartment in the center of São Roque do Pico
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, 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 NZ$187 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?

St. John's House: This highly rated holiday home rental in São João offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.