Prainha Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Prainha

Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (62)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
The price is AU$188
includes taxes & fees
15 Nov - 16 Nov
Aldeia das Adegas
Aldeia dos Caldeirões
3.0 star property
The price is AU$161
includes taxes & fees
23 Oct - 24 Oct
Aldeia dos Caldeirões
Casa dos Felicias
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
The price is AU$277
includes taxes & fees
18 Oct - 19 Oct
Casa dos Felicias
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
The price is AU$392
includes taxes & fees
5 Nov - 6 Nov
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
10.0 out of 10, Exceptional, (1)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
The price is AU$398
includes taxes & fees
2 Nov - 3 Nov
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Panoramic Ocean Views from your Private Varand
The price is AU$247
includes taxes & fees
1 Nov - 2 Nov
Panoramic Ocean Views from your Private Varand
Very well equipped apartment in the center of 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...
The price is AU$327
includes taxes & fees
7 Nov - 8 Nov
Very well equipped apartment in the center of São Roque do Pico
Silveira House
The price is AU$161
includes taxes & fees
18 Oct - 19 Oct
Silveira House
Casa Baleia Laranja Ocean-Front
10.0 out of 10, Exceptional, (2)
"This property is just stunning. Such a wonderful island to visit!!! We loved Pico, this location and house!! The views were just amazing - unlike anything we’ve ever experienced. Could not have been more perfect! Would love to return. "
The price is AU$849
includes taxes & fees
20 Oct - 21 Oct
Casa Baleia Laranja Ocean-Front
Holiday Home 'Adega Pérola' with Wi-Fi
The price is AU$256
includes taxes & fees
18 Oct - 19 Oct
Holiday Home 'Adega Pérola' with Wi-Fi
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
The price is AU$378
includes taxes & fees
2 Nov - 3 Nov
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Cantinho das Japoneiras
The price is AU$277
includes taxes & fees
18 Oct - 19 Oct
Cantinho das Japoneiras
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
The price is AU$264
includes taxes & fees
14 Nov - 15 Nov
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Vila Paim - Apart. Low
The price is AU$277
includes taxes & fees
17 Oct - 18 Oct
Vila Paim - Apart. Low
ValverdeApart - 1.7km from the center of Madalena, Pico Island
The price is AU$276
includes taxes & fees
19 Oct - 20 Oct
ValverdeApart - 1.7km from the center of Madalena, Pico Island
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi
The price is AU$436
includes taxes & fees
3 Nov - 4 Nov
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi
Vila Paim - Apart. DELUX
The price is AU$433
includes taxes & fees
28 Oct - 29 Oct
Vila Paim - Apart. DELUX
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
The price is AU$488
includes taxes & fees
17 Oct - 18 Oct
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
The price is AU$301
includes taxes & fees
2 Nov - 3 Nov
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
10.0 out of 10, Exceptional, (4)
"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."
The price is AU$440
includes taxes & fees
2 Nov - 3 Nov
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Prainha Hotel Reviews

Find out more about Prainha

Everything you need to know about Prainha 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 Prainha 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 Prainha holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Prainha holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prainha. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Prainha 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 Prainha holiday rentals we have selected for you start as low as AU$188 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Prainha rentals

At Expedia, we put the best Prainha 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 Prainha 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 Prainha 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 Prainha. 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

Can I find holiday rentals in Prainha?

Yes, there are holiday rentals close to the most popular sights in Prainha, or you can select a more secluded option if you're looking for a relaxing stay. Prainha is known for its seaside and restaurants.

What are some of the best holiday rentals that Prainha has to offer?

Liiiving in A Ores - Ocean View House: This highly rated holiday home rental in Prainha offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Some other homes for rent in Prainha include Pike Cliffs - Amazing view to S. Jorge and Casa da Avó - Quinta da Ribeira da Urze.

How many holiday rentals will I find in Prainha?

Expedia has 49 holiday rentals for your stay in Prainha.

What can I see and do in Prainha?

Enjoy the area's cultural attractions such as Whaler’s Museum, or get outdoors into nature at a spot like São João Forest Reserve. Mount Pico and Pico da Esperanca are a couple of places you'll find in the wider area.

What are holiday rentals like in Prainha?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Prainha. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.