Holiday Rentals in Prainha

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Our top choices for Prainha holiday rentals

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 €100
includes taxes & fees
21 Jan - 22 Jan
Aldeia das Adegas

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 €158
includes taxes & fees
16 Jan - 17 Jan
Casa dos Felicias

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is €92
includes taxes & fees
17 Jan - 18 Jan
Aldeia dos Caldeirões

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 €205
includes taxes & fees
1 Feb - 2 Feb
Casa Baleia Laranja Ocean-Front

Silveira House

Silveira House
Lajes do Pico
The price is €92
includes taxes & fees
18 Jan - 19 Jan
Silveira House

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is €143
includes taxes & fees
17 Jan - 18 Jan
Holiday Home 'Adega Pérola' with Wi-Fi

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 €157
includes taxes & fees
16 Jan - 17 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 €158
includes taxes & fees
16 Jan - 17 Jan
Adega do Mirante

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is €225
includes taxes & fees
16 Jan - 17 Jan
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Amazing One Bedroom Apartment with Sea View

Amazing One Bedroom Apartment with Sea View
São Roque do Pico
The price is €80
includes taxes & fees
16 Jan - 17 Jan
Amazing One Bedroom Apartment with Sea View

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 €220
includes taxes & fees
8 Feb - 9 Feb
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
The price is €150
includes taxes & fees
16 Jan - 17 Jan
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
São Jorge
10.0 out of 10, Exceptional, (4 reviews)
"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."
United States
David B.
The price is €248
includes taxes & fees
16 Jan - 17 Jan
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

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 €182
includes taxes & fees
20 Jan - 21 Jan
Very well equipped apartment in the center of São Roque do Pico

Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand
São Roque do Pico
The price is €161
includes taxes & fees
16 Jan - 17 Jan
Panoramic Ocean Views from your Private Varand

Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico

Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico
São Roque do Pico
The price is €80
includes taxes & fees
13 Feb - 14 Feb
Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
The price is €228
includes taxes & fees
16 Jan - 17 Jan
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
2.0 star property
Ribeiras
The price is €176
includes taxes & fees
16 Jan - 17 Jan
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

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
The price is €176
includes taxes & fees
16 Jan - 17 Jan
Very well equipped apartment in the center of São Roque do Pico

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
The price is €170
includes taxes & fees
16 Jan - 17 Jan
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
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 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, 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 Prainha holiday rental for you by simply entering your desired dates. Then check your favorite 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 depends 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 per night. Entering your travel dates in the search wizard you might find 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?

Pike Cliffs - Amazing view to S. Jorge: This highly rated holiday home rental in Prainha is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease 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. Another good choice for your trip to Prainha is Casa da Atafona - Quinta da Ribeira da Urze.

How many holiday rentals will I find in Prainha?

Expedia has 47 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 Igreja de Sao Jorge 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.