Prainha Holiday Rentals from €159: Search Short-Term Rentals

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

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico : This highly rated holiday home rental in Prainha offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Prainha are Pike Cliffs - Amazing view to S. Jorge and Casa da Avó - Quinta da Ribeira da Urze .

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Holiday Rentals in Prainha

includes taxes & fees

14 Aug - 15 Aug

includes taxes & fees

14 Aug - 15 Aug

includes taxes & fees

2 Aug - 3 Aug

includes taxes & fees

14 Aug - 15 Aug

includes taxes & fees

14 Aug - 15 Aug

"A five star cottage for the scenery but you are entitled to expect much more confort when you pay more than 200 euros per night, especially when you are 5 or six. Big windows with no shutters + uncomfortable mattresses... The living room is quite small for a family since the garden furniture is stored inside (at least it was during our stay). Last but not least, some basic stuff was missing to cook and wash. Once again, too expensive for the level of service. Still, in spite of all that, we...

includes taxes & fees

15 Jul - 16 Jul

2 bedrooms, iron/ironing board, WiFi, bed sheets

"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...

includes taxes & fees

15 Jul - 16 Jul

"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...

includes taxes & fees

22 Jul - 23 Jul

includes taxes & fees

19 Jul - 20 Jul

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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 €159 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.

Recent reviews of Prainha properties

4/5 Good

"This is a beautiful property that opened 10 days before we stayed, so they were still working out little issues. The staff was very solicitous and the wine tasting in the cave was a really nice experience. The pool for the main rooms is indoor and lovely. The VIP rooms have their own small pools. The breakfast on the terrace was lovely. There is no outdoor pool, bar or restaurant. "

A verified traveller stayed at Pico Vineyards

Posted 2 days ago

5/5 Excellent

"Very friendly staff and check-in experience. We enjoyed the individual rooms with a common kitchen. Nice comfortable rooms with kitchen and large seating area inside and out with a view. Each room had a refrigerator area and cabinet shelf assigned for their use. Guests were respectful and kind and it was great to meet people from other countries in this unique hotel experience. We highly recommend Pico Dreams. "

A verified traveller stayed at Pico Dreams - Sportfish

Posted 6 days ago

4/5 Good

"We were warmly welcomed by Miguel, the owner/manager of the place. We experienced a slight inconvenience with our room at arrival, but Miguel quickly offered us a solution, which was suitable and much appreciated. The view from the terrace was incredible! This is related to the town and not to the lodging, but for dining options, at the time of the year that we went (early June) there were not much choices. But overall, a good experience! :)"

A verified traveller stayed at Sara Village

Posted 1 month ago

5/5 Excellent

Exceptional view and location

"We had a fantastic stay at Pike Cliffs. The location was excellent, allowing us to easily get to Lajes for whale watching and the whaling museum, Madelena for the nearby vineyards (and best grocery store), and, of course to Mt. Pico, which my oldest daughter climbed. The terrain is unique and varied across the island, unlike anything we’d ever seen before. The view from Pike Cliffs was stunning, we never tired of looking over the fields and cows to the ocean. Check out the photos and you will see what I mean. Highly recommend the coastal park leading to Baia das Canas which is near to the house and C Bistro in Sao Roque which was the best restaurant we tried (especially if you like cats!) Francisco was very responsive and with three bedrooms and two full baths we had plenty of room so everyone had their own space. Highly recommend. "

A verified traveller stayed at Pike Cliffs - Amazing view to S. Jorge

Posted 2 months ago

5/5 Excellent

"Really friendly staff, Miguel was particularly helpful. Comfortable room with good breakfast. Complimentary tea was available in the Reception area during our stay, which was much appreciated. Walking distance from shops. Parking can be a bit tricky, but perhaps they have additional spaces we were not aware of"

A verified traveller stayed at Hotel Caravelas

Posted 4 months ago

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?

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico: This highly rated holiday home rental in Prainha offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Prainha are 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.

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Holiday Rentals in Prainha

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Holiday Rentals in Prainha

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Holiday Home 'Adega Peróla' with Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Casa da TerraltaView Pico Island Superb View over the São Jorge Azores Canal

Casa das Duas Ribeiras

Casa dos Felicias

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

Silveira House

Adega do Mirante

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

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Find out more about Prainha

Recent reviews of Prainha properties

Pico Vineyards

Vinhas do Calhau

Pico Dreams - Sportfish

São Jorge Garden

Sara Village

Pike Cliffs - Amazing view to S. Jorge

Pico TERRAMAR & SPA

35th Atlantic View

Hotel Caravelas

Frequently asked questions