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 two months
In three months
In four months

Holiday Rentals in Prainha

Adegas do Pico

4.0 star property
Sao Roque do Pico
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
United States
Mario
Adegas do Pico

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
9.6 out of 10, Exceptional, (8)
"We stayed at Pike Cliffs in July. The house is lovely and suitable for 4-6 people. We really like the views, and were able to reach Francisco when we got lost getting to the place. Thank you Francisco!"
Canada
A C.
Pike Cliffs - Amazing view to S. Jorge

Houses In Pico

3.0 star property
Sao Roque do Pico
8.6 out of 10, Excellent, (13)
"Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard."
Norway
Vibeke
Houses In Pico

Casa da Atafona - Quinta da Ribeira da Urze

Ribeira de Urze
10.0 out of 10, Exceptional, (1)
"Wir konnten hier eine sehr entspannte Ferienwoche genießen. Das Haus ist geräumig, luftig, sehr sauber. Die Vermieterin Salomé ist super nett und hilfreich."
Germany
Ina M.
Casa da Atafona - Quinta da Ribeira da Urze

Casas da Junqueira

4.0 star property
Sao Roque do Pico
9.2 out of 10, Wonderful, (12)
"A clean modern apartment. Bed was comfortable with nice sheets and pillows. Kitchen had basic cooking utensils but unfortunately not have basic items for cooking like salt, pepper, sugar, oil. Nice welcome basket of goodies was much appreciated."
Canada
Lorne
Casas da Junqueira

Great Tranquility Holiday Home

S.Roque do Pico
10.0 out of 10, Exceptional, (1)
"This place is a treasure. I highly recommend staying here. The hosts are amazing people and treat you like family. "
United States
Alex L.
Great Tranquility Holiday Home

Casa da Ribeira - Quinta da Ribeira da Urze

Ribeira de Urze
10.0 out of 10, Exceptional, (1)
"The house is spacious, and very quiet, we slept well! "
France
Audrey L.
Casa da Ribeira - Quinta da Ribeira da Urze

Casa da Avó - Quinta da Ribeira da Urze

Prainha de cima
8.4 out of 10, Very good, (5)
"Nice large rental property in rural Prainha de Cima. Host was very nice and accommodating. Clean apartment with everything you need for comfortable stay. Day trips are easy to Horta or Velas on the ferries. Recommended. Great value."
United States
Larry A.
Casa da Avó - Quinta da Ribeira da Urze

Liiiving in A Ores - Ocean View House

2.0 star property
Sao Roque do Pico
Liiiving in A Ores - Ocean View House

Casa do Zé - AL

3.0 star property
Velas
9.4 out of 10, Exceptional, (6)
"Adorable local cottage in a very small town. We stayed in the 2 bedroom apartment on the second floor. Neighbors gave us a walking tour and showed us their garden and taught us history of the area. "
United States
Susan
Casa do Zé - AL

Aldeia das Adegas

4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
"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$194
includes taxes & fees
22 Nov - 23 Nov
Aldeia das Adegas

Pico Terrace

3.0 star property
Madalena
9.8 out of 10, Exceptional, (8)
"We had a good time in this comfortable place. "
Canada
Arianne
Pico Terrace

Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Silveira, Lajes do Pico
9.8 out of 10, Exceptional, (49)
"We had such a relaxing stay at this beautiful home. My two kids loved the pool and the location next to the natural pools was amazing. Highly recommend!"
United States
Kris S.
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Panoramic Ocean Views from your Private Varand

São Roque do Pico
The price is NZ$279
includes taxes & fees
20 Nov - 21 Nov
Panoramic Ocean Views from your Private Varand

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
10.0 out of 10, Exceptional, (49)
"The house was very comfortable for 4 adults and had everything needed for a great stay. The view is spectacular. Helena was very accommodating. I would recommend AtlanticWindow for anyone looking to stay on Pico for a few days. "
Portugal
Doyle B.
AtlanticWindow - Modern House, Stunning View

4 bedrooms & great view

Sao Roque do Pico, Azores
9.8 out of 10, Exceptional, (9)
"The check-in was a breeze and the house has everything you need to stay in and cook and there’s always a nice breeze to keep the house cool "
United States
Steven C.
4 bedrooms & great view

Refúgio da Montanha

3.0 star property
Sao Roque do Pico
10.0 out of 10, Exceptional, (3)
"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "
United States
hilde F. J.
Refúgio da Montanha

A Casa do Ouvidor

4.0 star property
Sao Roque do Pico
9.8 out of 10, Exceptional, (29)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
Canada
Sébastien
A Casa do Ouvidor

Casa Céu D'Abraão - You can click to enlarge the photo

Lajes do Pico
8.8 out of 10, Excellent, (5)
"Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!"
Austria
Lara Sophie S.
Casa Céu D'Abraão - You can click to enlarge the photo

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
10.0 out of 10, Exceptional, (20)
"We enjoyed our stay in the Grandfather’s House very much. Thanks a lot for the hospitality, Adelina; and alle the fruits and vegetables from your beautiful garden!Although 9 days seem to be a long time, it was still too short! "
Germany
Oliver S.
Faidoca's Grandfather House - Four-Bedroom House
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 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 NZ$194 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 57 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.