Holiday Rentals Prainha from £147: Find Short-Term Rentals & Holiday Accommodations

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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Top Holiday Rentals in Prainha

Escape to a serene oasis surrounded by lush greenery and majestic mountains.

"L'appartamento ha un potenziale enorme, se solo fosse gestita come si dovrebbe Ho prenotato ad aprile per 4 giorni ad agosto...ho contattato l'host 3 giorni prima di arrivare ma non mi ha risposto...il giorno dopo l'ho contattata con wattsapp e dopo vari messaggi e telefonate sono riuscita ad avere risposta per l'orario del check-in La casa e' nolto bella e il posto e' favoloso, immerso nei vigneti"

Enjoy a romantic dinner for two on this scenic balcony overlooking the sea.

"Very unique property. Great view. Loved the layout of property. For additional cost provided breakfast basket each day. Town has a well stocked grocery store nearby. Very picturesque village with a wonderful wine bar."

Cozy retreat with exposed beams, wooden panels, and a natural ambiance.

"We had a very peaceful and enjoyable stay, using the house as a base to climb Mt Pico, enjoy a whale watch and a wine tour. The host was very helpful with advice and helped arrange the wine tour and driver. The view out the back is beyond gorgeous and it’s a perfect deck to eat all your meals."

Staircase leads to a living area with seating, dining table, flat-screen TV, and entertainment unit.

"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"

Experience the charm of a traditional stone building surrounded by a serene garden and a peaceful atmosphere.

"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."

Stroll through the tranquil garden, surrounded by lush greenery and vibrant blooms, leading to a charming staircase.

"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."

Guests can enjoy a tranquil stay in this traditional building with a stone staircase leading to additional accommodation.

"The house is spacious, and very quiet, we slept well! "

Stunning two-story building with a central entrance and staircase, featuring a symmetrical design and natural light-filled interior spaces.

Shaded picnic area beneath a pergola, offering tables for outdoor dining with a scenic view of the water.

"This place is a treasure. I highly recommend staying here. The hosts are amazing people and treat you like family. "

Escape to a charming cottage surrounded by lush gardens and rolling hills.

"Mieliśmy tak relaksujący pobyt w Adegas do Pico! Widoki były oszałamiające, szczególnie zachody słońca nad São Jorge, Dom był super wygodny, miał wszystko, czego potrzebowaliśmy, a naprawdę czułem się jak w domu, Uwielbiałem być blisko natury, ale także w krótkiej odległości od zwiedzania miasta São Roque, Zdołaliśmy nawet spróbować lokalnego wytwarzania sera, co było zabawnym doświadczeniem, Jedyną rzeczą, którą bym powiedział, to że miło by było mieć kilka więcej akcesoriów kuchennych, ale...

Enjoy breathtaking views of the surrounding mountains from the comfort of your room.

"Good location, accessible and enjoyable. "

Experience the charm of a traditional European village, surrounded by historic stone buildings and a tranquil atmosphere.

"Wonderful stay. Beautiful units with great hospitality"

includes taxes & fees

3 Aug - 4 Aug

Relax on the patio overlooking the pool and lush landscape with a stone table and wicker chairs.

"Lovely cabin with a killer sea view. Warm, efficient welcome from the staff. Great accommodation, clean, brand new. Highest recommendation. "

Relax by the serene pool surrounded by a tranquil view of calm water and distant hills.

"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. "

Relax on the balcony with a wicker sofa and enjoy the serene views of the lush landscape and pool.

"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!"

Guests can enjoy a refreshing swim in the pool surrounded by lush greenery and a prominent tree.

Explore the rugged terrain and discover a hidden cave entrance along a winding dirt path.

"It was a wonderful place and our host was a beautiful caring lady."

"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "

Relax in style with a panoramic ocean view, comfortable seating, and a versatile dining area.

"We loved our stay and immediately fell in love with the house. It had all the amenities you would need and more and the views were absolutely astounding. It was definitely the best part of our stay while visiting the Azores."

Enjoy breathtaking views of the distant mountain and sea from this room's expansive window and balcony.

"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. "

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Top Prainha Hotel Reviews

Pike Cliffs - Amazing view to S. Jorge

10/10 Excellent

"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!"

Pico Dreams - Sportfish

10/10 Excellent

"We had a truly lovely stay at this charming guesthouse. The owner and her husband are without a doubt the sweetest people we met during our trip. On the morning of our departure, her husband even offered, completely on his own initiative, to drive us to the ferry. That level of kindness and hospitality is rare these days and deserves to be recognized. The place itself is spotless, cozy, and thoughtfully arranged. There’s a warm, welcoming atmosphere throughout, with a beautiful common area where you can relax and unwind after a day of exploring. You can tell that a lot of care goes into maintaining the property, it feels like a home, not just a rental. One of the highlights is the stunning view of Pico from the house. Waking up to that view each morning was a gift. Whether you’re enjoying your coffee outside or just soaking in the peace and quiet, the setting is perfect. Everything was well-organized, from check-in to check-out. The room was comfortable, the linens were fresh, and all the small details were in place. It’s clear that the owners take great pride in what they do and it shows. We would return in a heartbeat. Highly recommended if you’re looking for a genuine, heartwarming stay in the Azores. "

Pico Vineyards

8/10 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. "

Sara Village

8/10 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! :)"

Hotel Caravelas

10/10 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"

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 £147 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?

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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Top Holiday Rentals in Prainha

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Adegas do Pico

Adegas do Pico

Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Casas da Junqueira

Casas da Junqueira

Houses In Pico

Houses In Pico

Casa da Avó - Quinta da Ribeira da Urze

Casa da Avó - Quinta da Ribeira da Urze

Casa da Ribeira - Quinta da Ribeira da Urze

Casa da Ribeira - Quinta da Ribeira da Urze

Cabanas do Pico 2B

Cabanas do Pico 2B

Great Tranquility Holiday Home

Great Tranquility Holiday Home

Holiday home in Praínha de Baixo

Holiday home in Praínha de Baixo

Liiiving in Açores - Ocean View House

Liiiving in Açores - Ocean View House

Aldeia das Adegas

Aldeia das Adegas

Pico Terrace

Pico Terrace

A Casa do Ouvidor

A Casa do Ouvidor

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

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

Casa das Pereiras - Rural Tourism T2

Casa das Pereiras - Rural Tourism T2

Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Refúgio da Montanha

Refúgio da Montanha

AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

Casa do Zé - AL

Casa do Zé - AL

Top Prainha Hotel Reviews

Pike Cliffs - Amazing view to S. Jorge

Find out more about Prainha

Find out more about Prainha

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Explore a world of travel with Expedia

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