Prainha Vacation Rentals

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Vacation Rentals in Prainha

Adega da Atafona, 1 Bedroom, Ocean View | Terrace/patio
Adegas do Pico
Adegas do Pico
4.0 star property
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
United States
Mario
Adegas do Pico
Interior
Pike Cliffs - Amazing view to S. Jorge
Pike Cliffs - Amazing view to S. Jorge
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
Front of property
Houses In Pico
Houses In Pico
3.0 star property
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
House (Água) | Living room | Flat-screen TV
Casas da Junqueira
Casas da Junqueira
4.0 star property
9.2 out of 10, Wonderful, (11)
"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"
United States
Andre
Casas da Junqueira
Exterior
Casa da Atafona - Quinta da Ribeira da Urze
Casa da Atafona - Quinta da Ribeira da 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
Property grounds
Casa da Avó - Quinta da Ribeira da Urze
Casa da Avó - Quinta da Ribeira da Urze
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
Outdoor dining
Great Tranquility Holiday Home
Great Tranquility Holiday Home
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
Living area
Casa dos Castanheiros - The White Cottage
Casa dos Castanheiros - The White Cottage
Casa dos Castanheiros - The White Cottage
House | 4 bedrooms, Internet
Liiiving in A Ores - Ocean View House
Liiiving in A Ores - Ocean View House
2.0 star property
Liiiving in A Ores - Ocean View House
Exterior
Aldeia das Adegas
Aldeia das Adegas
4.0 star property
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
$106 nightly
The price is $110
Nov 1 - Nov 2
Total with taxes and fees
Aldeia das Adegas
Deluxe Villa | 1 bedroom, soundproofing, iron/ironing board, free WiFi
Pico Terrace
Pico Terrace
3.0 star property
9.8 out of 10, Exceptional, (8)
"We had a good time in this comfortable place. "
Canada
Arianne
Pico Terrace
View from property
Casa do Zé - AL
Casa do Zé - AL
3.0 star property
9.2 out of 10, Wonderful, (5)
"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
Smart TV, DVD player, books
AtlanticWindow - Modern House, Stunning View
AtlanticWindow - Modern House, Stunning View
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
Property grounds
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool
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
TV, fireplace
4 bedrooms & great view
4 bedrooms & great view
9.8 out of 10, Exceptional, (9)
"Friendly, very well situated, very calm and safe neighbourhood."
Canada
Christian L.
4 bedrooms & great view
Property grounds
Faidoca's Grandfather House - Four-Bedroom House
Faidoca's Grandfather House - Four-Bedroom House
10.0 out of 10, Exceptional, (20)
"It was a wonderful place and our host was a beautiful caring lady."
Canada
Liz S.
Faidoca's Grandfather House - Four-Bedroom House
1 bedroom, iron/ironing board, WiFi, bed sheets
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Outdoor pool
Refúgio da Montanha
Refúgio da Montanha
3.0 star property
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
Exterior
Casa Céu D'Abraão - You can click to enlarge the photo
Casa Céu D'Abraão - You can click to enlarge the photo
8.8 out of 10, Excellent, (5)
"This is a beautiful property that deserves 5*! If I ever build a house in the Azores, I would love to use your builder. The unit is small, perfect for two people and tastefully decorated. The welcoming basket was a nice touch and Isa couldn’t be more lovely. I only wish we had come in summer as the “winter” weather on this side of the island was a bit blustery, making for less than ideal hiking weather but we persevered. Many thanks!"
United States
Laureen P.
Casa Céu D'Abraão - You can click to enlarge the photo
Property grounds
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
10.0 out of 10, Exceptional, (24)
"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "
United States
Austin
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
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

Hotel Caravelas

Hotel Caravelas

10/10 Excellent
"They were kind enough to bring me a kettle which, as a tea drinker, was so very kind and I really appreciated. Very clean and well located in the town also. Highly recommend! "
Patrick 3-night trip
Posted 3 days ago
Hotel Caravelas

Find out more about Prainha

Everything you need to know about Prainha vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Prainha vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prainha vacation 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 low season months. For more hustle and bustle, you may prefer to visit Prainha in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Prainha rentals

At Expedia, we put the best Prainha vacation 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 vacation.

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 vacation rentals in Prainha?

Yes, we give you a choice of vacation rentals near well known points of interest in Prainha, or you can select a more secluded option if you're looking for relaxation. Prainha is known for its seaside and restaurants.

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

Pike Cliffs - Amazing view to S. Jorge: This Prainha vacation home rental is located in a rural location and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Another good choice for your trip to Prainha is Casa da Avó - Quinta da Ribeira da Urze.

How many vacation rentals will I find in Prainha?

Expedia has 48 vacation 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 larger area.

What are vacation rentals like in Prainha?

Vacation rentals are private accommodations you can reserve for a short or long stay in Prainha. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.