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Prainha Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Prainha vacation rentals

A stone wall with a wooden fence.

1. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
$363 nightly
The price is $363
Nov 1 - Nov 2
Total with taxes and fees
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

2. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
$78 nightly
The price is $81
Nov 1 - Nov 2
Total with taxes and fees
Aldeia das Adegas
A stone building with a wooden deck, a table, and chairs.

3. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
$204 nightly
The price is $204
Oct 17 - Oct 18
Total with taxes and fees
Casa da Terra Alta
A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
$197 nightly
The price is $197
Oct 13 - Oct 14
Total with taxes and fees
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

5. Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.8 out of 10, Excellent, (3 reviews)
"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...
Canada
Evan
$86 nightly
The price is $89
Oct 15 - Oct 16
Total with taxes and fees
Aldeia dos Caldeirões
A stone building with a red door, green shutters, and a balcony.

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

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Pontas negras
7.0 out of 10, Good, (2 reviews)
"Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered."
United States
Eugene S.
$380 nightly
The price is $380
Oct 9 - Oct 10
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A stone building with a tiled roof, a staircase leading to a seating area with chairs, and lush greenery surrounding the property.

7. Casa do Laureano

Casa do Laureano
Santo Amaro
$138 nightly
The price is $138
Oct 25 - Oct 26
Total with taxes and fees
Casa do Laureano
A compact kitchen with wooden beams, a built-in oven, a microwave, and a refrigerator.

8. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
Ribeirinha
$304 nightly
The price is $304
Oct 5 - Oct 6
Total with taxes and fees
Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

9. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
$284 nightly
The price is $284
Oct 3 - Oct 4
Total with taxes and fees
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

10. 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 traveler
$247 nightly
The price is $247
Nov 2 - Nov 3
Total with taxes and fees
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

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

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
$82 nightly
The price is $82
Nov 2 - Nov 3
Total with taxes and fees
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A stone-walled room with a white chair and table, a window, and a view of a landscape.

12. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveler
$123 nightly
The price is $123
Oct 6 - Oct 7
Total with taxes and fees
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

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

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pontas Negras
$556 nightly
The price is $556
Oct 9 - Oct 10
Total with taxes and fees
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A white building with grey trim, a stone wall, and a small garden with various plants.

14. Silveira House

Silveira House
Lajes do Pico
$99 nightly
The price is $99
Oct 26 - Oct 27
Total with taxes and fees
Silveira House
A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

15. Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
$254 nightly
The price is $254
Oct 9 - Oct 10
Total with taxes and fees
Holiday Home 'Adega Pérola' with Wi-Fi
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

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

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
$173 nightly
The price is $173
Oct 3 - Oct 4
Total with taxes and fees
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Room

17. Cantinho das Japoneiras

Cantinho das Japoneiras
Velas, São Jorge, Açores
4.0 out of 10, (1 review)
"L'host non rispondeva alle e mail per ricevere le istruzioni per il check in. Dopo aver fatto presente la difficoltà in netto anticipo sia ad Expedia che a Vrbo (canale di Expedia) non si sono allertati per trovare qualcosa di alternativo. L'host ci ha contattato dopo un bel po' dal nostro arrivo, perché intanto abbiamo comunque preso il volo. l'indirizzo su booking non era preciso e ovviamente l'host non rispondeva alla richiesta di invio .Alla fine l'host si è presentato all'appartamento ed...
Italy
Rosaria Anna
$261 nightly
The price is $270
Oct 3 - Oct 4
Total with taxes and fees
Cantinho das Japoneiras
A dining table with two plates, two wine glasses, and a vase with a plant.

18. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
$493 nightly
The price is $493
Oct 19 - Oct 20
Total with taxes and fees
Casa da Petra – Our Casa is your Casa
A compact kitchen with a microwave, refrigerator, and washing machine. There is a dining area with a table and chairs, and a sofa.

19. Azorica Pico

Azorica Pico
3.0 star property
Madalena
$195 nightly
The price is $202
Oct 3 - Oct 4
Total with taxes and fees
Azorica Pico
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

20. 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
10.0 out of 10, Exceptional, (1 review)
"The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay."
United States
Kimberly
$250 nightly
The price is $250
Nov 2 - Nov 3
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo 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
"Location next to ferry is perfect, rooms clean great breakfast. 100%"
Michael 2-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 $89 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?

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning: This Prainha vacation home rental offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Prainha is Casa da Atafona - Quinta da Ribeira da Urze.

How many vacation rentals will I find in Prainha?

Expedia has 28 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 Pontinha. São João Forest Reserve and Mount Pico 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.