Pico Island Holiday Rentals from AU$175: Search Short-Term Rentals

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Our top choices for Pico Island holiday rentals

Aldeia dos Caldeirões

Madalena

"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...

Evan

includes taxes & fees

10 June - 11 June

Aldeia das Adegas

Sao Roque do Pico

Adam

includes taxes & fees

13 June - 14 June

Atlantis Breeze

Madalena

includes taxes & fees

29 June - 30 June

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

Lajido

includes taxes & fees

3 June - 4 June

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

Lajes do Pico

includes taxes & fees

20 June - 21 June

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

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Madalena

includes taxes & fees

7 June - 8 June

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

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

Engrade

Anonymous traveller

includes taxes & fees

3 June - 4 June

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

Ribeiras

includes taxes & fees

3 June - 4 June

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Top Pico Island Hotel Reviews

Hotel Caravelas

6/10 Okay

"The wifi didn't reach our room which was challenging at the end of a long day to have to go to the lobby to use phones/do communication for the next day. The rooms were clean but small. The lobby area smelled musty. But a nice location, easy to walk in the town and to the ferry. Breakfast was good but what we learned to be a pretty standard breakfast for the Azores."

Aldeia dos Caldeirões

6/10 Okay

"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 inside the stove making noise at night, and when we complained, it was only fixed the next day… it was quite disappointing With minor improvements, this could be the perfect stay."

Vinhas do Calhau

10/10 Excellent

"Staff was amazing, they stayed open to help us check in late after our flights were impacted due to weather. The place is spotless and smells incredible. We didn’t get to try dinner at the restaurant as it was closed for a celebration holiday on Monday but the breakfast was delicious. Staff are very friendly and helpful. The location was perfect, a little bit outside of The main town but close to hiking vineyards and the ocean. Bonus is Noah, the cat who visits outside and came to hang out with us for awhile (he’s super loving and friendly). We absolutely loved our stay here and in Pico"

A Casa do Ouvidor

10/10 Excellent

"A spacious space with a lovely view. We were looking for a place to relax on a quieter island, and this set the perfect tone for our time on Pico. The villa is in a lovely location - less than 2k from a bakery, coffee shops, and a small grocery store if you want nearby options. Or you're 15 minutes from Madelena for more options. You're right off the ring road, and there are several beautiful miradoros nearby - or enjoy the views from your window or the back yard. The kitchen was well-equipped, and there are lots of spaces to lounge inside and out. We were excited to use the space as a home base and space to recharge for active days around the island and visits to Faial. It was exactly that, and we are recommending spot to friends."

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10/10 Excellent

"Enjoy this moment of time with views of the ocean and the rectangular, hand built vineyard plots that represent generations of individual farmers who stacked these stones one by one without mortar. Revel in the eerie delightful sounds of the Cory’s Shearwaters come home each night to nest in the rocky cliffs. Pico has its own pace and this Adega creates a sense of belonging - no matter how far you’ve traveled - because it’s innately Pico. "

Aires HOSTEL

10/10 Excellent

"For a hostel experience this place was outstanding. Clean, everything like brand new, good check-in experience, communication responsive, and centrally located. On a bus route, tho' I recommend renting a car if possible as everything on Pico Is. is more accessible if you have your own transportation. I would highly recommend this spot for anyone! especially solo travelers like myself."

Find out more about Pico Island

Everything you need to know about Pico Island 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 Pico Island 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 Pico Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Pico Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pico Island. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pico Island 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 Pico Island holiday rentals we have selected for you start as low as AU$175 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pico Island rentals

At Expedia, we put the best Pico Island 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 Pico Island 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 Pico Island 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 Pico Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Pico Island Holiday Rentals

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Check prices for these dates

Our top choices for Pico Island holiday rentals

Aldeia dos Caldeirões

Aldeia das Adegas

Atlantis Breeze

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

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

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

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

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

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

Holiday Home 'Adega Pérola' with Wi-Fi

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

Casa Baleia Laranja Ocean-Front

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi

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

Bearsu Nature Almoxarife

Lofts Azul Pastel

Refuge - "Vivenda Chã"

Horta Bay

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Find holiday rentals that suit your style

Top Pico Island Hotel Reviews

Hotel Caravelas

Find out more about Pico Island

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