Holiday Rentals Pico Island from £48: Find Short-Term Rentals & Holiday Accommodations

A mountain with a lake in the foreground.

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Our top choices for Pico Island holiday rentals

A row of stone buildings with red roofs, a central pathway, and a view of the sea.

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

includes taxes & fees

16 Nov - 17 Nov

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

2. 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

16 Nov - 17 Nov

A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

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

Lajes do Pico

A stone building with a green door, surrounded by rocky terrain and vegetation.

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

Lajido

includes taxes & fees

16 Nov - 17 Nov

A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Ribeiras

includes taxes & fees

1 Dec - 2 Dec

A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

6. Pico Azores - Family house S. Jorge view

Ribeirinha

Amélie T.

includes taxes & fees

16 Nov - 17 Nov

7. ValverdeApart - 1.7 km from the center of Madalena, Pico Island

Madalena

includes taxes & fees

16 Nov - 17 Nov

A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

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

Santo António SRP

includes taxes & fees

16 Nov - 17 Nov

A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

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

Cais do Galego

includes taxes & fees

20 Nov - 21 Nov

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

Prainha

includes taxes & fees

16 Nov - 17 Nov

A room with a wooden shelf unit, a sliding glass door leading to a balcony, and a view of buildings and a clear sky.

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

Pontas negras

Eugene S.

includes taxes & fees

16 Nov - 17 Nov

A compact kitchen with wooden cabinets, a built-in oven, and a dining area with a table and chairs.

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

Ribeirinha

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with a built-in stove, wooden dining table, and chairs. There is a wooden staircase with metal railings leading to an upper level.

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

Pontas Negras

includes taxes & fees

16 Nov - 17 Nov

A room with a view of the sea through large windows, a dining table with a bowl and a glass, and a hanging light fixture.

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

São Roque do Pico

includes taxes & fees

16 Nov - 17 Nov

A terrace with blue chairs and white umbrellas overlooking the sea.

15. Lofts Azul Pastel

Horta

Cathy

includes taxes & fees

16 Nov - 17 Nov

A coastal landscape with a hill, clear blue waters, and a few buildings on the hillside.

16. Porto Pim Bay

Horta

Joseph

includes taxes & fees

18 Nov - 19 Nov

A coastal view with a tree, a lighthouse, and a distant mountain.

17. Horta Bay

Horta

samuel

includes taxes & fees

16 Nov - 17 Nov

A wooden staircase with a metal handrail, a bed with pillows, a small table with a lamp, and a chair on a platform.

18. Apartment 'Azores4fun' with Wi-Fi & AC

Horta

Vasily P.

includes taxes & fees

16 Nov - 17 Nov

A rocky shoreline with waves, a clear sky, and distant mountains.

19. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Horta

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a built-in oven, a sink with a dish rack, and a window with a view of greenery.

20. Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Horta

Tajmohammed

includes taxes & fees

16 Nov - 17 Nov

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Top Pico Island Hotel Reviews

A clear swimming pool with a modern sun lounger structure in the background.

Vinhas do Calhau

Madalena

10/10 Excellent

Daniel

A modern indoor swimming pool with clear water, a metal ladder, and a stone wall backdrop.

Pico TERRAMAR & SPA

Madalena

10/10 Excellent

Situated a 10 minute walk from Madalena, this hotel is peaceful and tranquil. The rooms are large, clean and comfortable, and we were allowed to check out at the later time of 1.30pm without incurring extra costs (€50 thereafter). We couldn’t book a public taxi through the hotel for the airport run, so used their transfer service (€22 for a 20 minute journey). Good breakfasts and restaurant looked nice, but we chose to eat in local restaurants.

Jill

A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.

Pico Vineyards

Madalena

10/10 Excellent

Ricardo

A stone building with a swimming pool, a covered seating area, and a staircase leading to the entrance.

Quinta da Magnólia

Velas

10/10 Excellent

Ana

A coastal view through a window, featuring a rocky breakwater, calm sea, and distant mountains.

Porto Velho Boutique Lodge

Madalena

10/10 Excellent

mark

A modern outdoor patio with a wooden deck, a white pergola, and a glass-enclosed dining area.

Pico Dreams - Sportfish

Sao Roque do Pico

10/10 Excellent

David

Lofts Azul Pastel

Horta

10/10 Excellent

DAVID

A balcony with a view of a coastal road, a pedestrian crossing, and a rocky shoreline.

Monte da Guia Alojamento Local

Horta

10/10 Excellent

weihong Li

A table with two glasses of beer, a sandwich, and a plate of food, overlooking a harbor with boats and a lighthouse.

Hotel do Canal

Horta

10/10 Excellent

Paul

A stone building with a tiled roof and a balcony.

Sara Village

Sao Roque do Pico

10/10 Excellent

Leora

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, 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 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 depends 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 £48 per night. Entering your travel dates in the search wizard you might find 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.

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Search Holiday Rentals in Pico Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pico Island holiday rentals

1. Aldeia das Adegas

2. Aldeia dos Caldeirões

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

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

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

6. Pico Azores - Family house S. Jorge view

7. ValverdeApart - 1.7 km from the center of Madalena, Pico Island

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

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

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

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

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

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

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

15. Lofts Azul Pastel

16. Porto Pim Bay

17. Horta Bay

18. Apartment 'Azores4fun' with Wi-Fi & AC

19. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

20. Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Find holiday rentals that suit your style

Top Pico Island Hotel Reviews

Vinhas do Calhau

10/10 Excellent

Find out more about Pico Island

Pico Island holiday rentals: An excellent choice for every season

How to find incredible deals on Pico Island rentals

Explore a world of travel with Expedia