Pico Island Holiday Rentals: Short-Term Accommodations for Rent

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pico Island holiday rentals

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

HK$631 total

includes taxes & fees

15 Nov - 16 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

HK$687 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Ribeiras

HK$1,496 total

includes taxes & fees

1 Dec - 2 Dec

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

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

Santo António SRP

HK$2,212 total

includes taxes & fees

12 Nov - 13 Nov

A stone building with a red door, green shutters, and a balcony.

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

Pontas negras

Eugene S.

HK$2,963 total

includes taxes & fees

16 Nov - 17 Nov

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

Prainha

HK$2,618 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Lajes do Pico

HK$641 total

includes taxes & fees

16 Nov - 17 Nov

A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

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

Lajido

HK$1,346 total

includes taxes & fees

12 Nov - 13 Nov

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

9. Pico Azores - Family house S. Jorge view

Ribeirinha

Amélie T.

HK$2,701 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

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

Pontas Negras

HK$4,333 total

includes taxes & fees

15 Nov - 16 Nov

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

Madalena

HK$1,320 total

includes taxes & fees

12 Nov - 13 Nov

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

Lajes do Pico

Anonymous traveller

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.

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

São Roque do Pico

HK$5,047 total

includes taxes & fees

13 Nov - 14 Nov

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

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

Ribeirinha

HK$2,372 total

includes taxes & fees

14 Nov - 15 Nov

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

Cais do Galego

HK$1,309 total

includes taxes & fees

13 Nov - 14 Nov

A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

16. Lofts Azul Pastel

Horta

Cathy

HK$513 total

includes taxes & fees

12 Nov - 13 Nov

A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

17. Porto Pim Bay

Horta

Joseph

HK$513 total

includes taxes & fees

22 Nov - 23 Nov

A coastal view with a mountain in the background, a pier, and a clear sky.

18. Horta Bay

Horta

samuel

HK$510 total

includes taxes & fees

14 Nov - 15 Nov

A modern room with a sofa, a bed, a small table, and a view of the outdoors.

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

Horta

Tajmohammed

HK$1,603 total

includes taxes & fees

17 Nov - 18 Nov

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Pico Island Hotel Reviews

Pico Vineyards

10/10 Excellent

"The boutique 12-room hotel exceeded our expectations in all respects. Large, brilliantly clean, private room with its own pool and patio. Bedroom, living room, large bathroom. Even an outdoor shower! Superb breakfast. Very helpful staff."

Porto Velho Boutique Lodge

10/10 Excellent

"This place was amazing! It’s right by the water, with the ferry literally at your doorstep. Waking up each morning was great, especially with the waterfront views of Faial. They have coffee available 24/7 and pastries in the morning, plus a few local shops nearby for food, delicious may I add! I stayed in the basement and it was great. The place was very clean, had a kitchen with plates and dishes, and I absolutely loved the terrace. Yes, you can hear the church bells since the place is directly across from a church, and you can hear people if they’re loud upstairs, but that’s pretty normal for a basement. I’m not a light sleeper, and I slept like a baby here. The room did get a bit humid at night, but they had an AC unit, which was perfect. The location is central to everything in Madalena. The grocery store is about a 5-minute walk, and you’re within walking distance of pretty much anything you need. It’s also only about 10 minutes from the airport. The staff were incredibly kind and gave great recommendations for places to see. Entry and exit were easy, they had secure places for your bags in the room which is important to me. I cannot praise this place enough. If you need somewhere to stay in Madalena, I honestly wouldn’t recommend looking anywhere else. The location, the views, the staff, and the place itself were all perfect. I would absolutely stay here again!"

My Bed in Pico

10/10 Excellent

"Débora est au top. A l'écoute elle nous a sur classé pour notre anniversaire de mariage, elle a fait tout ce qu'elle a pu pour nous satisfaire. Très jolie et grande chambre avec frigo, café, thé, eau et plein de petites attentions. Literie très bonne avec un grand lit double. Bravo pour la décoration de notre chambre des voyageurs. Merci pour tout."

Find out more about Pico Island

Search for holiday rentals in Pico Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Pico Island using one of the methods below:

View our selection of featured holiday rentals in Pico Island
Use the map to find apartments and other holiday homes in the Pico Island neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Pico Island while they last

Look no further and take a look at our great range of rental properties in Pico Island!

Room 1

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

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

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

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

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

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

9. Pico Azores - Family house S. Jorge view

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

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

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

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

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

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

16. Lofts Azul Pastel

17. Porto Pim Bay

18. Horta Bay

19. 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

Pico Vineyards

Pico Dreams - Sportfish

Porto Velho Boutique Lodge

Hotel Caravelas

Vinhas do Calhau

Aldeia da Fonte Hotel

My Bed in Pico

AL Novavista by BPX

Blue Almance - T2 Apartment

Find out more about Pico Island

Go further with the Expedia app