Pico Island Vacation Rentals from $122: Search Short-Term Rentals

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In two weeks

In two months

In three months

In four months

Our top choices for Pico Island vacation rentals

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

$140 nightly

Sep 2 - Sep 3

Total with taxes and fees

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

$117 nightly

Sep 2 - Sep 3

Total with taxes and fees

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

Lajes do Pico

$91 nightly

Sep 4 - Sep 5

Total with taxes and fees

Outdoor pool, pool umbrellas, sun loungers

4. Baia da Barca

Madalena

$170 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

5. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Madalena

$235 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Lajes do Pico

$253 nightly

Aug 22 - Aug 23

Total with taxes and fees

7. Casa do Jardim

Santo Amaro

$259 nightly

Aug 7 - Aug 8

Total with taxes and fees

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

Lajido

$227 nightly

Sep 5 - Sep 6

Total with taxes and fees

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Top Pico Island Hotel Reviews

Aldeia das Adegas

10/10 Excellent

"We loved our three day stay! It was a 10min walk to a fabulous bakery and 15min walk to the village. We were treated to a weekend festival with food and music each of the three nights we were there. It was an easy drive from the airport and to all locations of interest on the island. We would recommend this place to couples or families travelling to Pico who want a quiet and relaxing vacation."

Hotel Caravelas

8/10 Good

"Well located hotel across from ferry terminal and marina. Very close to cafes and shops. Pool and lounging patio was wonderful to use on a warm day. There is a bar adjoining the pool with a very hardworking bartender who somehow managed to efficiently serve a large crowd all by himself. Breakfast buffet was nice with several high quality options including fresh pancakes, hot dishes, and lots of pastries and desserts. The desk staff seemed overwhelmed by the number of guests. We asked to checkout slightly later than usual time (11 am) and received an abrupt response (“no way!”). They did allow us to store our luggage in an unlocked closet but we had to retrieve our bags ourselves as the staff was unable (or unwilling) to serve us. I would stay there again but with low expectations of the service."

Pico TERRAMAR & SPA

10/10 Excellent

"Great hotel and the room had a great view. The hotel and room were very clean. The pool facilities were nice and well kept. The hotel staff were very helpful at finding us a cab when our arranged cab didn't show up and we were struggling to find anyone due to the holiday on the island. Note that the hotel is on the south side of Madalena and it was about a 20 minute walk to the harbor/main area of town."

Ocean View Pico

10/10 Excellent

"This house was amazing. The views, outdoor landscaping, and hammocks were wonderful. Each room was cute, bright, and comfortable. The beds were VERY comfortable and everyone slept well. We had a group of 9, including grandparents and 4 kids. Everyone wanted to stay longer! Nico, the host, was accommodating of our early arrival time. He was incredibly helpful with tips about what to see and where to eat. A lovely, friendly person all around."

Find out more about Pico Island

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

Pico Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pico Island 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 $122 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 Pico Island rentals

At Expedia, we put the best Pico Island 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 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 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 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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Check prices for these dates

Our top choices for Pico Island vacation rentals

1. Aldeia das Adegas

2. Aldeia dos Caldeirões

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

4. Baia da Barca

5. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

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

7. Casa do Jardim

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

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

10. Casa do Laureano

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

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

13. Casa da Terra Alta

14. Casa Baleia Laranja Ocean-Front

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

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

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

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

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

20. Bearsu Nature Almoxarife

Find vacation rentals that suit your style

Top Pico Island Hotel Reviews

Aldeia das Adegas

Find out more about Pico Island

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