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Pico Island Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Pico Island vacation rentals

Exterior

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (65 reviews)
"We had a great stay here."
United States
Nicholas
$252 nightly
The price is $263
Jul 13 - Jul 14
Total with taxes and fees
Aldeia das Adegas
Exterior

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
$163 nightly
The price is $170
Aug 11 - Aug 12
Total with taxes and fees
Aldeia dos Caldeirões
Interior

Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico
São Roque do Pico
10.0 out of 10, Exceptional, (3 reviews)
"We loved Pico and the place, the house and the welcome familiy"
Portugal
Duarte D.
$545 nightly
The price is $545
Jul 20 - Jul 21
Total with taxes and fees
Sea U Pico, São Roque do Pico
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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
$376 nightly
The price is $376
Jul 29 - Jul 30
Total with taxes and fees
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Interior

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

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
São Roque do Pico
$687 nightly
The price is $687
Jul 13 - Jul 14
Total with taxes and fees
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Garden

Atlantis Breeze

Atlantis Breeze
3.0 star property
Madalena
8.0 out of 10, Very Good, (1 review)
"Wir haben eine super Wohnung mit atemberaubender Aussicht auf das Meer vorgefunden. Die Wohnung verfügt über alle Annehmlichkeiten, die man in einer Ferienwohnung erwarten würde, inkl. funktionierende Klimaanlage. Etwas Abzug machen wir bei den Haushaltsgeräten, welche Wartung benötigen. Die Waschmaschine wurde während dem Aufenthalt ersetzt, aber der Dampfabzug und die Abwaschmaschine funktionieren zwar, aber benötigen eine Wartung."
Switzerland
Heinz
$326 nightly
The price is $339
Jul 28 - Jul 29
Total with taxes and fees
Atlantis Breeze
Beach

Mont Blanc Pico Island Sea

Mont Blanc Pico Island Sea
São Roque do Pico Açores
8.8 out of 10, Excellent, (3 reviews)
"Schöne Location, nette Besitzer: man kann sich wundervoll erholen"
Portugal
Sonya G.
$408 nightly
The price is $408
Jul 16 - Jul 17
Total with taxes and fees
Mont Blanc Pico Island Sea
Exterior

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
6.0 out of 10, (1 review)
"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.
$759 nightly
The price is $759
Jul 12 - Jul 13
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
TV

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
$821 nightly
The price is $821
Jul 12 - Jul 13
Total with taxes and fees
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Terrace/patio

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
$278 nightly
The price is $278
Jul 27 - Jul 28
Total with taxes and fees
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Madalena
$220 nightly
The price is $220
Jul 13 - Jul 14
Total with taxes and fees
Apartment 'Valverdeapart' with Private Terrace and Wi-Fi
Exterior detail

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
$226 nightly
The price is $226
Jul 25 - Jul 26
Total with taxes and fees
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Outdoor dining

Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
$334 nightly
The price is $334
Jul 31 - Aug 1
Total with taxes and fees
Casa da Terra Alta
TV, fireplace

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

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Santo António SRP
$301 nightly
The price is $301
Jul 18 - Jul 19
Total with taxes and fees
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi
Pool

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
$404 nightly
The price is $404
Jul 17 - Jul 18
Total with taxes and fees
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Terrace/patio

SKY MOUNTAIN & SEA SMS-AZORES

SKY MOUNTAIN & SEA SMS-AZORES
São Roque do Pico
2.0 out of 10, (1 review)
"Airline canceled our flight. I emailed the host i had no response. "
United States
Thomas M.
$373 nightly
The price is $373
Aug 6 - Aug 7
Total with taxes and fees
SKY MOUNTAIN & SEA SMS-AZORES
Exterior

Casa do Laureano

Casa do Laureano
Santo Amaro
$195 nightly
The price is $195
Aug 2 - Aug 3
Total with taxes and fees
Casa do Laureano
Property grounds

Casa do Jardim

Casa do Jardim
Santo Amaro
$199 nightly
The price is $199
Jul 17 - Jul 18
Total with taxes and fees
Casa do Jardim
Exterior detail

Silveira House

Silveira House
Lajes do Pico
$100 nightly
The price is $100
Jul 18 - Jul 19
Total with taxes and fees
Silveira House
On the beach, black sand

Bearsu Nature Almoxarife

Bearsu Nature Almoxarife
2.0 star property
Horta
8.8 out of 10, Excellent, (6 reviews)
"Nice camping near the sea"
Italy
Leonardo
$48 nightly
The price is $50
Jul 13 - Jul 14
Total with taxes and fees
Bearsu Nature Almoxarife
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 Pico Island Hotel Reviews

Vinhas do Calhau

Vinhas do Calhau

10/10 Excellent
"Room was spacious and tidy with a great balcony view! Great breakfast and also loved the pool!"
Bridget 3-night trip
Posted 8 hours ago
Vinhas do Calhau

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 $170 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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