Vacation Rentals in Pico Island Vineyard Culture, Madalena: Compare 10+ Sites & Save

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284 Best Vacation Rentals in Pico Island Vineyard Culture (Starting from $65)

Casas do Verdelho
Casas do Verdelho
Villa
Madalena, Portugal
0.2k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms7 Guests
8.7

Fabulous

101 reviews

$178
Average price / night
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Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Villa
São Roque do Pico, 9940-334, Portugal
0.9k from Pico Island Vineyard Culture center

Internet, Living Area, No Smoking

2 Bedrooms5 Guests
New to Booking
$480
Average price / night
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As Casas da Vinha
As Casas da Vinha
House
Criação Velha, Portugal
0.3k from Pico Island Vineyard Culture center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

6 Bedrooms20 Guests
9.7

Exceptional

36 reviews

$100
Average price / night
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Atlantic Heritage Luxury Villa - VRBO
Atlantic Heritage Luxury Villa - VRBO
Villa
Madalena - Pico Island - Azores, 9950 230 Criacao Vel, Portugal
0.9k from Pico Island Vineyard Culture center

AC, Arcade, Balcony, Barbecue, Breakfast Included, Crib, Dryer, Fireplace, Free Parking

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1197
Average price / night
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Pico Island Villas 2 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Pico Island Villas 2 - Ocean Front & UNESCO Heritage Century-Old Grapevines
Villa
Madalena, Portugal
0.5k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$513
Average price / night
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Superb view!
Superb view!
House
Madalena (Pico), 9950-302, Portugal
1.4k from Pico Island Vineyard Culture center

AC, Balcony, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$518
Average price / night
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Solar dos limas
Solar dos limas
Cabin
Portugal
0.6k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Lodges, Cabins, Lodgings, Beach, Places to stay, Family

7 Bedrooms15 Guests
9.8

Exceptional

70 reviews

$188
Average price / night
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Jardim das Camélias (garden overlooking Pico Mountain)
Jardim das Camélias (garden overlooking Pico Mountain)
Villa
Madalena, 9950-341, Portugal
2.2k from Pico Island Vineyard Culture center

AC, Balcony, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, TV

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$826
Average price / night
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Ocean view in UNESCO Heritage Site
Ocean view in UNESCO Heritage Site
House
Criação Velha, Portugal
0.6k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

1 Bedroom2 Guests
9.3

Superb

50 reviews

$108
Average price / night
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Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi
Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi
House
Madalena, 9950, Portugal
2.2k from Pico Island Vineyard Culture center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
9.2

Superb

14 reviews

$145
Average price / night
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Home Pico - Casa dos Cedros (Alojamento local)
Home Pico - Casa dos Cedros (Alojamento local)
House
Pico Island Vineyard Culture, Madalena, Portugal
0.7k from Pico Island Vineyard Culture center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms20 Guests
8.0

Good

5 reviews

$118
Average price / night
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My Bed in pico
My Bed in pico
Apartment
Madalena, 9950-327, Portugal
2.2k from Pico Island Vineyard Culture center

Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$172
Average price / night
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Villa da Silva
Villa da Silva
House
Madalena, Portugal
0.8k from Pico Island Vineyard Culture center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms8 Guests
9.0

Fabulous

60 reviews

$142
Average price / night
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Ocean View Pico
Ocean View Pico
House
Madalena, 9950-321, Portugal
2.8k from Pico Island Vineyard Culture center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$678
Average price / night
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Casa da Ilha
Casa da Ilha
House
Madalena, Portugal
0.8k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms5 Guests
8.7

Fabulous

44 reviews

$84
Average price / night
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Accommodation Raízes da Montanha RRAL 4596
Accommodation Raízes da Montanha RRAL 4596
House
Madalena, 9950-333, Portugal
3.2k from Pico Island Vineyard Culture center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms6 Guests
New to Booking
$230
Average price / night
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A Casa da Silva
A Casa da Silva
Apartment
Pico Island Vineyard Culture, Madalena, Portugal
0.9k from Pico Island Vineyard Culture center

Oceanfront, Air Conditioner, Parking, Balcony/Terrace, Ocean View, Kitchen, Laundry

4 Bedrooms12 Guests
7.5

Good

22 reviews

$81
Average price / night
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Casa Baleia Laranja Ocean-Front
Casa Baleia Laranja Ocean-Front
Villa
Madalena, 9950-30, Portugal
4.5k from Pico Island Vineyard Culture center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$253
Average price / night
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Atlantic Heritage Luxury Villa
Atlantic Heritage Luxury Villa
Villa
Madalena, Portugal
1.3k from Pico Island Vineyard Culture center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$203
Average price / night
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Canopus star house.
Canopus star house.
House
MADALENA DO PICO, 9950, Portugal
5.9k from Pico Island Vineyard Culture center

AC, Heater, Internet, No Smoking

1 Bedroom4 Guests
New to Booking
$168
Average price / night
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epicenter PICO
epicenter PICO
House
Madalena, Portugal
1.4k from Pico Island Vineyard Culture center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
9.3

Superb

46 reviews

$65
Average price / night
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CASA DA ESTRELA SIRIUS
CASA DA ESTRELA SIRIUS
House
MADALENA DO PICO, 9950-333, Portugal
5.9k from Pico Island Vineyard Culture center

AC, Heater

1 Bedroom4 Guests
New to Booking
$171
Average price / night
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Wavecrest - Entire home in Horta
Wavecrest - Entire home in Horta
House
Horta, 9900-021, Portugal
7.8k from Pico Island Vineyard Culture center

AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms6 Guests
New to Booking
$207
Average price / night
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Casa Espalamaca - private retreat in a first-class panoramic location
Casa Espalamaca - private retreat in a first-class panoramic location
House
Horta, 9900, Portugal
7.8k from Pico Island Vineyard Culture center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
New to Booking
$935
Average price / night
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Natural Park, Faial Island Casa da Guia - Perla Studio AL/1084
Natural Park, Faial Island Casa da Guia - Perla Studio AL/1084
Apartment
Horta Azores, 9900 174, Portugal
7.8k from Pico Island Vineyard Culture center

AC, Balcony, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

16 reviews

$111
Average price / night
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Natural Park, Faial Island Casa da Guia - Two Bedroom House AL/1084
Natural Park, Faial Island Casa da Guia - Two Bedroom House AL/1084
House
Horta, 9900 174, Portugal
7.9k from Pico Island Vineyard Culture center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.4

Superb

35 reviews

$208
Average price / night
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Beach House
Beach House
House
Praia do Almoxarife, 9900-451, Portugal
8.0k from Pico Island Vineyard Culture center

AC, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$699
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Pico Island Vineyard Culture.

Pico Island Vineyard Culture Vacation Rentals on the Map

Frequently Asked Questions

You can explore 284 verified vacation rentals in Pico Island Vineyard Culture. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Pico Island Vineyard Culture vary depending on the season, property size, and location. Rates typically start from around $65 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Pico Island Vineyard Culture include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Pico Island Vineyard Culture welcome pets. Currently, 7 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Pico Island Vineyard Culture often include amenities such as Balcony/Terrace, View, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.