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

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207 Best Family 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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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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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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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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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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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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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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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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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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Porto Pim Bay
Porto Pim Bay
Apartment
Rua Nova 7, Horta, 9900-023, Portugal
8.2k from Pico Island Vineyard Culture center

AC, Bar, Barbecue, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
9.6

Exceptional

31 reviews

$120
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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GARDEN VIEW APARTMENT
GARDEN VIEW APARTMENT
Apartment
HORTA, 9900-095, Portugal
8.4k from Pico Island Vineyard Culture center

Balcony, Barbecue, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$120
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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Heather - Twin
Heather - Twin
Apartment
Horta, 9900-102, Portugal
8.4k from Pico Island Vineyard Culture center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

1 Bedroom2 Guests
New to Booking
$97
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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Horta Bay
Horta Bay
Apartment
Av. 25 de Abril, Horta, 9900-142, Portugal
8.4k from Pico Island Vineyard Culture center

AC, Breakfast Available, Business Services, Internet, Kitchen, Laundry, Microwave, TV

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$110
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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Homerez - House in Praia do Almoxarife.
Homerez - House in Praia do Almoxarife.
House
Praia do Almoxarife, 9900-432, Portugal
8.4k from Pico Island Vineyard Culture center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$251
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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V4 - Faial
V4 - Faial
Apartment
Horta, 9900-127, Portugal
8.5k from Pico Island Vineyard Culture center

AC, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Soundproof Room, TV

1 Bedroom2 Guests
8.0

Good

1 reviews

$152
Average price / night
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Casa do Cacto - 1 Bedroom Flat
Casa do Cacto - 1 Bedroom Flat
Apartment
Madalena, Portugal
1.5k from Pico Island Vineyard Culture center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom3 Guests
8.7

Fabulous

10 reviews

$102
Average price / night
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Big and Beautiful 5 bed 4 bath House in Horta
Big and Beautiful 5 bed 4 bath House in Horta
House
Horta, 9900 119, Portugal
8.5k from Pico Island Vineyard Culture center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$554
Average price / night
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Casa do Cacto - 1 Bedroom Cosy Flat
Casa do Cacto - 1 Bedroom Cosy Flat
Apartment
Madalena, Portugal
1.5k from Pico Island Vineyard Culture center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom3 Guests
9.1

Superb

18 reviews

$89
Average price / night
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Holiday Apartment \"Garden View\" with Mountain Views, Private Terrace, and Wi-Fi
Holiday Apartment \"Garden View\" with Mountain Views, Private Terrace, and Wi-Fi
Apartment
Horta, 9900-095, Portugal
8.6k from Pico Island Vineyard Culture center

Balcony, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$210
Average price / night
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Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi
Apartment 'Ladomar Matriz' with Sea View, Private Terrace and Wi-Fi
Apartment
Horta, 9900-141, Portugal
8.6k from Pico Island Vineyard Culture center

AC, Balcony, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, TV

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$455
Average price / night
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Azores Clock House
Azores Clock House
Villa
Horta, 9900-108, Portugal
8.8k from Pico Island Vineyard Culture center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$136
Average price / night
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Aldeia dos Caldeirões
Aldeia dos Caldeirões
Villa
Rua dos Caldeirões, Relvas, Madalena, 9950-508, Portugal
9.3k from Pico Island Vineyard Culture center

AC, Barbecue, Crib, Internet, Kitchen, Microwave, No Smoking, Outdoor Grill, Outdoor Space

1 Bedroom2 Guests
New to Booking
$110
Average price / night
Check Availability

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 Family Vacation Rentals in Pico Island Vineyard Culture.

Pico Island Vineyard Culture Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 207 verified family-friendly vacation rentals in Pico Island Vineyard Culture. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pico Island Vineyard Culture vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $65 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pico Island Vineyard Culture offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pico Island Vineyard Culture are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pico Island Vineyard Culture often include amenities such as Child Friendly, View, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.