Family-Friendly Vacation Rentals in Isole e Olena Winery, Barberino Tavarnelle: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Barberino Tavarnelle
  6.  Isole e Olena Winery

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747 Best Family Vacation Rentals in Isole e Olena Winery (Starting from $76)

Podere Patrignone
Podere Patrignone
House
Isole e Olena Winery, Barberino Tavarnelle, Tuscany, Italy
0.8k from Isole e Olena Winery center

Laundry, View, Security/Safety, Parking, Guest Services, Pool, Accessibility

15 Bedrooms33 Guests
2.5

Review score

2 reviews

$683
Average price / night
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Large apartment in Eco-resort in rural Chianti with amazing sunset views
Large apartment in Eco-resort in rural Chianti with amazing sunset views
Apartment
Siena, 53011, Italy
0.7k from Isole e Olena Winery center

Arcade, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$304
Average price / night
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Romitorio di Serelle
Romitorio di Serelle
Apartment
Isole e Olena Winery, Barberino Tavarnelle, Tuscany, Italy
1.5k from Isole e Olena Winery center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

23 Bedrooms61 Guests
9.2

Superb

194 reviews

$140
Average price / night
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Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Apartment
Siena, 53011, Italy
0.7k from Isole e Olena Winery center

Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
New to Booking
$295
Average price / night
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Agriturismo San Silvestro
Agriturismo San Silvestro
House
San Donato in Poggio, Italy
1.5k from Isole e Olena Winery center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

4 Bedrooms11 Guests
9.0

Fabulous

16 reviews

$102
Average price / night
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Beautiful villa for large groups, family reunions, and weddings and workshops
Beautiful villa for large groups, family reunions, and weddings and workshops
House
Castellina in Chianti, 50021, Italy
0.8k from Isole e Olena Winery center

Arcade, Babysitting, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

15 Bedrooms33 Guests
New to Booking
$1830
Average price / night
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Pieve di Campoli by VacaVilla
Pieve di Campoli by VacaVilla
Villa
San Donato in Poggio, Italy
2.0k from Isole e Olena Winery center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$361
Average price / night
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Casa Fioraie by PosarelliVillas
Casa Fioraie by PosarelliVillas
Villa
Isole e Olena Winery, Barberino Tavarnelle, Tuscany, Italy
2.2k from Isole e Olena Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$445
Average price / night
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Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Villa
Castellina in Chianti, 50021, Italy
0.8k from Isole e Olena Winery center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
9.4

Superb

20 reviews

$609
Average price / night
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Villetta Adelma Fioraie
Villetta Adelma Fioraie
House
Castellina in Chianti, Italy
2.2k from Isole e Olena Winery center

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

2 Bedrooms6 Guests
7.3

Good

8 reviews

$451
Average price / night
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COUNTRY HOUSE LO SPIGO 4, Emma Villas
COUNTRY HOUSE LO SPIGO 4, Emma Villas
Villa
San Donato in Poggio, Italy
2.5k from Isole e Olena Winery center

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

2 Bedrooms4 Guests
New to Booking
$800
Average price / night
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Amazing views in peaceful country setting close to many attractions
Amazing views in peaceful country setting close to many attractions
Apartment
Castellina in Chianti, 50021, Italy
0.8k from Isole e Olena Winery center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$293
Average price / night
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Agriturismo capanna delle Cozzole
Agriturismo capanna delle Cozzole
House
Castellina in Chianti, Italy
2.6k from Isole e Olena Winery center

Cheap, Accommodations, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.2

Superb

6 reviews

$218
Average price / night
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Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Cottage
Siena, 53011, Italy
0.8k from Isole e Olena Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$219
Average price / night
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Agriturismo Piemaggino
Agriturismo Piemaggino
House
Castellina in Chianti, Italy
2.6k from Isole e Olena Winery center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
8.8

Fabulous

13 reviews

$132
Average price / night
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Large Chianti Estate, Tuscany weddings, retreats, celebrations, workshops
Large Chianti Estate, Tuscany weddings, retreats, celebrations, workshops
House
Castellina in Chianti, 53011, Italy
1.3k from Isole e Olena Winery center

Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Heater, Internet

15 Bedrooms33 Guests
New to Booking
$1824
Average price / night
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Casa Bruna - Cipresseta del Chianti
Casa Bruna - Cipresseta del Chianti
Apartment
Castellina in Chianti, Italy
2.6k from Isole e Olena Winery center

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

2 Bedrooms4 Guests
9.2

Superb

50 reviews

$121
Average price / night
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5 bedrooms villa in the Chianti region with private swimming poo, A/C and Wi-Fi
5 bedrooms villa in the Chianti region with private swimming poo, A/C and Wi-Fi
Villa
Barberino Val D'elsa, 50021, Italy
1.5k from Isole e Olena Winery center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms12 Guests
9.8

Exceptional

6 reviews

$1647
Average price / night
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Nittardi
Nittardi
House
Isole e Olena Winery, Barberino Tavarnelle, Tuscany, Italy
2.6k from Isole e Olena Winery center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Lodgings, Vacation rentals

12 Bedrooms26 Guests
9.5

Superb

62 reviews

$107
Average price / night
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Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
House
Barberino Val d' Elsa, 50021, Italy
1.5k from Isole e Olena Winery center

AC, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
9.4

Superb

25 reviews

$263
Average price / night
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Agriturismo Montecorboli
Agriturismo Montecorboli
House
Isole e Olena Winery, Barberino Tavarnelle, Tuscany, Italy
2.7k from Isole e Olena Winery center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms9 Guests
9.2

Superb

95 reviews

$76
Average price / night
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Agriturismo San Silvestro - Your house with swimming pool in the Chianti hills
Agriturismo San Silvestro - Your house with swimming pool in the Chianti hills
House
Barberino Val d' Elsa, 50021, Italy
1.5k from Isole e Olena Winery center

Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$241
Average price / night
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Agriturismo Molinuzzo - Joshua
Agriturismo Molinuzzo - Joshua
House
San Donato in Poggio, Italy
2.7k from Isole e Olena Winery center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
8.0

Good

1 reviews

$202
Average price / night
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Roccia 2BR apart PRM OK in restored Farm w Pool and Spa, ground floor terrace
Roccia 2BR apart PRM OK in restored Farm w Pool and Spa, ground floor terrace
Apartment
Castellina in Chianti, 53011, Italy
1.6k from Isole e Olena Winery center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms7 Guests
10.0

Exceptional

35 reviews

$276
Average price / night
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La Torre Beautiful 1BR Love Nest In a Restored Farm. Pool, spa private terrace
La Torre Beautiful 1BR Love Nest In a Restored Farm. Pool, spa private terrace
House
Castellina in Chianti, 53011, Italy
1.6k from Isole e Olena Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

49 reviews

$207
Average price / night
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Podere La Valle 9BR, 16-20 Guests Retreats & Family In Restored Farm  Spa & Pool
Podere La Valle 9BR, 16-20 Guests Retreats & Family In Restored Farm Spa & Pool
Villa
Castellina in Chianti, 53011, Italy
1.6k from Isole e Olena Winery center

Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

9 Bedrooms27 Guests
10.0

Exceptional

38 reviews

$1483
Average price / night
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Belvedere 2+1 BR Luxe Apart In a Restored Tuscan Farm with Pool and Spa
Belvedere 2+1 BR Luxe Apart In a Restored Tuscan Farm with Pool and Spa
Apartment
Castellina in Chianti, 53011, Italy
1.6k from Isole e Olena Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

68 reviews

$287
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 Family Vacation Rentals in Isole e Olena Winery.

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Isole e Olena Winery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 747 verified family-friendly vacation rentals in Isole e Olena Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Isole e Olena Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $76 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Isole e Olena Winery 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 Isole e Olena Winery 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 Isole e Olena Winery often include amenities such as Child Friendly, Balcony/Terrace, and Fireplace/Heating. 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.