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

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  3.  Italy
  4.  Tuscany
  5.  Barberino Tavarnelle
  6.  Isole e Olena Winery

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1252 Best 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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Our cottage, in the beautiful Tuscan countryside, not far from the cities of art
Our cottage, in the beautiful Tuscan countryside, not far from the cities of art
House
barberino tavarnelle, 50028, Italy
0.8k from Isole e Olena Winery center

AC, Fireplace, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$103
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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Beautiful historic Villa on organic olive farm, with pool & sunset views
Beautiful historic Villa on organic olive farm, with pool & sunset views
Villa
Siena, 53011, Italy
0.8k from Isole e Olena Winery center

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

7 Bedrooms14 Guests
9.0

Fabulous

4 reviews

$664
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 1-bedroom cottage with garden and views over olive groves, pool
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Cottage
Castellina in Chianti, Toscana, 53011, Italy
0.8k from Isole e Olena Winery center

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

1 Bedroom2 Guests
9.2

Superb

7 reviews

$213
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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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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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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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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Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views
Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views
Apartment
Castellina in Chianti, 50021, Italy
0.8k from Isole e Olena Winery center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

17 reviews

$179
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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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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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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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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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 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 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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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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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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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 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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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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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 Isole e Olena Winery.

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Isole e Olena Winery Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1252 verified vacation rentals in Isole e Olena Winery. 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 Isole e Olena Winery vary depending on the season, property size, and location. Rates typically start from around $76 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 Isole e Olena Winery 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 Isole e Olena Winery welcome pets. Currently, 25 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 Isole e Olena Winery often include amenities such as Balcony/Terrace, Fireplace/Heating, and Child Friendly. 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.