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

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

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730 Best Vacation Rentals with Pool in Isole e Olena Winery (Starting from $102)

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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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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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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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 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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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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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 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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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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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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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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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 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 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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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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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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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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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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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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Agriturismo Molinuzzo - Marzio
Agriturismo Molinuzzo - Marzio
House
San Donato in Poggio, Italy
2.7k from Isole e Olena Winery center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$197
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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Forno 1BR Apartment In a Restored Farm, Pool & Spa, 1st floor, 140/190cm sofabed
Forno 1BR Apartment In a Restored Farm, Pool & Spa, 1st floor, 140/190cm sofabed
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

1 Bedroom4 Guests
10.0

Exceptional

48 reviews

$149
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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Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Greve In Chianti
Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Greve In Chianti
Villa
Castellina In Chianti, 53011, Italy
1.8k from Isole e Olena Winery center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$501
Average price / night
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The small mill on the Argenna stream in the woods of Chianti in Tuscany
The small mill on the Argenna stream in the woods of Chianti in Tuscany
House
Toscana, 50021, Italy
2.1k from Isole e Olena Winery center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
New to Booking
$172
Average price / night
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Arco : 2BR apart in a restored Farm w Pool and Spa, ground floor terrace
Arco : 2BR apart in a restored Farm w Pool and Spa, ground floor terrace
Apartment
Castellina in Chianti, 53011, Italy
2.1k from Isole e Olena Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

35 reviews

$184
Average price / night
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Bufati - A house in Chianti - Red Apartment
Bufati - A house in Chianti - Red Apartment
House
Barberino Tavarnelle, 50028, Italy
2.1k from Isole e Olena Winery center

AC, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

35 reviews

$154
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 with Pool in Isole e Olena Winery.

Where to stay in Isole e Olena Winery? Best neighborhoods & areas

Isole e Olena Winery Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 730 verified vacation rentals with a pool in Isole e Olena Winery. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Isole e Olena Winery vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $102 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Isole e Olena Winery offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Isole e Olena Winery welcome pets. Currently, 32 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Isole e Olena Winery often include additional outdoor features such as Pool, Balcony/Terrace, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Isole e Olena Winery offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.