Castellina In Chianti 2-bedroom Vacation Rentals, Homes & More - 183 Rentals Available.
183 Vacation rentals
Filters applied: 2+ Bedrooms

Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 3
Castellina In Chianti Farmhouse
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$207.00
from $207.00 / night

Farmhouse Rental in Chianti Area of Tuscany - Villa Adelina
Castellina In Chianti Farmhouse
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$469.00
from $469.00 / night

Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 2
Castellina In Chianti Farmhouse
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$181.00
from $181.00 / night

Villa Isabelle
Castellina In Chianti Villa
- 7 bedrooms 7
- 9 bathrooms
- sleeps 14 14
- 7 nights min
- Child friendly
$1,065.00
from $1,065.00 / night

Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 1
Castellina In Chianti Farmhouse
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$281.00
from $281.00 / night
Farmhouse Rental in Chianti Area of Tuscany - Casa Luciana
Castellina In Chianti House
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$469.00
from $469.00 / night
Luxury villa Olivia
Castellina In Chianti Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,270.00
from $2,270.00 / night
Your search has been expanded 18.7 miles to include more rentals
Unique villa with views of the town of Siena with its famous bell towers!
Siena Villa - 10.6 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$634.00
from $634.00 / night
Apartment Podere #4
Montagnana Val di Pesa Apartment - 17.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$131.00
from $131.00 / night
Private house in the Chianti area for 12 persons, pool and A/C | Villa Spicciano
Tavarnelle Val di Pesa Villa - 7.9 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$761.00
from $761.00 / night
Casale Classico Casale Classico
San Casciano in Val di Pesa Apartment - 12.5 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,235.00
from $1,235.00 / night
Filigrano FIORGINEPRO
San Donato in Poggio Apartment - 4.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$263.00
from $263.00 / night
Filigrano FIORLECCIO
San Donato in Poggio Apartment - 4.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$263.00
from $263.00 / night
Casale Elsa LOGGIA
Gambassi Terme Apartment - 14.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$136.00
from $136.00 / night
Valle Ambra Valle Ambra
Montebenichi Cottage - 16.3 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$761.00
from $761.00 / night
House of Duccio House of Duccio
Certaldo Villa - 11.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$303.00
from $303.00 / night
Filigrano CORBEZZOLO
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$173.00
from $173.00 / night
Casale Elsa TORRINO
Gambassi Terme Apartment - 14.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$136.00
from $136.00 / night
Villa Olivo LAVANDA
Certaldo Apartment - 12.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$220.00
from $220.00 / night
Capanna Olivo Capanna Olivo
Certaldo House - 12.4 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$489.00
from $489.00 / night
Filigrano New LARGE MILL
San Donato in Poggio Apartment - 4.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$335.00
from $335.00 / night
Filigrano ACERO
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$195.00
from $195.00 / night
Villa Leonina Villa Leonina
San Donato in Collina Villa - 18.6 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 15 15
- 7 nights min
- Nearest beach 130 mi
- Swimming pool
- Ask about children
$1,269.00
from $1,269.00 / night
Casale Elsa LECCIO
Gambassi Terme Apartment - 14.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Ask about children
- Ask about pets
$202.00
from $202.00 / night
Casale Elsa CAMINO
Gambassi Terme Apartment - 14.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Ask about children
- Ask about pets
$202.00
from $202.00 / night
Filigrano Nuovo THE HOUSE
San Donato in Poggio Cottage - 4.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$224.00
from $224.00 / night
Filigrano CASTAGNO
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$195.00
from $195.00 / night
Filigrano Nuovo GLICINE
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$242.00
from $242.00 / night
Casale Elsa FORNO
Gambassi Terme Apartment - 15.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$136.00
from $136.00 / night
Villa Olivo NANDINA
Certaldo Apartment - 12.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$220.00
from $220.00 / night
Filigrano FIORLAVANDA
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$195.00
from $195.00 / night
Villa Olivo MAHONIA
Certaldo Apartment - 12.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$220.00
from $220.00 / night
Filigrano Nuovo MARGHERITE
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$242.00
from $242.00 / night
Filigrano Nuovo ROSE
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$254.00
from $254.00 / night
The Large Terrace The Large Terrace
Certaldo Apartment - 11.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$542.00
from $542.00 / night
Villa Florence Villa Florence
San Donato in Collina Villa - 18.7 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- 7 nights min
- Nearest beach 130 mi
- Swimming pool
- Ask about children
$1,353.00
from $1,353.00 / night
Filigrano Nuovo VIOLE
San Donato in Poggio Apartment - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$242.00
from $242.00 / night
Panorama 1 Panorama 1 ITTUS03713
San Casciano in Val di Pesa Apartment - 13.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Pet friendly
$190.00
from $190.00 / night
Panorama 3 Panorama 3 self-catered rental in Tuscany near Asciano
San Casciano in Val di Pesa Apartment - 13.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 3 3
- 7 nights min
- Ask about children
- Pet friendly
$162.00
from $162.00 / night
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