Castellina In Chianti 2-bedroom Vacation Rentals, Homes & More - 178 Rentals Available.
178 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
$1,151.00
from $1,151.00 / 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
Your search has been expanded 17.5 miles to include more rentals
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
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
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
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
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 La Collina
Montefiridolfi Villa - 10.5 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
Responds fast! Avg. 2 hours 28 minutes
$711.00
from $711.00 / night
IL PODERE DI NORA Chianti charming villa
Tavarnelle Val di Pesa House - 8.4 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Ask about children
- Air conditioning
- Private garden
Responds fast! Avg. 2 hours 28 minutes
$761.00
from $761.00 / night
Villa Del Chianti
Tavarnelle Val di Pesa Villa - 8.1 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$1,099.00
from $1,099.00 / night
Villa Sole
Certaldo Villa - 13.5 miles away
- 9 bedrooms 9
- 9 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$930.00
from $930.00 / night
Villa Lella
San Gimignano Villa - 14.7 miles away
- 9 bedrooms 9
- 7 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$558.00
from $558.00 / night
Villa Lina
San Gimignano Villa - 14.6 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$420.00
from $420.00 / night
Giunco, private villa at 20 km from Siena. 9 bedrooms, swimming pool, A/C & WiFi
Ville di Corsano Villa - 16.6 miles away
- 9 bedrooms 9
- 8 bathrooms
- sleeps 19 19
- min stay varies
- Nearest beach 85 mi
- Swimming pool
- Child friendly
$2,301.00
from $2,301.00 / night
Casale Barberino Casale Barberino for 12
Barberino Val d'Elsa Apartment - 7.5 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$523.00
from $523.00 / night
Villa Santella
Poggibonsi House - 6.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 6 minutes
$594.00
from $594.00 / night
Luxury private villa in the Chianti region. Marcigliano with 8 BDR, pool & A/C!
Badia a Passignano Villa - 6.3 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 15 15
- 7 nights min
- Nearest beach 102 mi
- Swimming pool
- Child friendly
$579.00
from $579.00 / night
Villa Aurora Villa Aurora
Certaldo Villa - 11.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Ask about children
- Pet friendly
$1,258.00
from $1,258.00 / 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
$206.00
from $206.00 / 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
$139.00
from $139.00 / 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
$139.00
from $139.00 / 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
$206.00
from $206.00 / 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
$139.00
from $139.00 / night
Villa Collalto
Colle di Val d'Elsa Villa - 9.1 miles away
- 18 bedrooms 18
- 16 bathrooms
- sleeps 25 25
- 7 nights min
- Ask about children
- Ask about pets
$6,652.00
from $6,652.00 / night
Villa Fabiola
Greve in Chianti Villa - 8 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$598.00
from $598.00 / night
Villa Poggio
Greve in Chianti Villa - 8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$598.00
from $598.00 / night
Villa della Torre CAMINETTO
Certaldo Villa - 11.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$260.00
from $260.00 / night
Villa della Torre CORTILE
Certaldo Villa - 11.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Air conditioning
- Ask about pets
$260.00
from $260.00 / night
Villa della Torre NIDO
Certaldo Villa - 11.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$224.00
from $224.00 / 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
$310.00
from $310.00 / night
Casale Valdambra
Rapale Villa - 17 miles away
- 9 bedrooms 9
- 9 bathrooms
- sleeps 18 18
- 7 nights min
- Child friendly
$1,297.00
from $1,297.00 / night
House with private garden in the Chianti region. I Gigli, 2 bedrooms with pool!
San Gusme Villa - 12.4 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$227.00
from $227.00 / 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
$1,247.00
from $1,247.00 / night
Castle in Chianti with private swimming pool, 15 minutes drive from Florence!
San Casciano in Val di Pesa Villa - 10.9 miles away
- 11 bedrooms 11
- 10 bathrooms
- sleeps 15 15
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child friendly
$1,435.00
from $1,435.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.