San Casciano in Val di Pesa Vacation Rentals & Homes - 1021 Rentals Available
1,021 Vacation rentals
Castle in Chianti with swimming pool near Florence
San Casciano in Val di Pesa Villa
- 11 bedrooms 11
- 10 bathrooms
- sleeps 15 15
- 7 nights min
- Nearest beach 120 mi
- Swimming pool
- Child friendly
$1,286.00
from $1,286.00 / night
Tuscany Villa Rental in Chianti - Villa Certaldo
San Casciano in Val di Pesa Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$270.00
from $270.00 / night
Perfect Tuscany Chianti Vineyard Villa-Great Views-Visit Wineries-Casa San Vito
San Casciano in Val di Pesa Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 9 minutes
$120.00
from $120.00 / night
In the heart of Tuscany, Renaissance Villa with pool and views, Chianti and Sien
San Casciano in Val di Pesa Villa
- 11 bedrooms 11
- 9 bathrooms
- sleeps 20 20
- 5 nights min
- Swimming pool
- Ask about children
- Pet friendly
Responds fast! Avg. 2 hours 17 minutes
$1,527.00
from $1,527.00 / night
Two Tuscany Apartments with Views Over the Chianti Classico Hills - Casa Desider
San Casciano in Val di Pesa Farmhouse
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$244.00
from $244.00 / night
4 bedroom Villa in Certosa, Tuscany, Italy - 5229298
San Casciano in Val di Pesa Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$320.00
from $320.00 / night
Luxury villa Machiavelli
San Casciano in Val di Pesa Villa
- 10 bedrooms 10
- 12 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$7,035.00
from $7,035.00 / night
Tuscany Apartment with Views Over the Chianti Classico Hills - Desideri 1
San Casciano in Val di Pesa Apartment
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$99.00
from $99.00 / night
Family-Friendly Villa Rental in Tuscany with Pool - Villa Sella
San Casciano in Val di Pesa House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$298.00
from $298.00 / night
Villa Machiavelli
San Casciano in Val di Pesa Villa
- 10 bedrooms 10
- 10 bathrooms
- sleeps 20 20
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 49 minutes
$7,520.00
from $7,520.00 / night
1 bedroom Apartment in Florence, Tuscany, Italy - 5218262
Mercatale di Val di Pesa Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Child friendly
- Ask about pets
$380.00
from $380.00 / night
7 bedroom Villa in Senecchiolo, Tuscany, Italy - 5218442
San Casciano in Val di Pesa Apartment
- 7 bedrooms 7
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$525.00
from $525.00 / night
Villa Heritage
Calcinaia Villa
- 1 bedroom 1
- 5 bathrooms
- sleeps 10 10
- 4 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 49 minutes
$2,621.00
from $2,621.00 / night
Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa
San Casciano in Val di Pesa House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
Responds fast! Avg. 2 hours 9 minutes
$120.00
from $120.00 / night
5 bedroom Villa in Mugnana, Tuscany, Italy - 5696936
Ponte di Gabbiano Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$200.00
from $200.00 / night
4 bedroom Villa in Mercatale, Tuscany, Italy - 5218441
Ponte di Gabbiano Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$582.00
from $582.00 / night
6 bedroom Villa in Certosa, Tuscany, Italy - 5697117
Spedaletto Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$284.00
from $284.00 / night
Panorama 3 Panorama 3
San Casciano in Val di Pesa Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 3 3
- 7 nights min
- Ask about children
- Pet friendly
$93.00
from $93.00 / night
House Mercatale Holiday villa rental in Mercatale - Chianti - Tusdany - Mercatale
San Casciano in Val di Pesa House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$1,473.00
from $1,473.00 / night
Tenuta Villa to rent in Asciano - Siena - Rent this villa
San Casciano in Val di Pesa House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 11 11
- 7 nights min
- Ask about children
- Pet friendly
$623.00
from $623.00 / night
24 bedroom Villa in San Casciano Val di Pesa, Tuscany, Italy - 5762631
San Casciano in Val di Pesa Villa
- 24 bedrooms 24
- 24 bathrooms
- sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$5,064.00
from $5,064.00 / night
Beautiful Estate for Rent with Two Pools Near Certaldo - Tenuta dell'Anima - 12
San Casciano in Val di Pesa House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$517.00
from $517.00 / night
9 bedroom Villa in Senecchiolo, Tuscany, Italy - 5218425
San Casciano in Val di Pesa Apartment
- 9 bedrooms 9
- 8 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$696.00
from $696.00 / night
6 bedroom Villa in Certosa, Tuscany, Italy - 5696927
Spedaletto Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$304.00
from $304.00 / night
Tuscany Villa with Private Pool - Casa Geranio
San Casciano in Val di Pesa Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$234.00
from $234.00 / night
6 bedroom Apartment in Oltrarno, Tuscany, Italy - 5218108
Mercatale di Val di Pesa Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$721.00
from $721.00 / night
5 bedroom Villa in San Casciano Val di Pesa, Tuscany, Italy - 5218193
San Casciano in Val di Pesa Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$1,112.00
from $1,112.00 / night
Panorama 1 Panorama 1 ITTUS03713
San Casciano in Val di Pesa Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Pet friendly
$130.00
from $130.00 / night
5 bedrooms villa in the Chianti region with private swimming pool
San Casciano in Val di Pesa Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 11 11
- 7 nights min
- Nearest beach 100 mi
- Swimming pool
- Child friendly
$611.00
from $611.00 / night
Villa La Collina
Montefiridolfi Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
Responds fast! Avg. 3 hours 0 minutes
$683.00
from $683.00 / night
3 bedroom Apartment in San Casciano in Val di Pesa, Tuscany, Italy - 5311393
San Casciano in Val di Pesa Apartment
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
Luxury Farmhouse in the Chianti Wine Region - Casa dei Frati with Cottage
Mercatale di Val di Pesa House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,873.00
from $1,873.00 / night
2 bedroom Apartment in San Casciano in Val di Pesa, Tuscany, Italy - 5311395
San Casciano in Val di Pesa Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$537.00
from $537.00 / night
6 bedroom Villa in Vicchiomaggio, Tuscany, Italy - 5218135
Montefiridolfi Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$864.00
from $864.00 / night
2 bedroom Apartment in San Casciano in Val di Pesa, Tuscany, Italy - 5311396
San Casciano in Val di Pesa Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$474.00
from $474.00 / night
11 bedroom Villa in San Casciano Val di Pesa, Tuscany, Italy - 5311397
San Casciano in Val di Pesa Villa
- 16 bedrooms 16
- 11 bathrooms
- sleeps 32 32
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,103.00
from $2,103.00 / night
Tuscany Villa on a Hill Close to Florence - Villa Niccolo
Montefiridolfi Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 11 11
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$568.00
from $568.00 / night
2 bedroom Apartment in Le Bolle, Tuscany, Italy - 5241510
Montefiridolfi Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$315.00
from $315.00 / night
Chianti Luxury Villa Near a Small Town - Casa dei Frati
Mercatale di Val di Pesa House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1,626.00
from $1,626.00 / night
2 bedroom Apartment in Le Bolle, Tuscany, Italy - 5241514
Montefiridolfi Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$273.00
from $273.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.