San Casciano in Val di Pesa 3-bedroom Vacation Rentals, Homes & More - 163 Rentals Available.
163 Vacation rentals
Filters applied: 3+ Bedrooms

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!
San Casciano in Val di Pesa Villa
- 11 bedrooms 11
- 10 bathrooms
- sleeps 15 15
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child friendly
$1,472.00
from $1,472.00 / 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

Castello Lorenzo, Heart of Tuscany,Renaissance Villa with Pool
San Casciano in Val di Pesa Villa
- 11 bedrooms 11
- 9 bathrooms
- sleeps 20 20
- 5 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 22 minutes
$1,242.00
from $1,242.00 / 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

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
Casale Classico Casale Classico
San Casciano in Val di Pesa Apartment
- 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
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
$190.00
from $190.00 / night
Il Portico, 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
$660.00
from $660.00 / 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. 2 hours 28 minutes
$711.00
from $711.00 / 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
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
$2,652.00
from $2,652.00 / 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
$505.00
from $505.00 / 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
$1,485.00
from $1,485.00 / night
Your search has been expanded 17.5 miles to include more rentals
Farm in Tuscany, Florence Apartments Garden Pool, home restaurant, wine tastings
Sesto Fiorentino Apartment - 12.5 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 10 10
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$437.00
from $437.00 / night
luxury apartments, garden, farm, Tuscany Villa
Sesto Fiorentino Villa - 12.5 miles away
- 9 bedrooms 9
- 10 bathrooms
- sleeps 25 25
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,130.00
from $1,130.00 / night
Private house in the Chianti area for 12 persons, pool and A/C | Villa Spicciano
Tavarnelle Val di Pesa Villa - 7 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
Tuscan villa with private pool and tennis court near Florence, just 30 km away
Limite Sull'Arno Villa - 12.3 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 11 11
- 7 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$550.00
from $550.00 / night
Filigrano FIORGINEPRO
San Donato in Poggio Apartment - 9.2 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 - 9.2 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
House of Duccio House of Duccio
Certaldo Villa - 7.1 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
Capanna Olivo Capanna Olivo
Certaldo House - 7.1 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 - 9.2 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
Villa Leonina Villa Leonina
San Donato in Collina Villa - 11.4 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
Apartment Arno Elegance Luxury Florence apartment to rent, holiday rental Floren
Florence Apartment - 8.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
- Air conditioning
- Pet friendly
$727.00
from $727.00 / night
Casale Elsa LECCIO
Gambassi Terme Apartment - 11.5 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
Casale Elsa CAMINO
Gambassi Terme Apartment - 11.6 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
Apartment Fresco
Florence Apartment - 8.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
- Air conditioning
- Pet friendly
$1,113.00
from $1,113.00 / night
The Large Terrace The Large Terrace
Certaldo Apartment - 7.1 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 - 11.5 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
Villa Marcigliano
Badia a Passignano Villa - 6.4 miles away
- 8 bedrooms 8
- 7 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$1,235.00
from $1,235.00 / night
Casa Nettuno
Settignano House - 11 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$924.00
from $924.00 / night
house Chapel
Settignano House - 11 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Air conditioning
- Ask about pets
Responds fast! Avg. 2 hours 28 minutes
$924.00
from $924.00 / night
IL PODERE DI NORA Chianti charming villa
Tavarnelle Val di Pesa House - 6.6 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 Limone
Settignano Villa - 11 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 28 minutes
$947.00
from $947.00 / night
Villa Del Chianti
Tavarnelle Val di Pesa Villa - 6.9 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 - 7.5 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 - 14.2 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 - 14.3 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
Villa Fresca
Lamporecchio Villa - 17.5 miles away
- 7 bedrooms 7
- 10 bathrooms
- sleeps 14 14
- 7 nights min
- Child friendly
$1,424.00
from $1,424.00 / night
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