San Casciano in Val di Pesa Pet-Friendly Vacation Rentals, Homes & More - 75 Rentals Available.
75 Vacation rentals
Filters applied: Pet Friendly

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
$1,435.00
from $1,435.00 / 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 30 minutes
$1,214.00
from $1,214.00 / 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
$1,247.00
from $1,247.00 / 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
$641.00
from $641.00 / night
Your search has been expanded 19.9 miles to include more rentals
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
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
Luxury private villa in the Chianti region. Marcigliano with 8 BDR, pool & A/C!
Badia a Passignano Villa - 7.7 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 - 7.1 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
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
$310.00
from $310.00 / night
Tuscan farmhouse with pool for 20 pax just 8 km from Montaione. Villa Caccia!
Montaione Villa - 14.9 miles away
- 10 bedrooms 10
- 10 bathrooms
- sleeps 20 20
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$678.00
from $678.00 / night
Villa with 11 bedrooms with private pool, A/C and large garden. Villa Etrusca!
Montaione Villa - 14.7 miles away
- 11 bedrooms 11
- 14 bathrooms
- sleeps 22 22
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$718.00
from $718.00 / night
Stagioni, villa near Montaione. Perfect location for wedding and family reunion!
Montaione Villa - 15.2 miles away
- 17 bedrooms 17
- 16 bathrooms
- sleeps 29 29
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$1,111.00
from $1,111.00 / night
Colle, private villa with 17 bedrooms and 16 bathroom. Private pool, A/C & WiFi!
Montaione Villa - 14.6 miles away
- 17 bedrooms 17
- 16 bathrooms
- sleeps 29 29
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$718.00
from $718.00 / night
Private villa with pool, A/C & WiFi. 3 bedrooms near Montaione, Villa Tranquilla
Montaione Villa - 14.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$359.00
from $359.00 / night
Villa Virginia sleeps 12 persons in 6 bedrooms and 7 bathrooms. Pool, A/C & WiFi
Montaione Villa - 14.7 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 105 mi
- Swimming pool
- Child friendly
$507.00
from $507.00 / night
Villa in Chianti with heated swimming pool and A/C
Certaldo Villa - 8.9 miles away
- 9 bedrooms 9
- 10 bathrooms
- sleeps 19 19
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$663.00
from $663.00 / night
La Leopoldina, luxury 8 bedrooms villa with heated private pool close Florence!
Bagno a Ripoli Villa - 11.7 miles away
- 8 bedrooms 8
- 9 bathrooms
- sleeps 15 15
- min stay varies
- Nearest beach 193 mi
- Swimming pool
- Child friendly
$1,644.00
from $1,644.00 / night
Villa Bucigattoli, magnificent home in the countryside near Pistoia. Pool & A/C!
Casalguidi Villa - 19.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 70 mi
- Swimming pool
- Child friendly
$403.00
from $403.00 / night
3 bedrooms private villa only 3 km to San Gimignano. Swimming pool and Wi-Fi
San Gimignano Villa - 14.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 70 mi
- Swimming pool
- Child friendly
$252.00
from $252.00 / night
Luxury villa close Florence in the Chianti area. 8 bedrooms with pool, Il Forte!
Bagno a Ripoli Villa - 11.7 miles away
- 8 bedrooms 8
- 10 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 193 mi
- Swimming pool
- Child friendly
$1,791.00
from $1,791.00 / night
Il Cortile, Holiday Apartment in the Chianti region with 2 bedrooms and pool!
Tavarnelle Val di Pesa Apartment - 6.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$118.00
from $118.00 / 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
$1,346.00
from $1,346.00 / 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
$1,262.00
from $1,262.00 / night
Villa Rossa
Ruota Villa - 14.2 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$541.00
from $541.00 / night
Private house in the Valdarno area. Rossa with 7 BDR & 7 BATH with private pool!
Ruota Villa - 14.7 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Nearest beach 123 mi
- Swimming pool
- Child friendly
$423.00
from $423.00 / night
Il Palagio, private accommodation up to 18 persons. Swimming pool, A/C & Wi-Fi!
Ruota Villa - 14.2 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 18 18
- 7 nights min
- Nearest beach 120 mi
- Swimming pool
- Child friendly
$541.00
from $541.00 / night
Apartment Arno Elegance
Florence Apartment - 8.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$696.00
from $696.00 / night
Apartment Oltrarno
Florence Apartment - 8.4 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$335.00
from $335.00 / night
Villa Florin
Florence House - 8.4 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,088.00
from $1,088.00 / night
Villa Chianti Rosa
Poggibonsi House - 16.3 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 11 11
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$634.00
from $634.00 / night
Villa Delamere
Lucardo House - 6 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 11 11
- 4 nights min
- Ask about children
- Pet friendly
$468.00
from $468.00 / night
Apartment Fresco
Florence Apartment - 8.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$1,067.00
from $1,067.00 / night
Apartment Bardi
Florence Apartment - 8.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$1,219.00
from $1,219.00 / night
Tuscany Farmhouse Near Florence - Casa Falciani
Mercatale House - 0.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$287.00
from $287.00 / night
Farmhouse Rental in Chianti Area of Tuscany - Villa Adelina
Castellina In Chianti Farmhouse - 14 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$469.00
from $469.00 / 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.