Montespertoli Vacation Rentals & Homes - 2957 Rentals Available
2,957 Vacation rentals
Casale Castiglioni
Montespertoli House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$218.00
from $218.00 / night
Beautiful ground floor apartment with shared swimming pool, apt. #3
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$177.00
from $177.00 / night
Villa la Rosa di Certaldo - Residence with view of the Tuscan countryside
Lucardo Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 11 11
- 3 nights min
- Ask about children
- Ask about pets
$474.00
from $474.00 / night
Villa Olivo - Lavender
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$219.00
from $219.00 / night
Tuscan farmhouse apartment with two bedrooms and 2 bathrooms, apt. #8
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$177.00
from $177.00 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 3
Lucardo Apartment
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$241.00
from $241.00 / night
Villa Il Turco
Montagnana Val di Pesa Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 121 mi
- Swimming pool
- Child friendly
$574.00
from $574.00 / night
Tuscan Apartment in Historic Castle - Il Castello 11
Montespertoli Castle
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$90.00
from $90.00 / night
Villa Olivo - Nandina
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$219.00
from $219.00 / night
One bedroom apartment close to Florence with swimming pool, apt. #2
Montagnana Val di Pesa Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$142.00
from $142.00 / night
House Monticello
Montespertoli Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$739.00
from $739.00 / night
Gorgeous Stone Vacation House in Certaldo, Tuscany
Lucardo Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$486.00
from $486.00 / night
Tuscan Apartment in Historic Castle - Il Castello 28
Montespertoli Castle
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$76.00
from $76.00 / night
Villa della Torre - Courtyard
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$210.00
from $210.00 / night
Tuscan Apartment in Historic Castle - The Castle Fresh
Montespertoli Apartment
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$280.00
from $280.00 / night
Villa Olivo - Mahonia
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$219.00
from $219.00 / night
Villa Olivo - Roseto
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Ask about children
- Air conditioning
$168.00
from $168.00 / night
Villa della Torre - Fresco
Lucardo Studio
- Studio -1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$152.00
from $152.00 / night
Two bedrooms apartment with pool near the Chianti village of Cerbaia, apt. #10
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$165.00
from $165.00 / night
Apartment Podere #4
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$165.00
from $165.00 / night
Tuscany Farmhouse Close to a Castle - Casa Berto
Montespertoli House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$160.00
from $160.00 / night
Villa Leonardo
Lucardo Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 2 minutes
$745.00
from $745.00 / night
Villa della Torre - Garden
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$152.00
from $152.00 / night
Self-catering apartment with one bedrooms in the Chianti area, apt. #6
Montagnana Val di Pesa Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$142.00
from $142.00 / night
Two bedrooms apartment in the Chianti area with swimming pool, apt. #1
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$159.00
from $159.00 / night
Villa della Torre - Oleander
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$152.00
from $152.00 / night
Villa Teatro Vacation Rental with Pool
Montespertoli Villa
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$1,174.00
from $1,174.00 / night
Poggiotella
Montespertoli Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$236.00
from $236.00 / night
Apartment with two bedrooms and swimming pool in the Chianti area, apt. #7
Montagnana Val di Pesa Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Nearest beach 75 mi
- Swimming pool
- Child friendly
$177.00
from $177.00 / night
Duccio House
Lucardo Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Pet friendly
$301.00
from $301.00 / night
Tuscan Villa with Private Pool on an Olive Oil Estate - Villa Pia
Montespertoli Farmhouse
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$856.00
from $856.00 / night
Villa della Torre - Le Volte
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$152.00
from $152.00 / night
Villa della Torre - Exclusive Use Of Villa & Pool For 26+4 People
Lucardo Villa
- 3 bedrooms 3
- 1 bathroom
- sleeps 26 26
- 7 nights min
- Ask about children
- Ask about pets
$2,503.00
from $2,503.00 / night
This private villa with pool near Florence is perfect for 10 people with 5 bedro
Montespertoli House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$276.00
from $276.00 / night
Castle Rental in Tuscany, Montespertoli (Chianti Area) - The Castle
Montespertoli House
- 35 bathrooms
- sleeps 120 120
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$3,360.00
from $3,360.00 / night
Villa della Torre - Nido
Lucardo Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$194.00
from $194.00 / night
Tuscan Apartment in Historic Castle - Il Castello 13
Montespertoli Castle
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$89.00
from $89.00 / night
Tuscan Apartment in Historic Castle - Il Castello 25
Montespertoli Castle
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$76.00
from $76.00 / night
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