Montespertoli Vacation Rentals & Homes - 81 Rentals Available
81 Vacation rentals
Tuscan Apartment in Historic Castle - The Castle Fresh
Montespertoli Apartment
- 3 bathrooms
- Sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$483
from $483 / 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
$4257
from $4257 / night
Villa della Torre - Garden
Lucardo Villa
- 1 bedroom 1
- 3 bathrooms
- Sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$153
from $153 / 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
$262
from $262 / night
Villa Virginia
Montespertoli Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$603
from $603 / night
Villa della Torre - Oleander
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$151
from $151 / 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
$129
from $129 / night
Villa della Torre - Fresco
Lucardo Studio
- Studio -1
- 2 bathrooms
- Sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$151
from $151 / 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
$485
from $485 / night
Villa della Torre - Courtyard
Lucardo Villa
- 2 bedrooms 2
- 5 bathrooms
- Sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$210
from $210 / night
Tuscany Farmhouse Close to a Castle - Casa Berto
Montespertoli House
- 3 bathrooms
- Sleeps 8 8
- 4 nights min
- Swimming pool
- Ask about children
- Ask about pets
$160
from $160 / night
Leonardo - Ideal for Couples and Families, Beautiful Pool and Beach
Montespertoli Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Suitable for children age 5+
- Air conditioning
$1304
from $1304 / night
Large Tuscany Villa in the Chianti Region - Villa San Paolo
Montespertoli House
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$420
from $420 / night
5 bedroom Villa in Montespertoli, Tuscany, Italy : ref 2266226
Montespertoli Villa
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$399
from $399 / night
VILLA CASTIGLIONI
Lucardo Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$672
from $672 / night
Villa Olivo - Nandina
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$218
from $218 / night
Villa Olivo - Lavender
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$218
from $218 / 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
$129
from $129 / night
Villa Olivo - Roseto
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Ask about children
- Air conditioning
$160
from $160 / night
Villa Olivo - Mahonia
Lucardo Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$218
from $218 / 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
$151
from $151 / night
Villa della Torre - Nido
Lucardo Villa
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$195
from $195 / 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
$112
from $112 / night
VILLA CASTIGLIONI + ANNEX
Lucardo Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1468
from $1468 / 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
$125
from $125 / 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
$573
from $573 / night
Casale Castiglioni
Montespertoli House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 50 50
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$318
from $318 / night
Tuscan Farmhouse Rental on Large Estate - Casa Gilda
Lucardo Farmhouse
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$649
from $649 / night
Villa della Torre - Terrace
Lucardo Villa
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$193
from $193 / night
6 bedroom Villa in Castelfiorentino, San Gimignano, Volterra and surroundings
Montespertoli Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1498
from $1498 / 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
$112
from $112 / 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
$129
from $129 / night
Tuscan Apartment in Historic Castle - Il Castello 8
Montespertoli Castle
- 1 bathroom
- Sleeps 3 3
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$129
from $129 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 4
Lucardo Villa
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$262
from $262 / night
Tuscan Apartment in Historic Castle - Il Castello 35
Montespertoli Castle
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$147
from $147 / night
Tuscan Apartment in Historic Castle - Il Castello 9
Montespertoli Castle
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$129
from $129 / night
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