Family-Friendly Vacation Rentals in Castello di Montalto, Tuscany: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Castello di Montalto

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312 Best Family Vacation Rentals in Castello di Montalto (Starting from $101)

Castello di Montalto
Castello di Montalto
Apartment
Castello di Montalto, Tuscany, Italy
0.4k from Castello di Montalto center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Vacation rentals

15 Bedrooms30 Guests
9.3

Superb

4 reviews

$101
Average price / night
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Castello di Montalto - La Scuola
Castello di Montalto - La Scuola
Cottage
Castelnuovo Berardenga, 53019, Italy
0.4k from Castello di Montalto center

AC, Fireplace, Free Parking, Kitchen, Pool

1 Bedroom2 Guests
New to Booking
$281
Average price / night
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Centro Ippico Della Berardenga
Centro Ippico Della Berardenga
House
Castelnuovo Berardenga, Italy
0.9k from Castello di Montalto center

Parking, View, Breakfast, Balcony/Terrace, Internet, Security/Safety, Tv

7 Bedrooms16 Guests
8.5

Very Good

6 reviews

$142
Average price / night
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Lovely apartment for 2 guests with WIFI, pool, A/C, TV, terrace and panoramic view
Lovely apartment for 2 guests with WIFI, pool, A/C, TV, terrace and panoramic view
Apartment
Monte Benichi, 52021, Italy
1.4k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
New to Booking
$742
Average price / night
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La Casetta Biricocolo
La Casetta Biricocolo
House
Bucine, Italy
1.6k from Castello di Montalto center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom4 Guests
9.8

Exceptional

28 reviews

$110
Average price / night
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Nice apartment for 4 guests with pool, WIFI, A/C, TV, patio and panoramic view
Nice apartment for 4 guests with pool, WIFI, A/C, TV, patio and panoramic view
Apartment
Monte Benichi, 52021, Italy
1.4k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$742
Average price / night
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Podere Biricocolo - Il Cortile
Podere Biricocolo - Il Cortile
Apartment
Bucine, Italy
1.6k from Castello di Montalto center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
9.5

Superb

19 reviews

$138
Average price / night
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Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
1.7k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

11 Bedrooms24 Guests
9.8

Exceptional

6 reviews

$3863
Average price / night
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Mulino della villa
Mulino della villa
Villa
Bucine, Italy
2.1k from Castello di Montalto center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

5 Bedrooms10 Guests
New to Booking
$1019
Average price / night
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Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
2.1k from Castello di Montalto center

AC, Balcony, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet

9 Bedrooms22 Guests
9.8

Exceptional

6 reviews

$3455
Average price / night
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Podere Gnocchi
Podere Gnocchi
House
Castello di Montalto, Tuscany, Italy
2.1k from Castello di Montalto center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

7 Bedrooms19 Guests
9.7

Exceptional

15 reviews

$339
Average price / night
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Beautiful farmhouse with heated pool and jacuzzi
Beautiful farmhouse with heated pool and jacuzzi
Villa
Bucine, 52021, Italy
2.1k from Castello di Montalto center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
New to Booking
$861
Average price / night
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Camparone Light, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Camparone Light, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Villa
Villa dʼArceno, Italy
2.3k from Castello di Montalto center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$1894
Average price / night
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Camparone, ArcenoRentalsClub Magnificent Chianti Villa  Exclusive Pool Concierge
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
2.3k from Castello di Montalto center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$1708
Average price / night
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Poggio Landi
Poggio Landi
Villa
Bucine, Italy
2.7k from Castello di Montalto center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms8 Guests
New to Booking
$990
Average price / night
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Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
2.7k from Castello di Montalto center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1468
Average price / night
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Serena al Casalone - Arceno Rentals Club
Serena al Casalone - Arceno Rentals Club
Apartment
San Gusmè, Italy
3.0k from Castello di Montalto center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

3 Bedrooms6 Guests
9.5

Superb

4 reviews

$519
Average price / night
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Nice apartment for 3 people with pool, WIFI, pets allowed and panoramic view
Nice apartment for 3 people with pool, WIFI, pets allowed and panoramic view
Apartment
Castelnuovo Berardenga, 52021, Italy
2.9k from Castello di Montalto center

Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
9.8

Exceptional

17 reviews

$172
Average price / night
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Minimal & Modern Home - In Arceno Estate
Minimal & Modern Home - In Arceno Estate
Apartment
Villa dʼArceno, Italy
3.1k from Castello di Montalto center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$483
Average price / night
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Cosy apartment for 3 guests with pool, WIFI, pets allowed and panoramic view
Cosy apartment for 3 guests with pool, WIFI, pets allowed and panoramic view
Apartment
Castelnuovo Berardenga, 52021, Italy
3.1k from Castello di Montalto center

Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
9.4

Superb

22 reviews

$170
Average price / night
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Podere Orietta - Orietta 2
Podere Orietta - Orietta 2
Apartment
Castelnuovo Berardenga, 53019, Italy
3.2k from Castello di Montalto center

Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Washer

1 Bedroom3 Guests
New to Booking
$136
Average price / night
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Podere Orietta - Orietta 3
Podere Orietta - Orietta 3
Apartment
Castelnuovo Berardenga, 53019, Italy
3.2k from Castello di Montalto center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space

1 Bedroom2 Guests
New to Booking
$123
Average price / night
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Orietta 1 - Apartment with swimming pool
Orietta 1 - Apartment with swimming pool
Apartment
Castelnuovo Berardenga, 53019, Italy
3.2k from Castello di Montalto center

Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
10.0

Exceptional

10 reviews

$156
Average price / night
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Elegant Chianti Classico Villa with Stunning Views + Starlink
Elegant Chianti Classico Villa with Stunning Views + Starlink
Villa
Province of Siena, 53019, Italy
3.2k from Castello di Montalto center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

56 reviews

$505
Average price / night
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Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Villa
Castelnuovo Berardenga, 53010, Italy
3.4k from Castello di Montalto center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$600
Average price / night
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Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
Villa
Castelnuovo Berardenga, 53019, Italy
3.4k from Castello di Montalto center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
10.0

Exceptional

86 reviews

$393
Average price / night
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Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
Apartment
San Gusme, 53019, Italy
3.4k from Castello di Montalto center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$486
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Castello di Montalto.

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Castello di Montalto Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 312 verified family-friendly vacation rentals in Castello di Montalto. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castello di Montalto vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $101 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Castello di Montalto offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Castello di Montalto are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Castello di Montalto often include amenities such as Child Friendly, Fireplace/Heating, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.