Family-Friendly Vacation Rentals in Il Cassero, Montevarchi: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Montevarchi
  6.  Il Cassero

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349 Best Family Vacation Rentals in Il Cassero (Starting from $72)

La casa di Aaron
La casa di Aaron
Apartment
Montevarchi, Italy
0.2k from Il Cassero center

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

1 Bedroom2 Guests
9.5

Superb

4 reviews

$100
Average price / night
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Beautiful private villa for 12 people with hot tub, A/C, private pool, WIFI and TV
Beautiful private villa for 12 people with hot tub, A/C, private pool, WIFI and TV
Villa
Montevarchi, 52025, Italy
1.1k from Il Cassero center

AC, Barbecue, Crib, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$645
Average price / night
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Casa Cennano
Casa Cennano
House
Montevarchi, Italy
0.2k from Il Cassero center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
9.7

Exceptional

7 reviews

$122
Average price / night
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Residence Le Chiuse -Casa Gialla
Residence Le Chiuse -Casa Gialla
House
Moncioni Montevarchi, 52025, Italy
1.1k from Il Cassero center

Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
10.0

Exceptional

5 reviews

$132
Average price / night
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Les Petites Maisons
Les Petites Maisons
Apartment
Montevarchi, Italy
0.3k from Il Cassero center

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

4 Bedrooms2 Guests
9.3

Superb

8 reviews

$126
Average price / night
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Villa Lavinia by Interhome
Villa Lavinia by Interhome
House
Montevarchi, 52025, Italy
1.3k from Il Cassero center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Kitchen, Laundry, No Smoking

5 Bedrooms12 Guests
8.0

Good

1 reviews

$556
Average price / night
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Independent apartment
Independent apartment
Apartment
Il Cassero, Montevarchi, Tuscany, Italy
0.3k from Il Cassero center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom5 Guests
8.3

Very Good

66 reviews

$72
Average price / night
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The Tuscan Barn
The Tuscan Barn
Villa
Montevarchi, 52025, Italy
2.2k from Il Cassero center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$295
Average price / night
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Appartamento Cilembrini
Appartamento Cilembrini
Apartment
Montevarchi, Italy
0.3k from Il Cassero center

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

1 Bedroom2 Guests
8.4

Very Good

38 reviews

$76
Average price / night
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Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
House
Montevarchi, 52025, Italy
2.6k from Il Cassero center

Balcony, Breakfast Available, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, TV, Washer

3 Bedrooms8 Guests
New to Booking
$312
Average price / night
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Casa Marzia
Casa Marzia
Apartment
Montevarchi, Italy
0.3k from Il Cassero center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms9 Guests
9.6

Exceptional

63 reviews

$106
Average price / night
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Villa il Colto by Fantasia Villas
Villa il Colto by Fantasia Villas
Villa
Terranuova Bracciolini, 52028, Italy
3.0k from Il Cassero center

AC, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$1176
Average price / night
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Del Lungo Isidoro
Del Lungo Isidoro
Apartment
Montevarchi, Italy
0.4k from Il Cassero center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$154
Average price / night
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Villa with pool and Jacuzzi - Villa Le Facezie
Villa with pool and Jacuzzi - Villa Le Facezie
Apartment
Terranuova Bracciolini, 52028, Italy
3.3k from Il Cassero center

AC, Balcony, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$683
Average price / night
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Roanne Modern House with Jacuzzi in Tuscany
Roanne Modern House with Jacuzzi in Tuscany
Apartment
Montevarchi, Italy
0.8k from Il Cassero center

Apartments, Accommodations, Parking, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$205
Average price / night
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Villa Fratini - Six Bedroom Villa, Sleeps 12
Villa Fratini - Six Bedroom Villa, Sleeps 12
Villa
Terranuova Bracciolini, 52028, Italy
3.4k from Il Cassero center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$1444
Average price / night
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Casa ANNA
Casa ANNA
Apartment
Montevarchi, Italy
1.2k from Il Cassero center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$202
Average price / night
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 House consists of a \"two-room\" and a \"trilocale\", Valdarno Aretino
House consists of a \"two-room\" and a \"trilocale\", Valdarno Aretino
Villa
Terranuova Bracciolini, 52028, Italy
3.9k from Il Cassero center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
10.0

Exceptional

55 reviews

$350
Average price / night
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Villa Paradiso
Villa Paradiso
Villa
Montevarchi, Italy
1.3k from Il Cassero center

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

5 Bedrooms8 Guests
New to Booking
$580
Average price / night
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Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo
Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo
Villa
Bucine (AR), 52021, Italy
4.2k from Il Cassero center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

29 reviews

$218
Average price / night
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Villa Pongina with private pool
Villa Pongina with private pool
Villa
Montevarchi, Italy
1.4k from Il Cassero center

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

5 Bedrooms12 Guests
9.8

Exceptional

7 reviews

$257
Average price / night
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CHARMING VILLA IN THE HEART OF CHIANTI
CHARMING VILLA IN THE HEART OF CHIANTI
Villa
terranuova bracciolini, 52024, Italy
4.4k from Il Cassero center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms12 Guests
9.4

Superb

10 reviews

$656
Average price / night
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Blue villa surrounded by greenery between Arezzo Florence and Siena
Blue villa surrounded by greenery between Arezzo Florence and Siena
House
TERRANUOVA BRACCIOLINI, 52028, Italy
4.4k from Il Cassero center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$161
Average price / night
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Villa Bella Lisa in Chianti with Pool+Jacuzzi!
Villa Bella Lisa in Chianti with Pool+Jacuzzi!
Villa
Toscana, 52022, Italy
4.5k from Il Cassero center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms9 Guests
New to Booking
$752
Average price / night
Check Availability
Tegliaia by Interhome
Tegliaia by Interhome
House
Montevarchi, 52025, Italy
5.0k from Il Cassero center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
8.4

Very Good

5 reviews

$207
Average price / night
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L'Orlo del Bosco by Interhome
L'Orlo del Bosco by Interhome
House
Bucine, 52025, Italy
5.2k from Il Cassero center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms5 Guests
9.0

Fabulous

4 reviews

$251
Average price / night
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Milu's Holiday Home
Milu's Holiday Home
House
Toscana, 52028, Italy
5.2k from Il Cassero center

AC, Balcony, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$256
Average price / night
Check Availability

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 Il Cassero.

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Frequently Asked Questions

You can explore 349 verified family-friendly vacation rentals in Il Cassero. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Il Cassero vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $72 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Il Cassero 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 Il Cassero 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 Il Cassero often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. 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.