Family-Friendly Vacation Rentals in Monticiano, Tuscany: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Monticiano

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67 Best Family Vacation Rentals in Monticiano (Starting from $62)

Appartamento Iesa
Appartamento Iesa
Apartment
Lama, Italy
2.7k from Monticiano center

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

1 Bedroom3 Guests
9.3

Superb

37 reviews

$62
Average price / night
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Room 'Marroneto - Suite' with Mountain View, Shared Pool and Wi-Fi
Room 'Marroneto - Suite' with Mountain View, Shared Pool and Wi-Fi
Apartment
Monticiano, 53015, Italy
2.9k from Monticiano center

Barbecue, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Pool, Toys

1 Bedroom2 Guests
New to Booking
$123
Average price / night
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Agriturismo Podere Marroneto
Agriturismo Podere Marroneto
House
Monticiano, Italy
3.3k from Monticiano center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
9.4

Superb

25 reviews

$98
Average price / night
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Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Villa
Monticiano, 53015, Italy
3.8k from Monticiano center

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

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$1480
Average price / night
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Holiday Home Il Casale by Interhome
Holiday Home Il Casale by Interhome
House
Lama, Italy
3.6k from Monticiano center

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

3 Bedrooms6 Guests
New to Booking
$209
Average price / night
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Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano
Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano
Cottage
Monticiano, 53015, Italy
4.2k from Monticiano center

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

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$315
Average price / night
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Mulino della Solaia - Arceno Rentals Club
Mulino della Solaia - Arceno Rentals Club
Villa
Monticiano, Italy
3.8k from Monticiano center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

5 Bedrooms10 Guests
New to Booking
$1377
Average price / night
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Comfort, relaxation and nature
Comfort, relaxation and nature
House
Monticiano, 53015, Italy
4.7k from Monticiano center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$117
Average price / night
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Iesa - Relax nella campagna di Siena
Iesa - Relax nella campagna di Siena
Apartment
Lama, Italy
3.8k from Monticiano center

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

4 Bedrooms9 Guests
9.0

Fabulous

1 reviews

$129
Average price / night
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Elegant historic villa, sleeps 12, so tastefully  reconstructed according to Tuscan style with stunn
Elegant historic villa, sleeps 12, so tastefully reconstructed according to Tuscan style with stunn
Villa
Chiusdino, 53012, Italy
6.8k from Monticiano center

Barbecue, Fireplace, Free Parking, Internet, Laundry, Microwave, Outdoor Space, Pool, TV

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$683
Average price / night
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Casa vacanze Il Poggetto
Casa vacanze Il Poggetto
House
Monticiano, Italy
4.0k from Monticiano center

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

5 Bedrooms10 Guests
7.6

Good

6 reviews

$148
Average price / night
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Country house
Country house
House
Roccastrada, 58030, Italy
7.5k from Monticiano center

Balcony, Barbecue, Heater, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Pool

5 Bedrooms12 Guests
10.0

Exceptional

9 reviews

$230
Average price / night
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Awesome Apartment In Monticiano
Awesome Apartment In Monticiano
Apartment
Monticiano, Italy
4.1k from Monticiano center

Apartments, Accommodations, Parking, 4-star, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$314
Average price / night
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Gite Montemirello, with garden and swimming pool
Gite Montemirello, with garden and swimming pool
Apartment
Casciano di Murlo - Siena, 53016, Italy
9.4k from Monticiano center

Barbecue, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom5 Guests
9.8

Exceptional

60 reviews

$115
Average price / night
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Casa Lucia
Casa Lucia
Apartment
Monticiano, Italy
4.1k from Monticiano center

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

1 Bedroom2 Guests
8.3

Very Good

4 reviews

$67
Average price / night
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Villa Amedeo Raffaello Apartment - Sovicille
Villa Amedeo Raffaello Apartment - Sovicille
Apartment
Sovicille, 53018, Italy
9.5k from Monticiano center

Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
8.4

Very Good

7 reviews

$199
Average price / night
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Casa delle Nonne
Casa delle Nonne
Apartment
Monticiano, Italy
4.2k from Monticiano center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom5 Guests
New to Booking
$95
Average price / night
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Exclusive Stone Tower.
Exclusive Stone Tower.
House
Casciano, 53016, Italy
9.6k from Monticiano center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$200
Average price / night
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Dimora Tipica Toscana
Dimora Tipica Toscana
Apartment
Monticiano, Italy
4.3k from Monticiano center

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

4 Bedrooms12 Guests
8.6

Fabulous

36 reviews

$133
Average price / night
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Casa vacanza vicolo degli orti
Casa vacanza vicolo degli orti
Apartment
Monticiano, Tuscany, Italy
4.3k from Monticiano center

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

4 Bedrooms15 Guests
9.0

Fabulous

11 reviews

$95
Average price / night
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Casa Vacanze Il Fontanino
Casa Vacanze Il Fontanino
House
Monticiano, Italy
4.5k from Monticiano center

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

1 Bedroom3 Guests
New to Booking
$87
Average price / night
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Casa Sofi - Happy Rentals
Casa Sofi - Happy Rentals
House
Monticiano, Italy
4.5k from Monticiano center

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

7 Bedrooms13 Guests
8.2

Very Good

7 reviews

$201
Average price / night
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Chiara House
Chiara House
Apartment
Monticiano, Italy
4.7k from Monticiano center

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

1 Bedroom2 Guests
7.9

Good

14 reviews

$69
Average price / night
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La Casa di Gigliola
La Casa di Gigliola
House
Monticiano, Italy
4.7k from Monticiano center

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

3 Bedrooms12 Guests
9.2

Superb

131 reviews

$118
Average price / night
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Casa di zio
Casa di zio
House
Monticiano, Italy
4.7k from Monticiano center

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

2 Bedrooms6 Guests
9.2

Superb

54 reviews

$82
Average price / night
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Casetta della Pina
Casetta della Pina
House
Monticiano, Tuscany, Italy
4.9k from Monticiano center

Cheap, Accommodations, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7 Bedrooms16 Guests
8.8

Fabulous

164 reviews

$85
Average price / night
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Casa Mancini Monticiano - Holiday Villa
Casa Mancini Monticiano - Holiday Villa
House
Monticiano, Italy
5.0k from Monticiano center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$226
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 Monticiano.

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Monticiano Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 67 verified family-friendly vacation rentals in Monticiano. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Monticiano vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $62 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Monticiano 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 Monticiano 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 Monticiano 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.