Family-Friendly Vacation Rentals in Montarioso, Monteriggioni: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Monteriggioni
  6.  Montarioso

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941 Best Family Vacation Rentals in Montarioso (Starting from $59)

Come a casa
Come a casa
Apartment
Tognazza, Italy
0.2k from Montarioso center

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

2 Bedrooms4 Guests
8.6

Fabulous

44 reviews

$125
Average price / night
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Villa Montarioso
Villa Montarioso
House
Via Montarioso 35, Monteriggioni, 53035, Italy
0.0k from Montarioso center

Breakfast Included, Business Services, Free Parking, Heater, Housekeeping, Internet, No Smoking, Outdoor Space, TV

8.6

Fabulous

135 reviews

$89
Average price / night
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Amazing Apartment In Monteriggioni
Amazing Apartment In Monteriggioni
Apartment
Italy
0.7k from Montarioso center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$130
Average price / night
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Cottage la Vita Siena for 6 with private pool in a peaceful area in Siena city
Cottage la Vita Siena for 6 with private pool in a peaceful area in Siena city
House
siena, 53035, Italy
0.1k from Montarioso center

AC, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$363
Average price / night
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Lovely Apartment In Monteriggioni
Lovely Apartment In Monteriggioni
Apartment
Italy
0.7k from Montarioso center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$164
Average price / night
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Charming relais in Siena at the gates of Chianti
Charming relais in Siena at the gates of Chianti
Apartment
Siena, 53100, Italy
0.8k from Montarioso center

AC, Breakfast Available, Crib, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$147
Average price / night
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Casa SoleLuna
Casa SoleLuna
Apartment
Siena, Italy
0.9k from Montarioso center

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

3 Bedrooms8 Guests
9.3

Superb

135 reviews

$64
Average price / night
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Apartment 4 persons high
Apartment 4 persons high
Apartment
siena, 53100, Italy
1.3k from Montarioso center

AC, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms4 Guests
New to Booking
$168
Average price / night
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Love Nest Siena
Love Nest Siena
Apartment
Tognazza, Italy
1.0k from Montarioso center

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

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$159
Average price / night
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Family friendly Villa with private garden, 30 min walk to city centre
Family friendly Villa with private garden, 30 min walk to city centre
Villa
Siena, 53100, Italy
1.7k from Montarioso center

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

3 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$319
Average price / night
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Appartamenti Villa Abbraccio
Appartamenti Villa Abbraccio
Apartment
Siena, Italy
1.0k from Montarioso center

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

8 Bedrooms13 Guests
7.6

Good

60 reviews

$140
Average price / night
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City / Village Apartment in Siena with 4 bedrooms sleeps 8
City / Village Apartment in Siena with 4 bedrooms sleeps 8
Apartment
Siena, 53100, Italy
1.8k from Montarioso center

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

4 Bedrooms8 Guests
10.0

Exceptional

105 reviews

$385
Average price / night
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L'Aia Country Holidays
L'Aia Country Holidays
House
Siena, Italy
1.0k from Montarioso center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Pet-friendly, Lodgings

10 Bedrooms23 Guests
8.6

Fabulous

422 reviews

$263
Average price / night
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Gorgeous view on vineyards, Stone Tuscan private Villa
Gorgeous view on vineyards, Stone Tuscan private Villa
Villa
Toscana, 53019, Italy
2.4k from Montarioso center

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

3 Bedrooms6 Guests
10.0

Exceptional

115 reviews

$564
Average price / night
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Agriturismo Il Sambuco
Agriturismo Il Sambuco
House
Siena, Italy
1.3k from Montarioso center

Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Pet-friendly, Lodgings, Vacation rentals

6 Bedrooms11 Guests
7.7

Good

974 reviews

$59
Average price / night
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Guest House in Villa with pool, terrace, walks, 10 min. Siena, Chianti.
Guest House in Villa with pool, terrace, walks, 10 min. Siena, Chianti.
Apartment
Villa Parigini, 53035, Italy
2.5k from Montarioso center

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

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$196
Average price / night
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Agriturismo Tabiano
Agriturismo Tabiano
House
Montarioso, Monteriggioni, Tuscany, Italy
1.4k from Montarioso center

Kitchen, Parking, Internet, Pool, Balcony/Terrace, Smoking, Pet Friendly

5 Bedrooms9 Guests
9.1

Superb

7 reviews

$124
Average price / night
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Restored barn in beautiful house with swimming pool, 10 minutes from Siena
Restored barn in beautiful house with swimming pool, 10 minutes from Siena
House
Villa Parigini, 53035, Italy
2.5k from Montarioso center

AC, Babysitting, Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet

1 Bedroom3 Guests
9.6

Exceptional

18 reviews

$155
Average price / night
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Podere San Lorenzo
Podere San Lorenzo
Apartment
Siena, Italy
1.5k from Montarioso center

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

1 Bedroom3 Guests
9.3

Superb

67 reviews

$100
Average price / night
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Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C
Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C
House
Villa parigini, 53035, Italy
2.5k from Montarioso center

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

3 Bedrooms7 Guests
9.8

Exceptional

17 reviews

$393
Average price / night
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Appartamento San Dalmazio
Appartamento San Dalmazio
Apartment
Siena, Italy
1.5k from Montarioso center

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

2 Bedrooms4 Guests
8.0

Good

12 reviews

$74
Average price / night
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VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
Villa
Siena, 53100, Italy
2.5k from Montarioso center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms11 Guests
9.6

Exceptional

15 reviews

$889
Average price / night
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Cosy apartment for 3 people with WIFI, pool, A/C, TV and pets allowed, close to Siena
Cosy apartment for 3 people with WIFI, pool, A/C, TV and pets allowed, close to Siena
Apartment
Castelnuovo Berardenga, 53019, Italy
2.6k from Montarioso center

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

2 Bedrooms3 Guests
New to Booking
$170
Average price / night
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Nice apartment for 4 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Nice apartment for 4 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Apartment
Castelnuovo Berardenga, 53019, Italy
2.6k from Montarioso center

AC, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$184
Average price / night
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Nice apartment for 5 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Nice apartment for 5 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Apartment
Castelnuovo Berardenga, 53019, Italy
2.7k from Montarioso center

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

2 Bedrooms5 Guests
New to Booking
$196
Average price / night
Check Availability
Beautiful apartment for 5 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Beautiful apartment for 5 guests with WIFI, A/C, pool, TV and pets allowed, close to Siena
Apartment
Castelnuovo Berardenga, 53019, Italy
2.7k from Montarioso center

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

2 Bedrooms5 Guests
8.8

Fabulous

3 reviews

$196
Average price / night
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Rocche di Valiano, Ginestra in Siena, pool use, AC
Rocche di Valiano, Ginestra in Siena, pool use, AC
Apartment
Castelnuovo Berardenga, 53019, Italy
2.7k from Montarioso center

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

1 Bedroom2 Guests
New to Booking
$138
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 Montarioso.

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Montarioso Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 941 verified family-friendly vacation rentals in Montarioso. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Montarioso vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $59 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Montarioso 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 Montarioso 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 Montarioso often include amenities such as Child Friendly, Internet, and Fireplace/Heating. 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.