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

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  3.  Italy
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99 Best Family Vacation Rentals in Chiusdino (Starting from $53)

Tuscan Charm Frassini Cottage
Tuscan Charm Frassini Cottage
House
Chiusdino, Italy
1.3k from Chiusdino center

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

2 Bedrooms4 Guests
New to Booking
$53
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
2.9k from Chiusdino 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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Villa La Cappella
Villa La Cappella
Villa
Monticiano, Italy
2.9k from Chiusdino center

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

6 Bedrooms12 Guests
9.4

Superb

8 reviews

$196
Average price / night
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Casa Politi Tuscany spacious boutique villa central location 7bedroom 4bathroom
Casa Politi Tuscany spacious boutique villa central location 7bedroom 4bathroom
Villa
Chiusdino, 53012, Italy
3.6k from Chiusdino center

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

7 Bedrooms16 Guests
New to Booking
$1661
Average price / night
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Agriturismo San Galgano
Agriturismo San Galgano
House
Chiusdino, Italy
3.0k from Chiusdino center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Romantic, Cottages, Lodgings

13 Bedrooms6 Guests
9.2

Superb

451 reviews

$86
Average price / night
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Detached villa with panoramic garden
Detached villa with panoramic garden
House
Chiusdino, 53012, Italy
3.6k from Chiusdino center

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

2 Bedrooms5 Guests
9.6

Exceptional

63 reviews

$186
Average price / night
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Casale San Galgano
Casale San Galgano
Apartment
Chiusdino, Tuscany, Italy
3.0k from Chiusdino center

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

9 Bedrooms18 Guests
9.4

Superb

185 reviews

$91
Average price / night
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House with stunning wievs- Casa Marjs
House with stunning wievs- Casa Marjs
House
Chiusdino, 53012, Italy
3.7k from Chiusdino center

Balcony, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, Toys

2 Bedrooms5 Guests
New to Booking
$120
Average price / night
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Casa Politi Boutique Villa in the heart of Tuscany
Casa Politi Boutique Villa in the heart of Tuscany
Villa
Chiusdino, Italy
3.7k from Chiusdino center

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

8 Bedrooms16 Guests
New to Booking
$1103
Average price / night
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Stunning Villa near San Galgano up to 18 people
Stunning Villa near San Galgano up to 18 people
Villa
Montalcinello, 53012, Italy
3.8k from Chiusdino center

Barbecue, Crib, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

8 Bedrooms18 Guests
9.6

Exceptional

10 reviews

$774
Average price / night
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Casa Nerina
Casa Nerina
House
Chiusdino, Italy
3.7k from Chiusdino center

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

2 Bedrooms7 Guests
New to Booking
$65
Average price / night
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apartment/ flat - 3 rooms - 2/7 personsHouse with garden
apartment/ flat - 3 rooms - 2/7 personsHouse with garden
Villa
Chiusdino, 53012, Italy
4.1k from Chiusdino center

Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.2

Superb

27 reviews

$139
Average price / night
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Casa Betta - A 700 Year Old Tuscan Gem
Casa Betta - A 700 Year Old Tuscan Gem
House
Chiusdino, Italy
3.7k from Chiusdino center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$207
Average price / night
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panoramica casa con piscina privata
panoramica casa con piscina privata
Villa
siena, 53012, Italy
4.1k from Chiusdino center

Balcony, Barbecue, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
7.0

Good

10 reviews

$148
Average price / night
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House with stunning views
House with stunning views
House
Chiusdino, Italy
3.7k from Chiusdino center

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

2 Bedrooms5 Guests
9.7

Exceptional

27 reviews

$109
Average price / night
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villa con vista panoramica
villa con vista panoramica
Villa
chiusdino siena, 53012, Italy
4.1k from Chiusdino center

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

2 Bedrooms6 Guests
6.8

Good

3 reviews

$157
Average price / night
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Casa Emilia
Casa Emilia
Villa
Chiusdino, Italy
3.7k from Chiusdino center

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

4 Bedrooms6 Guests
New to Booking
$246
Average price / night
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Apartment 'Casa Vacanza Montecapino' in the Tuscan Hills
Apartment 'Casa Vacanza Montecapino' in the Tuscan Hills
Apartment
Chiusdino, 53012, Italy
4.4k from Chiusdino center

Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms6 Guests
New to Booking
$452
Average price / night
Check Availability
Casa di Franca a San Galgano
Casa di Franca a San Galgano
Apartment
Chiusdino, Italy
3.8k from Chiusdino center

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

2 Bedrooms5 Guests
8.4

Very Good

27 reviews

$75
Average price / night
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Elegant villa with private pool near San Galgano
Elegant villa with private pool near San Galgano
Villa
Montalcinello, 53012, Italy
5.0k from Chiusdino center

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

8 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$685
Average price / night
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Comfort, relaxation and nature
Comfort, relaxation and nature
House
Monticiano, 53015, Italy
5.1k from Chiusdino 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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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
5.5k from Chiusdino center

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

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$315
Average price / night
Check Availability
Romantic cottage with private pool and garden.
Romantic cottage with private pool and garden.
House
Belforte, 53030, Italy
8.0k from Chiusdino center

Crib, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$230
Average price / night
Check Availability
Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi
Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi
Apartment
Montieri, 58026, Italy
8.3k from Chiusdino center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
New to Booking
$164
Average price / night
Check Availability
Three-room flat 4/5 beds Nr 2
Three-room flat 4/5 beds Nr 2
Apartment
Radicondoli, 53030, Italy
8.5k from Chiusdino center

AC, Heater, Internet, Laundry, Living Area, Microwave, No Smoking, TV

2 Bedrooms5 Guests
New to Booking
$263
Average price / night
Check Availability
Two-room apartment Duplex Superior n. 9
Two-room apartment Duplex Superior n. 9
Apartment
Cornocchia, 53030, Italy
8.5k from Chiusdino center

AC, Heater, Internet, Laundry, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$216
Average price / night
Check Availability
Four-room flat for 6/8 people No. 5
Four-room flat for 6/8 people No. 5
Apartment
Radicondoli, 53030, Italy
8.5k from Chiusdino center

AC, Heater, Laundry, Living Area, Microwave, No Smoking, TV

3 Bedrooms8 Guests
New to Booking
$362
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 Chiusdino.

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Chiusdino Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 99 verified family-friendly vacation rentals in Chiusdino. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Chiusdino vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $53 per night, with larger homes and peak travel periods often costing more.

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