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

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  3.  Italy
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120 Best Family Vacation Rentals in Chitignano (Starting from $44)

Villa Fiorita tra le Colline del Casentino
Villa Fiorita tra le Colline del Casentino
Villa
Chitignano, Italy
0.5k from Chitignano center

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

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$185
Average price / night
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Beautiful villa with private pool and fenced garden, ideal for a relaxing and comfortable holiday su
Beautiful villa with private pool and fenced garden, ideal for a relaxing and comfortable holiday su
Villa
Chitignano, 52010, Italy
1.0k from Chitignano center

Barbecue, Free Parking, Internet, Outdoor Space, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$349
Average price / night
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Villa Poggio dei Cipressi
Villa Poggio dei Cipressi
Villa
Subbiano, Italy
2.2k from Chitignano center

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

4 Bedrooms10 Guests
9.2

Superb

4 reviews

$1131
Average price / night
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The House Of Antonella Casentino, Arezzo, Tuscany, Italy
The House Of Antonella Casentino, Arezzo, Tuscany, Italy
House
Subbiano, 52010, Italy
4.2k from Chitignano center

Balcony, Crib, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

12 reviews

$110
Average price / night
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Agriturismo Santa Rosa
Agriturismo Santa Rosa
House
Chitignano, Tuscany, Italy
2.6k from Chitignano center

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

5 Bedrooms18 Guests
8.9

Fabulous

39 reviews

$46
Average price / night
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Luxury villa with private pool, outdoor Jacuzzi, billiard room and air conditioning, situated at the
Luxury villa with private pool, outdoor Jacuzzi, billiard room and air conditioning, situated at the
Villa
Subbiano, 52010, Italy
6.5k from Chitignano center

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

5 Bedrooms10 Guests
New to Booking
$520
Average price / night
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Castello di Sarna
Castello di Sarna
House
Chiusi della Verna, Italy
2.8k from Chitignano center

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

12 Bedrooms25 Guests
9.5

Superb

180 reviews

$120
Average price / night
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House with garden
House with garden
Cottage
Bibbiena, 52011, Italy
6.7k from Chitignano center

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

2 Bedrooms4 Guests
9.0

Fabulous

16 reviews

$105
Average price / night
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Stunning Home In Poggio D'acona
Stunning Home In Poggio D'acona
House
Calbenzano, Italy
3.0k from Chitignano center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 3-star, Lodgings

3 Bedrooms5 Guests
10.0

Exceptional

10 reviews

$151
Average price / night
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Dream house in Tuscany, amazing location, private pool, 8 bedrooms,10 bathrooms
Dream house in Tuscany, amazing location, private pool, 8 bedrooms,10 bathrooms
Villa
Bibbiena, 52011, Italy
6.8k from Chitignano center

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

8 Bedrooms23 Guests
10.0

Exceptional

4 reviews

$601
Average price / night
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Castello di Valenzano
Castello di Valenzano
House
Arezzo, Italy
3.1k from Chitignano center

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

14 Bedrooms20 Guests
8.8

Fabulous

647 reviews

$99
Average price / night
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Ruhiges Haus mit Pool Mitbenutzung Im Zentrum der Toskana!
Ruhiges Haus mit Pool Mitbenutzung Im Zentrum der Toskana!
House
Subbiano, 52010, Italy
6.9k from Chitignano center

AC, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$454
Average price / night
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Poggiolino by PosarelliVillas
Poggiolino by PosarelliVillas
Villa
Chitignano, Italy
3.3k from Chitignano center

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

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$177
Average price / night
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Podere Casentino by Fewo-Tuscany Holiday home for weddings & vacations in Tuscany
Podere Casentino by Fewo-Tuscany Holiday home for weddings & vacations in Tuscany
House
Bibbiena, 52011, Italy
6.9k from Chitignano center

AC, Arcade, Barbecue, Breakfast Available, Extra Bed, Heater, Hot Tub, Internet, Kitchen

22 Bedrooms49 Guests
10.0

Exceptional

3 reviews

$725
Average price / night
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Il Quercetino
Il Quercetino
House
Subbiano, Italy
3.3k from Chitignano center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 3-star, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$44
Average price / night
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Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
House
Toscana, 52016, Italy
7.1k from Chitignano center

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

2 Bedrooms6 Guests
9.0

Fabulous

24 reviews

$129
Average price / night
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Le Gret
Le Gret
House
Chitignano, Tuscany, Italy
4.0k from Chitignano center

Wellness Facilities, View, Balcony/Terrace, Laundry, Hot Tub, Fireplace/Heating, Guest Services

6 Bedrooms15 Guests
8.5

Very Good

334 reviews

$107
Average price / night
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Tuscany villa with pool and park, panoramic terrace bbq and wood-burning oven
Tuscany villa with pool and park, panoramic terrace bbq and wood-burning oven
Villa
Arezzo, 52016, Italy
7.2k from Chitignano center

Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

6 Bedrooms13 Guests
New to Booking
$575
Average price / night
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Casa Milu
Casa Milu
House
Italy
4.3k from Chitignano center

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

1 Bedroom4 Guests
9.2

Superb

9 reviews

$65
Average price / night
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Farmhouse with pool large estate in the heart of the Tuscan countryside
Farmhouse with pool large estate in the heart of the Tuscan countryside
House
rassina, 52016, Italy
7.2k from Chitignano center

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

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$154
Average price / night
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Casa La Cella - for exclusive use with heated pool and sauna
Casa La Cella - for exclusive use with heated pool and sauna
House
Salutio, 52010, Italy
7.3k from Chitignano center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$335
Average price / night
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Wonderful Romantic Relaxation
Wonderful Romantic Relaxation
House
Caprese Michelangelo, 52033, Italy
7.3k from Chitignano center

Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, No Smoking

1 Bedroom4 Guests
8.0

Good

1 reviews

$99
Average price / night
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Casale Chiesina.\nVilla in Tuscany for the EXCLUSIVE USE of the guest.
Casale Chiesina.\nVilla in Tuscany for the EXCLUSIVE USE of the guest.
Villa
Bibbiena, 52011, Italy
7.5k from Chitignano center

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

6 Bedrooms15 Guests
9.8

Exceptional

10 reviews

$1023
Average price / night
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3 Bedroom Cabin in Subbiano
3 Bedroom Cabin in Subbiano
Cabin
Subbiano, 52010, Italy
7.6k from Chitignano center

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

3 Bedrooms16 Guests
New to Booking
$671
Average price / night
Check Availability
Charming villa in panoramic position w/private pool
Charming villa in panoramic position w/private pool
Villa
Bibbiena, 52011, Italy
7.6k from Chitignano center

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

9 Bedrooms21 Guests
9.2

Superb

11 reviews

$1387
Average price / night
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Elegant Villa with pool in the Tuscan countryside, between nature and comfort.
Elegant Villa with pool in the Tuscan countryside, between nature and comfort.
Villa
Castel Focognano, 52016, Italy
7.8k from Chitignano center

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

3 Bedrooms6 Guests
New to Booking
$395
Average price / night
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Novanta - Three-Bedroom Villa
Novanta - Three-Bedroom Villa
Villa
Bibbiena, 52011, Italy
7.9k from Chitignano center

Breakfast Available, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$384
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 Chitignano.

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Chitignano Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 120 verified family-friendly vacation rentals in Chitignano. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Chitignano vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $44 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Chitignano 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 Chitignano 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 Chitignano 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.