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

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378 Best Family Vacation Rentals in Villa Bensi (Starting from $65)

Agriturismo I Bonsi
Agriturismo I Bonsi
House
Reggello, Italy
0.3k from Villa Bensi center

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

19 Bedrooms35 Guests
9.6

Exceptional

220 reviews

$82
Average price / night
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Residence in San Donato Fronzano with 1 bedrooms sleeps 3
Residence in San Donato Fronzano with 1 bedrooms sleeps 3
Apartment
San Donato Fronzano, 50066, Italy
0.7k from Villa Bensi center

AC, Balcony, Barbecue, Breakfast Available, Business Services, Crib, Dryer, Extra Bed, Free Parking

1 Bedroom3 Guests
New to Booking
$167
Average price / night
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Podere Il Cellaino
Podere Il Cellaino
Villa
Reggello, Italy
0.5k from Villa Bensi center

Pet Friendly, Sports/Activities, Security/Safety, Internet, Ocean View, Wellness Facilities, Transportation/Shuttle

4 Bedrooms8 Guests
New to Booking
$343
Average price / night
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Holiday home in calm surroundings with unspoiled nature
Holiday home in calm surroundings with unspoiled nature
House
Villa Bensi, Tuscany, Italy
0.5k from Villa Bensi center

Parking, Balcony/Terrace, Kitchen, Pet Friendly, Pool, Wheelchair Accessible, Internet

1 Bedroom2 Guests
New to Booking
$85
Average price / night
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Residence in San Donato Fronzano with 2 bedrooms sleeps 4
Residence in San Donato Fronzano with 2 bedrooms sleeps 4
Apartment
San Donato Fronzano, 50066, Italy
0.8k from Villa Bensi center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Heater, Internet

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$185
Average price / night
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Casa Cares
Casa Cares
House
Reggello, Italy
0.8k from Villa Bensi center

Pet Friendly, Parking, Restaurant, Fireplace/Heating, Internet, Guest Services, Balcony/Terrace

13 Bedrooms14 Guests
New to Booking
$139
Average price / night
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Villa Ari, la tua villa in Toscana
Villa Ari, la tua villa in Toscana
Villa
Reggello, Italy
0.8k from Villa Bensi center

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

9 Bedrooms22 Guests
9.3

Superb

3 reviews

$340
Average price / night
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A Panoramic Tuscan Luxury - Villa Maria in Fronzano
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Villa
Reggello, 50066, Italy
1.9k from Villa Bensi center

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

7 Bedrooms14 Guests
10.0

Exceptional

75 reviews

$1412
Average price / night
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Mulino La Pietra
Mulino La Pietra
House
Italy
1.0k from Villa Bensi center

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

2 Bedrooms4 Guests
New to Booking
$196
Average price / night
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Rondine – Apartment with Private Garden Near the Pool
Rondine – Apartment with Private Garden Near the Pool
Apartment
Reggello, 50066, Italy
2.0k from Villa Bensi center

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

1 Bedroom3 Guests
New to Booking
$242
Average price / night
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Residence with swimming-pool in San Donato Fronzano, apartments with air conditioning and outdoor private area
Residence with swimming-pool in San Donato Fronzano, apartments with air conditioning and outdoor private area
Apartment
San Donato in Fronzano, Italy
1.1k from Villa Bensi center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Places to stay

5 Bedrooms11 Guests
New to Booking
$1072
Average price / night
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Orcio – Romantic studio with private terrace near the pool
Orcio – Romantic studio with private terrace near the pool
Apartment
Reggello, 50066, Italy
2.1k from Villa Bensi center

Barbecue, Breakfast Available, Free Parking, Heater, Internet, No Smoking, Outdoor Space, Patio, Pool

1 Bedroom2 Guests
New to Booking
$232
Average price / night
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Fattoria degli Usignoli
Fattoria degli Usignoli
House
San Donato in Fronzano, Italy
1.1k from Villa Bensi center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay

61 Bedrooms281 Guests
New to Booking
$71
Average price / night
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Stalla – Rustic Apartment with Terrace and Private Garden
Stalla – Rustic Apartment with Terrace and Private Garden
Apartment
Reggello, 50066, Italy
2.1k from Villa Bensi center

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

2 Bedrooms4 Guests
New to Booking
$308
Average price / night
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La Piazza di San Donato
La Piazza di San Donato
Apartment
Reggello, Italy
1.1k from Villa Bensi center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Places to stay

4 Bedrooms7 Guests
5.7

Review score

10 reviews

$65
Average price / night
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Vin Santo – Independence and Relaxation with Private Garden
Vin Santo – Independence and Relaxation with Private Garden
Apartment
Reggello, 50066, Italy
2.1k from Villa Bensi center

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

1 Bedroom3 Guests
New to Booking
$242
Average price / night
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Villa Dedo
Villa Dedo
House
Reggello, Italy
1.2k from Villa Bensi center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Places to stay

2 Bedrooms10 Guests
New to Booking
$165
Average price / night
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Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Villa
Reggello, 50066, Italy
2.5k from Villa Bensi center

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

4 Bedrooms6 Guests
10.0

Exceptional

48 reviews

$307
Average price / night
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Villa Villa Giada by Interhome
Villa Villa Giada by Interhome
Villa
Villa Bensi, Italy
1.2k from Villa Bensi center

Fireplace/Heating, Parking, Smoking, Guest Services, Pet Friendly, View, Pool

5 Bedrooms10 Guests
9.3

Superb

4 reviews

$122
Average price / night
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Malvasia-apartment overlooking the vineyard
Malvasia-apartment overlooking the vineyard
Apartment
Reggello, 50066, Italy
2.5k from Villa Bensi center

Balcony, Heater, Laundry, Living Area, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$175
Average price / night
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Podere I Sorbi
Podere I Sorbi
House
San Donato in Fronzano, Italy
1.4k from Villa Bensi center

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

12 Bedrooms23 Guests
9.5

Superb

188 reviews

$158
Average price / night
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\"SANGIOVESE\" ground floor  APARTMENT
\"SANGIOVESE\" ground floor APARTMENT
Apartment
Reggello, 50066, Italy
2.5k from Villa Bensi center

Balcony, Kitchen, Living Area, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$170
Average price / night
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Olivaia -delicious Loft
Olivaia -delicious Loft
Apartment
Reggello, 50066, Italy
2.5k from Villa Bensi center

Heater, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$185
Average price / night
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Pendolino-ground floor apartment on the vineyard-Agriturismo San Jacopo
Pendolino-ground floor apartment on the vineyard-Agriturismo San Jacopo
Apartment
Reggello, 50066, Italy
2.5k from Villa Bensi center

Heater, Internet, Kitchen, Living Area, No Smoking, TV

2 Bedrooms5 Guests
New to Booking
$230
Average price / night
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Elegant villa with private pool and wellness area near Florence
Elegant villa with private pool and wellness area near Florence
House
Reggello, 50066, Italy
3.0k from Villa Bensi center

AC, Barbecue, Dryer, Fireplace, Free Parking, Laundry, Outdoor Space, Pool, Washer

7 Bedrooms14 Guests
New to Booking
$829
Average price / night
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Podere Berrettino by Interhome
Podere Berrettino by Interhome
House
Reggello, 50066, Italy
3.0k from Villa Bensi center

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

5 Bedrooms10 Guests
8.0

Good

2 reviews

$437
Average price / night
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Appartamento Grande by Interhome
Appartamento Grande by Interhome
House
Reggello, 50066, Italy
3.0k from Villa Bensi center

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

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$195
Average price / night
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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 Villa Bensi.

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Frequently Asked Questions

You can explore 378 verified family-friendly vacation rentals in Villa Bensi. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Villa Bensi vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $65 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Villa Bensi 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 Villa Bensi 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 Villa Bensi often include amenities such as Child Friendly, Pet Friendly, 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.