Family-Friendly Vacation Rentals in Castello di Monsanto, Barberino Tavarnelle: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Barberino Tavarnelle
  6.  Castello di Monsanto

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728 Best Family Vacation Rentals in Castello di Monsanto (Starting from $72)

Appartamento nel chianti
Appartamento nel chianti
Apartment
Monsanto, Italy
0.5k from Castello di Monsanto center

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

2 Bedrooms4 Guests
9.1

Superb

17 reviews

$98
Average price / night
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Lovely apartment in villa with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimig...
Lovely apartment in villa with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimig...
Villa
Poggibonsi, 53036, Italy
0.9k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$367
Average price / night
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Tenuta la Cipresseta
Tenuta la Cipresseta
Apartment
Monsanto, Italy
0.7k from Castello di Monsanto center

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

8 Bedrooms16 Guests
9.4

Superb

64 reviews

$264
Average price / night
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Private villa for families or friends
Private villa for families or friends
Villa
Monsanto II, 50021, Italy
0.9k from Castello di Monsanto center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$921
Average price / night
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Villa Ferdinando by PosarelliVillas
Villa Ferdinando by PosarelliVillas
Villa
Monsanto, Italy
1.2k from Castello di Monsanto center

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

6 Bedrooms12 Guests
New to Booking
$1346
Average price / night
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Macina Apt. with ac near Siena
Macina Apt. with ac near Siena
Apartment
Poggibonsi, 53036, Italy
1.0k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$314
Average price / night
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Fattoria Le Fonti
Fattoria Le Fonti
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

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

21 Bedrooms41 Guests
9.0

Fabulous

34 reviews

$1379
Average price / night
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Pagliaia Apt. with ac near Siena
Pagliaia Apt. with ac near Siena
Apartment
Poggibonsi, 53036, Italy
1.0k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$312
Average price / night
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Podere Val di Gallo
Podere Val di Gallo
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

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

2 Bedrooms5 Guests
8.5

Very Good

57 reviews

$130
Average price / night
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Beautiful apartment for 6 guests with A/C, pool, WIFI, TV and pets allowed, close to San Gimignano
Beautiful apartment for 6 guests with A/C, pool, WIFI, TV and pets allowed, close to San Gimignano
Apartment
Poggibonsi, 53036, Italy
1.1k from Castello di Monsanto center

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

3 Bedrooms6 Guests
New to Booking
$537
Average price / night
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Poggio Massiccioli
Poggio Massiccioli
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

Parking, Ocean View, Guest Services, Balcony/Terrace, Internet, Barbecue/Outdoor Cooking, Security/Safety

3 Bedrooms6 Guests
9.8

Exceptional

5 reviews

$72
Average price / night
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Beautiful apartment for 4 guests with pool, WIFI, A/C, TV and pets allowed, close to San Gimignano
Beautiful apartment for 4 guests with pool, WIFI, A/C, TV and pets allowed, close to San Gimignano
Apartment
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$359
Average price / night
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Chianti Art Room
Chianti Art Room
House
Poggibonsi, Italy
1.5k from Castello di Monsanto center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
9.3

Superb

67 reviews

$74
Average price / night
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Villa Belvedere In Poggibonsi, Tuscany
Villa Belvedere In Poggibonsi, Tuscany
Villa
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

AC, Fireplace, Heater, Housekeeping, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$1324
Average price / night
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Fattoria di Cinciano
Fattoria di Cinciano
House
Poggibonsi, Italy
1.6k from Castello di Monsanto center

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

21 Bedrooms18 Guests
9.3

Superb

1016 reviews

$231
Average price / night
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Villa in Poggibonsi with 6 bedrooms sleeps 12
Villa in Poggibonsi with 6 bedrooms sleeps 12
Villa
Poggibonsi, 53036, Italy
1.3k from Castello di Monsanto center

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

6 Bedrooms12 Guests
New to Booking
$1324
Average price / night
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Anticopozzo by VacaVilla
Anticopozzo by VacaVilla
Villa
Monsanto, Italy
1.6k from Castello di Monsanto center

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

4 Bedrooms15 Guests
10.0

Exceptional

2 reviews

$535
Average price / night
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Nice apartment in villa with A/C, WIFI, pool, TV and pets allowed, close to San Gimignano
Nice apartment in villa with A/C, WIFI, pool, TV and pets allowed, close to San Gimignano
Villa
Poggibonsi, 53036, Italy
1.4k from Castello di Monsanto center

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

5 Bedrooms9 Guests
New to Booking
$875
Average price / night
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TENUTA DI MACERICCA 10, Emma Villas
TENUTA DI MACERICCA 10, Emma Villas
Villa
Poggibonsi, Italy
1.6k from Castello di Monsanto center

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

5 Bedrooms10 Guests
9.0

Fabulous

3 reviews

$1015
Average price / night
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Villa Torre With Pool And Ac
Villa Torre With Pool And Ac
Villa
Poggibonsi, 53036, Italy
1.4k from Castello di Monsanto center

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

8 Bedrooms15 Guests
New to Booking
$1151
Average price / night
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Quercia Al Poggio
Quercia Al Poggio
House
Barberino di Val dʼElsa, Italy
1.8k from Castello di Monsanto center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Lodgings, Vacation rentals

11 Bedrooms32 Guests
8.8

Fabulous

13 reviews

$74
Average price / night
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Lovely apartment in villa with WIFI, A/C, pool, TV and pets allowed, close to San Gimignano
Lovely apartment in villa with WIFI, A/C, pool, TV and pets allowed, close to San Gimignano
Villa
Poggibonsi, 53036, Italy
1.5k from Castello di Monsanto center

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

1 Bedroom2 Guests
New to Booking
$196
Average price / night
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Boscaiolo
Boscaiolo
House
Poggibonsi, Italy
1.8k from Castello di Monsanto center

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

2 Bedrooms3 Guests
9.0

Fabulous

2 reviews

$113
Average price / night
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Villa Mary In Poggibonsi, Tuscany
Villa Mary In Poggibonsi, Tuscany
Villa
Poggibonsi, 53036, Italy
1.5k from Castello di Monsanto center

AC, Heater, Living Area, Microwave, No Smoking, Pool, TV, Washer

6 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$483
Average price / night
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Villa Mary 6 In Poggibonsi, Tuscany
Villa Mary 6 In Poggibonsi, Tuscany
Villa
Poggibonsi, 53036, Italy
1.5k from Castello di Monsanto center

AC, Heater, Living Area, Microwave, No Smoking, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$342
Average price / night
Check Availability
PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
Apartment
Poggibonsi, 53036, Italy
1.5k from Castello di Monsanto center

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

2 Bedrooms4 Guests
9.2

Superb

20 reviews

$208
Average price / night
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Borgo Apt. with ac near Siena
Borgo Apt. with ac near Siena
Apartment
Poggibonsi, 53036, Italy
1.6k from Castello di Monsanto center

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

3 Bedrooms6 Guests
New to Booking
$472
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 Castello di Monsanto.

Where to stay in Castello di Monsanto? Best neighborhoods & areas

Castello di Monsanto Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 728 verified family-friendly vacation rentals in Castello di Monsanto. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castello di Monsanto vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $72 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Castello di Monsanto 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 Castello di Monsanto 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 Castello di Monsanto often include amenities such as Internet, Child 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.