Family-Friendly Vacation Rentals in Walls of Monteriggioni, Castellina in Chianti: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Castellina in Chianti
  6.  Walls of Monteriggioni

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572 Best Family Vacation Rentals in Walls of Monteriggioni (Starting from $97)

The House , Tuscany and the pool
The House , Tuscany and the pool
House
Castellina in Chianti, Italy
0.8k from Walls of Monteriggioni center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
7.9

Good

6 reviews

$292
Average price / night
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Agriturismo with swimming pool and view near the center of Castellina in Chianti
Agriturismo with swimming pool and view near the center of Castellina in Chianti
Apartment
Castellina in Chianti, 53011, Italy
0.8k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$316
Average price / night
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Il Villino Farmhouse
Il Villino Farmhouse
House
Castellina in Chianti, Italy
1.1k from Walls of Monteriggioni center

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

9 Bedrooms22 Guests
8.6

Fabulous

25 reviews

$204
Average price / night
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Agriturismo with pool and view close to the center of Castellina in Chianti
Agriturismo with pool and view close to the center of Castellina in Chianti
House
Castellina in Chianti, 53011, Italy
0.9k from Walls of Monteriggioni center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom4 Guests
9.8

Exceptional

95 reviews

$195
Average price / night
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Holiday Home Terrazza sul Chianti by Interhome
Holiday Home Terrazza sul Chianti by Interhome
House
Castellina in Chianti, Italy
1.2k from Walls of Monteriggioni center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$386
Average price / night
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Tuscan Villa with private swimming pool
Tuscan Villa with private swimming pool
Villa
Castellina in Chianti (SIENA), 53011, Italy
1.0k from Walls of Monteriggioni center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$504
Average price / night
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Agriturismo Villa Godenano - Pool&Restaurant
Agriturismo Villa Godenano - Pool&Restaurant
House
Castellina in Chianti, Italy
1.3k from Walls of Monteriggioni center

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

21 Bedrooms57 Guests
9.1

Superb

634 reviews

$198
Average price / night
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Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Villa
Castellina in Chianti, 53011, Italy
1.6k from Walls of Monteriggioni center

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

5 Bedrooms10 Guests
New to Booking
$958
Average price / night
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Podere Sagna
Podere Sagna
Apartment
Castellina in Chianti, Italy
1.5k from Walls of Monteriggioni center

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

6 Bedrooms12 Guests
9.3

Superb

60 reviews

$151
Average price / night
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Stunning private villa for 4 people with WIFI, A/C, TV, terrace and panoramic view
Stunning private villa for 4 people with WIFI, A/C, TV, terrace and panoramic view
House
Castellina In Chianti, 53011, Italy
1.6k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$169
Average price / night
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Al Poggio Della Capannina
Al Poggio Della Capannina
Apartment
Castellina in Chianti, Italy
1.6k from Walls of Monteriggioni center

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

2 Bedrooms5 Guests
8.2

Very Good

13 reviews

$97
Average price / night
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Villa Tregole by MMega
Villa Tregole by MMega
Villa
Castellina in Chianti, 53017, Italy
1.8k from Walls of Monteriggioni center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$785
Average price / night
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Chianti Home Private Panoramic Garden - Happy Rentals
Chianti Home Private Panoramic Garden - Happy Rentals
Apartment
Italy
1.7k from Walls of Monteriggioni center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$288
Average price / night
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Cosy apartment in villa for 4 guests with A/C, WIFI, pool, TV, patio and panoramic view
Cosy apartment in villa for 4 guests with A/C, WIFI, pool, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$251
Average price / night
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Agriturismo La Ferrozzola
Agriturismo La Ferrozzola
House
Castellina in Chianti, Italy
1.7k from Walls of Monteriggioni center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

7 Bedrooms14 Guests
9.1

Superb

163 reviews

$170
Average price / night
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Cosy apartment in villa for 4 guests with pool, A/C, WIFI, TV, patio and panoramic view
Cosy apartment in villa for 4 guests with pool, A/C, WIFI, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
New to Booking
$209
Average price / night
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Holiday Home Olivo by Interhome
Holiday Home Olivo by Interhome
House
Castellina in Chianti, Italy
1.8k from Walls of Monteriggioni center

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

3 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
Apartment
Via Aldo Moro, 20, Castellina in Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

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

1 Bedroom2 Guests
8.8

Fabulous

3 reviews

$153
Average price / night
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Holiday Home Casa Chiara by Interhome
Holiday Home Casa Chiara by Interhome
House
Castellina in Chianti, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
7.4

Good

5 reviews

$148
Average price / night
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Vacation home Olivo by Interhome
Vacation home Olivo by Interhome
House
Castellina in Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$249
Average price / night
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Holiday Home Cerretino - Tettoia by Interhome
Holiday Home Cerretino - Tettoia by Interhome
House
Italy
1.9k from Walls of Monteriggioni center

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

7 Bedrooms14 Guests
New to Booking
$1109
Average price / night
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Casa Chiara by Interhome
Casa Chiara by Interhome
House
Castellina in Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$146
Average price / night
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Holiday Home Cerretino Vigna by Interhome
Holiday Home Cerretino Vigna by Interhome
House
Castellina in Chianti, Italy
1.9k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$420
Average price / night
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Cerretino group house 14 sleeps by Interhome
Cerretino group house 14 sleeps by Interhome
House
Castellina in Chianti, 53100, Italy
1.9k from Walls of Monteriggioni center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

7 Bedrooms14 Guests
New to Booking
$693
Average price / night
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Cerretino Vigna by Interhome
Cerretino Vigna by Interhome
House
Castellina in Chianti, 53100, Italy
1.9k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$172
Average price / night
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Cerretino Oliveto by Interhome
Cerretino Oliveto by Interhome
House
Castellina in Chianti, 53100, Italy
1.9k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$215
Average price / night
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Casa Belmonte In Castellina in Chianti, Tuscany
Casa Belmonte In Castellina in Chianti, Tuscany
Villa
Castellina in Chianti, 53011, Italy
1.9k from Walls of Monteriggioni center

Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$536
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 Walls of Monteriggioni.

Where to stay in Walls of Monteriggioni? Best neighborhoods & areas

Walls of Monteriggioni Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 572 verified family-friendly vacation rentals in Walls of Monteriggioni. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Walls of Monteriggioni vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $97 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Walls of Monteriggioni 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 Walls of Monteriggioni 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 Walls of Monteriggioni often include amenities such as Child Friendly, Internet, 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.