Family-Friendly Vacation Rentals in Castelvecchio, San Gimignano: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  San Gimignano
  6.  Castelvecchio

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637 Best Family Vacation Rentals in Castelvecchio (Starting from $76)

Apartments in Villetta Terre Rosse
Apartments in Villetta Terre Rosse
Apartment
San Gimignano, Italy
1.1k from Castelvecchio center

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

8 Bedrooms17 Guests
8.3

Very Good

19 reviews

$215
Average price / night
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Estate Apartment with pool
Estate Apartment with pool
Apartment
San Gimignano, 53037, Italy
1.1k from Castelvecchio center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Patio, Pool

1 Bedroom2 Guests
10.0

Exceptional

12 reviews

$106
Average price / night
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Agriturismo La Collina Dei Lecci
Agriturismo La Collina Dei Lecci
House
Castelvecchio, San Gimignano, Tuscany, Italy
1.2k from Castelvecchio center

Laundry, Pet Friendly, Parking, Child Friendly, Breakfast

4 Bedrooms13 Guests
9.9

Exceptional

83 reviews

$79
Average price / night
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Wonderful private villa for 8 guests with WIFI, private pool, TV, terrace and pets allowed
Wonderful private villa for 8 guests with WIFI, private pool, TV, terrace and pets allowed
House
San Gimignano, 53037, Italy
2.2k from Castelvecchio center

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

3 Bedrooms8 Guests
New to Booking
$375
Average price / night
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Apartment Borgo Antico by Interhome
Apartment Borgo Antico by Interhome
Apartment
San Gimignano, Italy
1.3k from Castelvecchio center

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

2 Bedrooms5 Guests
8.2

Very Good

8 reviews

$115
Average price / night
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Luxury Villa + A/C Dépendance, Whirlpool, infinity Pool, Chef, Pizza, massage
Luxury Villa + A/C Dépendance, Whirlpool, infinity Pool, Chef, Pizza, massage
Villa
Volterra, 56048, Italy
3.0k from Castelvecchio center

AC, Barbecue, Breakfast Available, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms14 Guests
10.0

Exceptional

136 reviews

$806
Average price / night
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La Tenuta di Castelvecchio
La Tenuta di Castelvecchio
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

10 Bedrooms7 Guests
9.2

Superb

232 reviews

$76
Average price / night
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Antico Borgo il Cardino
Antico Borgo il Cardino
House
località Il Cardino, San Gimignano, 53037, Italy
3.0k from Castelvecchio center

AC, Bar, Breakfast Available, Heater, Housekeeping, Internet, No Smoking, Outdoor Space, Pool

9.4

Superb

82 reviews

$119
Average price / night
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Locanda dei Logi
Locanda dei Logi
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

6 Bedrooms15 Guests
9.6

Exceptional

419 reviews

$304
Average price / night
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Girasole large apartment in a Tuscan village
Girasole large apartment in a Tuscan village
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

1 Bedroom5 Guests
New to Booking
$175
Average price / night
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Antica Dimora
Antica Dimora
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

7 Bedrooms16 Guests
9.4

Superb

776 reviews

$109
Average price / night
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Simona delightful studio apartment with pool view
Simona delightful studio apartment with pool view
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

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

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$143
Average price / night
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Fattoria San Donato
Fattoria San Donato
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

17 Bedrooms20 Guests
9.2

Superb

607 reviews

$145
Average price / night
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Edera cozy house in Tuscan village
Edera cozy house in Tuscan village
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

1 Bedroom3 Guests
New to Booking
$164
Average price / night
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Casa Ollie
Casa Ollie
House
Castel San Gimignano, Italy
1.8k from Castelvecchio center

Cheap, Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms7 Guests
8.8

Fabulous

128 reviews

$86
Average price / night
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Lovely apartment for 2 guests with WIFI, pool, A/C, TV, patio and panoramic view
Lovely apartment for 2 guests with WIFI, pool, A/C, TV, patio and panoramic view
Apartment
San Gimignano, 53037, Italy
3.5k from Castelvecchio center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

23 reviews

$109
Average price / night
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Holiday Home Sissi by Interhome
Holiday Home Sissi by Interhome
House
Castel San Gimignano, Italy
1.8k from Castelvecchio center

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

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$126
Average price / night
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Giovanna apartment on two levels overlooking the swimming pool
Giovanna apartment on two levels overlooking the swimming pool
Apartment
Castel San Gimignano, 53030, Italy
3.5k from Castelvecchio center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$247
Average price / night
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2Bed-Restored FarmHouse-San Gimignano-Pool
2Bed-Restored FarmHouse-San Gimignano-Pool
Apartment
San Gimignano, Italy
2.5k from Castelvecchio center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom5 Guests
New to Booking
$174
Average price / night
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Rustico Cavernoso by Interhome
Rustico Cavernoso by Interhome
House
San Gimignano, 53034, Italy
3.6k from Castelvecchio center

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

3 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$256
Average price / night
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Nice apartment with pool, WIFI, A/C, TV, patio and panoramic view, close to San Gimignano
Nice apartment with pool, WIFI, A/C, TV, patio and panoramic view, close to San Gimignano
Apartment
Montauto, 53037, Italy
3.6k from Castelvecchio center

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

1 Bedroom2 Guests
New to Booking
$264
Average price / night
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Villa with private pool near San Gimignano
Villa with private pool near San Gimignano
House
San Gimignano, 53037, Italy
3.7k from Castelvecchio center

Balcony, Barbecue, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool, TV

5 Bedrooms17 Guests
New to Booking
$754
Average price / night
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Beautiful  villa with A/C, private pool, WIFI, TV, patio, pets allowed and panoramic view
Beautiful villa with A/C, private pool, WIFI, TV, patio, pets allowed and panoramic view
Villa
San Gimignano, 53037, Italy
3.7k from Castelvecchio center

AC, Barbecue, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
8.0

Good

3 reviews

$367
Average price / night
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Vittoriana 2 - Apartment with pool
Vittoriana 2 - Apartment with pool
Apartment
San Gimignano, 53037, Italy
3.8k from Castelvecchio center

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

2 Bedrooms4 Guests
9.4

Superb

25 reviews

$191
Average price / night
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Vittoriana 3 - Apartment with pool
Vittoriana 3 - Apartment with pool
Apartment
San Gimignano, 53037, Italy
3.8k from Castelvecchio center

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

1 Bedroom2 Guests
10.0

Exceptional

36 reviews

$100
Average price / night
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Vittoriana 4 - Apartment with pool
Vittoriana 4 - Apartment with pool
Apartment
San Gimignano, 53037, Italy
3.8k from Castelvecchio center

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

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$198
Average price / night
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Vittoriana 1 - Apartment with pool
Vittoriana 1 - Apartment with pool
Apartment
San Gimignano, 53037, Italy
3.8k from Castelvecchio center

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

2 Bedrooms4 Guests
9.8

Exceptional

18 reviews

$173
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 Castelvecchio.

Castelvecchio Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 637 verified family-friendly vacation rentals in Castelvecchio. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castelvecchio vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $76 per night, with larger homes and peak travel periods often costing more.

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