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

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  SantʼAnastasio

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421 Best Family Vacation Rentals in SantʼAnastasio (Starting from $69)

Casa dei Pini
Casa dei Pini
Apartment
Cortona, Italy
0.8k from SantʼAnastasio center

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

6 Bedrooms12 Guests
8.9

Fabulous

23 reviews

$92
Average price / night
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Villa in Creti with 4 bedrooms sleeps 8
Villa in Creti with 4 bedrooms sleeps 8
Villa
Creti, 52044, Italy
1.3k from SantʼAnastasio center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$478
Average price / night
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Villa Nobile Cortona
Villa Nobile Cortona
House
Cortona, Italy
1.7k from SantʼAnastasio center

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

9 Bedrooms20 Guests
9.3

Superb

9 reviews

$86
Average price / night
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Villa Rosa Dei Venti - Apartment Maestrale
Villa Rosa Dei Venti - Apartment Maestrale
Apartment
Creti, 52044, Italy
1.6k from SantʼAnastasio center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$283
Average price / night
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Agriturismo San Francesco
Agriturismo San Francesco
House
Cortona, Italy
1.9k from SantʼAnastasio center

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

9 Bedrooms22 Guests
9.5

Superb

433 reviews

$108
Average price / night
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Villa Rosa Dei Venti - Apartment Scirocco
Villa Rosa Dei Venti - Apartment Scirocco
Apartment
Creti, 52044, Italy
1.6k from SantʼAnastasio center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$183
Average price / night
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Agriturismo Lodolazzo
Agriturismo Lodolazzo
House
Cortona, Italy
1.9k from SantʼAnastasio center

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

15 Bedrooms34 Guests
9.3

Superb

115 reviews

$119
Average price / night
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Charming Villa with swimming pool in the heart of Tuscany
Charming Villa with swimming pool in the heart of Tuscany
Villa
Cortona, 52044, Italy
2.1k from SantʼAnastasio center

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

10 Bedrooms20 Guests
10.0

Exceptional

25 reviews

$1416
Average price / night
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Villa Bella Cortona- Luxury Tuscan Villa
Villa Bella Cortona- Luxury Tuscan Villa
Villa
Cortona, Italy
2.1k from SantʼAnastasio center

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

6 Bedrooms12 Guests
9.8

Exceptional

5 reviews

$679
Average price / night
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Private Villa with private pool, A/C, WIFI, patio, pets allowed, panoramic view, close to Cortona
Private Villa with private pool, A/C, WIFI, patio, pets allowed, panoramic view, close to Cortona
Villa
Creti, 52044, Italy
2.1k from SantʼAnastasio center

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

4 Bedrooms8 Guests
New to Booking
$616
Average price / night
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Corte Delle Stelle
Corte Delle Stelle
Villa
Cortona, Italy
2.1k from SantʼAnastasio center

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

4 Bedrooms9 Guests
9.6

Exceptional

10 reviews

$373
Average price / night
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Villa with private pool, whirlpool, sauna and last minute discounts
Villa with private pool, whirlpool, sauna and last minute discounts
Villa
Foiano della Chiana, 52045, Italy
2.3k from SantʼAnastasio center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms12 Guests
8.4

Very Good

9 reviews

$750
Average price / night
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Agriturismo Pratovalle
Agriturismo Pratovalle
House
SantʼAnastasio, Tuscany, Italy
2.2k from SantʼAnastasio center

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

6 Bedrooms16 Guests
8.8

Fabulous

216 reviews

$78
Average price / night
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Fatucchi holiday home Tuscany, Italy
Fatucchi holiday home Tuscany, Italy
House
Foiano della Chiana, 52045, Italy
2.6k from SantʼAnastasio center

Extra Bed, Free Parking, Heater, Kitchen, Living Area, Microwave, TV

2 Bedrooms7 Guests
New to Booking
$172
Average price / night
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Awesome Apartment In Cortona Ar
Awesome Apartment In Cortona Ar
Apartment
Cortona, Italy
2.2k from SantʼAnastasio center

Apartments, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
7.0

Good

1 reviews

$69
Average price / night
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Vacation Home in Creti with 5 bedrooms sleeps 10
Vacation Home in Creti with 5 bedrooms sleeps 10
House
Creti, 52044, Italy
2.7k from SantʼAnastasio center

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

5 Bedrooms10 Guests
New to Booking
$454
Average price / night
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Villa Portoverde
Villa Portoverde
House
Foiano della Chiana, Italy
2.3k from SantʼAnastasio center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Onsen, Lodgings

4 Bedrooms14 Guests
8.8

Fabulous

6 reviews

$243
Average price / night
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Villa Romano
Villa Romano
Villa
Toscana, 52044, Italy
2.8k from SantʼAnastasio center

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

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$610
Average price / night
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Villa Il Poggino - Modern House
Villa Il Poggino - Modern House
Villa
Foiano della Chiana, Italy
2.4k from SantʼAnastasio center

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

3 Bedrooms5 Guests
8.1

Very Good

14 reviews

$506
Average price / night
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CASA BELVEDERE...for families or groups..12 beds
CASA BELVEDERE...for families or groups..12 beds
House
FOIANO DELLA CHIANA, 52045, Italy
2.8k from SantʼAnastasio center

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

3 Bedrooms6 Guests
New to Booking
$1105
Average price / night
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Re Giocondo Room
Re Giocondo Room
House
Foiano della Chiana, Italy
2.5k from SantʼAnastasio center

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

1 Bedroom3 Guests
9.1

Superb

61 reviews

$78
Average price / night
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Accommodation Spaccasole 2 on Cortona
Accommodation Spaccasole 2 on Cortona
Villa
Foiano della Chiana, 52045, Italy
3.1k from SantʼAnastasio center

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

2 Bedrooms4 Guests
New to Booking
$480
Average price / night
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Zinfarosa Color House
Zinfarosa Color House
Apartment
Foiano della Chiana, Italy
2.5k from SantʼAnastasio center

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

2 Bedrooms5 Guests
New to Booking
$76
Average price / night
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Villa in Fattoria with 9 bedrooms sleeps 18
Villa in Fattoria with 9 bedrooms sleeps 18
Villa
Fattoria, 52043, Italy
3.2k from SantʼAnastasio center

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

10 Bedrooms18 Guests
New to Booking
$1268
Average price / night
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La Casina di Campagna
La Casina di Campagna
Apartment
Foiano della Chiana, Italy
2.5k from SantʼAnastasio center

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

2 Bedrooms6 Guests
9.5

Superb

40 reviews

$259
Average price / night
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Accommodation Spaccasole 1 on Cortona
Accommodation Spaccasole 1 on Cortona
Villa
Foiano della Chiana, 52045, Italy
3.2k from SantʼAnastasio center

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

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$239
Average price / night
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Stunning private villa with A/C, private pool, WIFI, TV and panoramic view, close to Cortona
Stunning private villa with A/C, private pool, WIFI, TV and panoramic view, close to Cortona
House
Creti, 52044, Italy
3.2k from SantʼAnastasio center

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

5 Bedrooms10 Guests
New to Booking
$587
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 SantʼAnastasio.

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SantʼAnastasio Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 421 verified family-friendly vacation rentals in SantʼAnastasio. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in SantʼAnastasio vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $69 per night, with larger homes and peak travel periods often costing more.

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