Family-Friendly Vacation Rentals in Castle of Poppiano, Montespertoli: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Montespertoli
  6.  Castle of Poppiano

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458 Best Family Vacation Rentals in Castle of Poppiano (Starting from $50)

Casa Vacanze Rondini Blu
Casa Vacanze Rondini Blu
House
Castle of Poppiano, Montespertoli, Tuscany, Italy
1.0k from Castle of Poppiano center

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

8 Bedrooms24 Guests
9.2

Superb

217 reviews

$552
Average price / night
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Amazing rustic apartment on two levels with panoramic turret
Amazing rustic apartment on two levels with panoramic turret
Apartment
Montespertoli, 50025, Italy
0.5k from Castle of Poppiano center

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

3 Bedrooms6 Guests
New to Booking
$241
Average price / night
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Podere Le Rondini
Podere Le Rondini
House
Montespertoli, Italy
1.0k from Castle of Poppiano center

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

22 Bedrooms53 Guests
8.5

Very Good

11 reviews

$111
Average price / night
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13th Century Medieval Villa apt. 2p 1 bedroom, 45mt2 top Chianti hills Florence
13th Century Medieval Villa apt. 2p 1 bedroom, 45mt2 top Chianti hills Florence
Villa
Montespertoli, 50025, Italy
0.7k from Castle of Poppiano center

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

1 Bedroom2 Guests
New to Booking
$204
Average price / night
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La Tana Del Porcospino
La Tana Del Porcospino
House
Montespertoli, Italy
1.4k from Castle of Poppiano center

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

1 Bedroom5 Guests
10.0

Exceptional

3 reviews

$113
Average price / night
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Fantastic rustic apartment with two bedrooms
Fantastic rustic apartment with two bedrooms
Apartment
Montespertoli, 50025, Italy
0.9k from Castle of Poppiano center

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

2 Bedrooms6 Guests
New to Booking
$215
Average price / night
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Villa Caterina 2 by Falcony apartments
Villa Caterina 2 by Falcony apartments
Villa
Montespertoli, Italy
1.6k from Castle of Poppiano center

Ocean View, Oceanfront, Pool, Guest Services, Air Conditioner, Security/Safety, Pet Friendly

1 Bedroom6 Guests
New to Booking
$231
Average price / night
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Fantastic 2 Bedroom Rustic Apartment
Fantastic 2 Bedroom Rustic Apartment
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

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

2 Bedrooms4 Guests
New to Booking
$211
Average price / night
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Villa Caterina 1 by falcony apartments
Villa Caterina 1 by falcony apartments
Apartment
Montespertoli, Italy
1.6k from Castle of Poppiano center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$161
Average price / night
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Amazing Rustic One Bedroom Apartment
Amazing Rustic One Bedroom Apartment
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$236
Average price / night
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Poggio Ubertini
Poggio Ubertini
Apartment
Montagnana Val di Pesa, Italy
1.7k from Castle of Poppiano center

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

7 Bedrooms8 Guests
8.1

Very Good

9 reviews

$61
Average price / night
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Amazing rustic one bedroom apartament
Amazing rustic one bedroom apartament
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$236
Average price / night
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Agriturismo Casale Ugolini
Agriturismo Casale Ugolini
Villa
Montespertoli, Italy
1.8k from Castle of Poppiano center

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

5 Bedrooms12 Guests
9.5

Superb

11 reviews

$760
Average price / night
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13th Century Medieval Villa on the top Chianti hills near Florence - 26 guests.
13th Century Medieval Villa on the top Chianti hills near Florence - 26 guests.
Villa
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

AC, Breakfast Available, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom26 Guests
New to Booking
$1572
Average price / night
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Casa del Sole
Casa del Sole
Villa
Montespertoli, Italy
2.3k from Castle of Poppiano center

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

3 Bedrooms7 Guests
8.6

Fabulous

13 reviews

$93
Average price / night
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Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Apartment
Poppiano, 50025, Italy
1.0k from Castle of Poppiano center

AC, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
8.0

Good

3 reviews

$452
Average price / night
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Podere Casato 2 Hills View, Pool, Wifi Tuscany
Podere Casato 2 Hills View, Pool, Wifi Tuscany
Apartment
Montespertoli, Italy
2.4k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$177
Average price / night
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Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Apartment
Montespertoli, 50025, Italy
1.0k from Castle of Poppiano center

AC, Breakfast Available, Crib, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

22 reviews

$452
Average price / night
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Villa la torre
Villa la torre
House
Castle of Poppiano, Montespertoli, Tuscany, Italy
2.5k from Castle of Poppiano center

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

9 Bedrooms22 Guests
9.5

Superb

108 reviews

$141
Average price / night
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Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa
Montespertoli, 50025, Italy
1.0k from Castle of Poppiano center

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

9 Bedrooms22 Guests
10.0

Exceptional

38 reviews

$2087
Average price / night
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Casa le Betulle
Casa le Betulle
House
Castle of Poppiano, Montespertoli, Tuscany, Italy
2.5k from Castle of Poppiano center

Cheap, Accommodations, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
9.4

Superb

71 reviews

$50
Average price / night
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Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Villa
Montespertoli, 50025, Italy
1.1k from Castle of Poppiano center

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

9 Bedrooms22 Guests
10.0

Exceptional

12 reviews

$2087
Average price / night
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Luxury villa Bargino
Luxury villa Bargino
Villa
Montespertoli/ firenze, 50025, Italy
1.9k from Castle of Poppiano center

AC, Balcony, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1468
Average price / night
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House with garden CASAVACANZE B&T CHIANTI VACANZE
House with garden CASAVACANZE B&T CHIANTI VACANZE
House
Montespertoli, 50025, Italy
2.1k from Castle of Poppiano center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
9.6

Exceptional

23 reviews

$110
Average price / night
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FAMILY HOUSE with garden swimming pool barbeque in the heart of Chianti
FAMILY HOUSE with garden swimming pool barbeque in the heart of Chianti
Apartment
Montespertoli, 50025, Italy
2.1k from Castle of Poppiano center

Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
9.0

Fabulous

16 reviews

$103
Average price / night
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House with character in typical medieval borgo on the Chianti Classico hills
House with character in typical medieval borgo on the Chianti Classico hills
House
Montespertoli, 50025, Italy
2.3k from Castle of Poppiano center

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

4 Bedrooms8 Guests
9.6

Exceptional

51 reviews

$209
Average price / night
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Brand new apartment with pool in the Tuscan countryside near Florence
Brand new apartment with pool in the Tuscan countryside near Florence
Apartment
Toscana, 50025, Italy
2.4k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$111
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 Castle of Poppiano.

Where to stay in Castle of Poppiano? Best neighborhoods & areas

Castle of Poppiano Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 458 verified family-friendly vacation rentals in Castle of Poppiano. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castle of Poppiano vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $50 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Castle of Poppiano 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 Castle of Poppiano 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 Castle of Poppiano often include amenities such as Child Friendly, Fireplace/Heating, 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.