Villa Rentals in Castle of Poppiano, Montespertoli: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Montespertoli
  6.  Castle of Poppiano

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164 Best Villa Rentals in Castle of Poppiano (Starting from $93)

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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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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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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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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Montegufoni by PosarelliVillas
Montegufoni by PosarelliVillas
Villa
Montagnana Val di Pesa, Italy
2.9k from Castle of Poppiano center

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

17 Bedrooms52 Guests
7.2

Good

16 reviews

$150
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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Casale La Fornace nel Chianti
Casale La Fornace nel Chianti
Villa
San Quirico in Collina, Italy
3.6k from Castle of Poppiano center

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

7 Bedrooms16 Guests
New to Booking
$454
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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Villa Milani - Tenuta la Gigliola
Villa Milani - Tenuta la Gigliola
Villa
Montespertoli, Italy
4.5k from Castle of Poppiano center

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

7 Bedrooms17 Guests
9.5

Superb

4 reviews

$870
Average price / night
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Retro chic 1800s villa w/pool, park, terrace & concierge, 30 min from Florence
Retro chic 1800s villa w/pool, park, terrace & concierge, 30 min from Florence
Villa
montespertoli, 50025, Italy
2.4k from Castle of Poppiano center

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

3 Bedrooms6 Guests
New to Booking
$484
Average price / night
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Villa Albertina
Villa Albertina
Villa
Montespertoli, Italy
4.9k from Castle of Poppiano center

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

5 Bedrooms14 Guests
New to Booking
$1030
Average price / night
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Villa La Torre 16, Montespertoli, Florence and Chianti
Villa La Torre 16, Montespertoli, Florence and Chianti
Villa
Montespertoli, 50025, Italy
2.5k from Castle of Poppiano center

Barbecue, Dryer, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

8 Bedrooms16 Guests
New to Booking
$980
Average price / night
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Villa D'Agnola by Mmega
Villa D'Agnola by Mmega
Villa
San Casciano in Val di Pesa, Italy
5.0k from Castle of Poppiano center

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

6 Bedrooms11 Guests
New to Booking
$1451
Average price / night
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Locanda del podestà: 17th century mansion in Chianti
Locanda del podestà: 17th century mansion in Chianti
Villa
Montespertoli, 50025, Italy
2.9k from Castle of Poppiano center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space

5 Bedrooms12 Guests
9.8

Exceptional

60 reviews

$262
Average price / night
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Archipettoli
Archipettoli
Villa
San Casciano in Val di Pesa, Italy
5.6k from Castle of Poppiano center

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

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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Villa between Florence  Siena and Pisa. 1 km to village.  A/C in all rooms-Wi Fi
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Villa
Montespertoli, 50025, Italy
3.1k from Castle of Poppiano center

AC, Barbecue, Breakfast Available, Crib, Free Parking, Heater, Internet, Kitchen, Laundry

10 Bedrooms21 Guests
9.4

Superb

66 reviews

$829
Average price / night
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Villa Lola by VacaVilla
Villa Lola by VacaVilla
Villa
Nebbiano, Italy
6.0k from Castle of Poppiano center

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

6 Bedrooms12 Guests
New to Booking
$572
Average price / night
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Bright villa between Florence (20 km), Siena (50) -1 km from the village Air conditioning
Bright villa between Florence (20 km), Siena (50) -1 km from the village Air conditioning
Villa
Montespertoli, 50025, Italy
3.1k from Castle of Poppiano center

AC, Barbecue, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

10 Bedrooms21 Guests
10.0

Exceptional

1 reviews

$829
Average price / night
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VILLA TREGGIAIA 12&2, Emma Villas
VILLA TREGGIAIA 12&2, Emma Villas
Villa
San Casciano in Val di Pesa, Italy
6.7k from Castle of Poppiano center

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

7 Bedrooms14 Guests
New to Booking
$966
Average price / night
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Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa
Montespertoli, 50025, Italy
3.3k from Castle of Poppiano center

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

5 Bedrooms10 Guests
New to Booking
$548
Average price / night
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Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
Villa
San Casciano, 50026, Italy
3.3k from Castle of Poppiano center

Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

59 reviews

$748
Average price / night
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VILLA JACOPO_Pieve di San Jacopo - VILLA JACOPO
VILLA JACOPO_Pieve di San Jacopo - VILLA JACOPO
Villa
San Casciano in Val di Pesa, 50026, Italy
3.5k from Castle of Poppiano center

AC, Barbecue, Dryer, Free Parking, Internet, Microwave, Outdoor Space, Pool, Washer

6 Bedrooms17 Guests
New to Booking
$2079
Average price / night
Check Availability
CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
Villa
San Casciano in Val di Pesa, 50026, Italy
3.5k from Castle of Poppiano center

AC, Barbecue, Fireplace, Free Parking, Internet, Outdoor Space, Washer

6 Bedrooms13 Guests
New to Booking
$1814
Average price / night
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San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany
San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany
Villa
Montagnana, 50025, Italy
3.6k from Castle of Poppiano center

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

5 Bedrooms10 Guests
9.8

Exceptional

41 reviews

$552
Average price / night
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\"Tuscan Orchard\" Holiday House
\"Tuscan Orchard\" Holiday House
Villa
Montespertoli, 50025, Italy
3.9k from Castle of Poppiano center

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

3 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$187
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 Villa Rentals in Castle of Poppiano.

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

Castle of Poppiano Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 164 verified villa rentals in Castle of Poppiano. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Castle of Poppiano vary depending on the season, location, and amenities. Rates typically start from around $93 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Castle of Poppiano are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Castle of Poppiano.

Yes, Castle of Poppiano offers a wide range of villas ideal for group stays. Many properties include 5 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Castle of Poppiano villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Castle of Poppiano often include highly sought-after amenities such as Fireplace/Heating, Pool, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Castle of Poppiano.

To discover top-rated villas in Castle of Poppiano, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.