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

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

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715 Best Vacation Rentals in Castle of Poppiano (Starting from $61)

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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Il tuo angolo di tranquillità in Toscana
Il tuo angolo di tranquillità in Toscana
Apartment
Montagnana Val di Pesa, Italy
2.5k from Castle of Poppiano center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$104
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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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,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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Modern Countryside Condo with Views
Modern Countryside Condo with Views
Apartment
San Quirico In Collina, 50025, Italy
1.3k from Castle of Poppiano center

AC, Balcony, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms6 Guests
New to Booking
$112
Average price / night
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Beautiful Tuscan Home with Stunning Views and Pool
Beautiful Tuscan Home with Stunning Views and Pool
House
Montagnana, 50025, Italy
1.4k from Castle of Poppiano center

AC, Balcony, Free Parking, Heater, Internet, Microwave, No Smoking, Patio, Pool

2 Bedrooms4 Guests
New to Booking
$157
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
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 Vacation Rentals in Castle of Poppiano.

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Frequently Asked Questions

You can explore 715 verified vacation rentals in Castle of Poppiano. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Castle of Poppiano vary depending on the season, property size, and location. Rates typically start from around $61 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Castle of Poppiano include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Castle of Poppiano welcome pets. Currently, 46 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Castle of Poppiano often include amenities such as Fireplace/Heating, Balcony/Terrace, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.