Vacation Rentals in Castello di Monsanto, Barberino Tavarnelle: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Barberino Tavarnelle
  6.  Castello di Monsanto

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1186 Best Vacation Rentals in Castello di Monsanto (Starting from $72)

Appartamento nel chianti
Appartamento nel chianti
Apartment
Monsanto, Italy
0.5k from Castello di Monsanto center

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

2 Bedrooms4 Guests
9.1

Superb

17 reviews

$98
Average price / night
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Dependance Monsanto
Dependance Monsanto
Apartment
Monsanto I, 50021, Italy
0.4k from Castello di Monsanto center

AC, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$284
Average price / night
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Tenuta la Cipresseta
Tenuta la Cipresseta
Apartment
Monsanto, Italy
0.7k from Castello di Monsanto center

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

8 Bedrooms16 Guests
9.4

Superb

64 reviews

$264
Average price / night
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Lovely apartment in villa with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimig...
Lovely apartment in villa with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimig...
Villa
Poggibonsi, 53036, Italy
0.9k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$367
Average price / night
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Case Nell' Aia
Case Nell' Aia
Apartment
Poggibonsi, Italy
0.9k from Castello di Monsanto center

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

3 Bedrooms6 Guests
9.8

Exceptional

25 reviews

$256
Average price / night
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Private villa for families or friends
Private villa for families or friends
Villa
Monsanto II, 50021, Italy
0.9k from Castello di Monsanto center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$921
Average price / night
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Villa Ferdinando by PosarelliVillas
Villa Ferdinando by PosarelliVillas
Villa
Monsanto, Italy
1.2k from Castello di Monsanto center

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

6 Bedrooms12 Guests
New to Booking
$1346
Average price / night
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Villa Paneretta - Villa with private pool
Villa Paneretta - Villa with private pool
Villa
Monsanto Ii, 50021, Italy
0.9k from Castello di Monsanto center

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

5 Bedrooms11 Guests
8.8

Fabulous

5 reviews

$1208
Average price / night
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Fattoria Le Fonti
Fattoria Le Fonti
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis

21 Bedrooms41 Guests
9.0

Fabulous

34 reviews

$1379
Average price / night
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Villa Paneretta - Monsanto Ii ,Tuscany
Villa Paneretta - Monsanto Ii ,Tuscany
Villa
Barberino di Val d'Elsa, 50021, Italy
0.9k from Castello di Monsanto center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms11 Guests
New to Booking
$1121
Average price / night
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Podere Val di Gallo
Podere Val di Gallo
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

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

2 Bedrooms5 Guests
8.5

Very Good

57 reviews

$130
Average price / night
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Macina Apt. with ac near Siena
Macina Apt. with ac near Siena
Apartment
Poggibonsi, 53036, Italy
1.0k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$314
Average price / night
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Poggio Massiccioli
Poggio Massiccioli
Apartment
Poggibonsi, Italy
1.3k from Castello di Monsanto center

Parking, Ocean View, Guest Services, Balcony/Terrace, Internet, Barbecue/Outdoor Cooking, Security/Safety

3 Bedrooms6 Guests
9.8

Exceptional

5 reviews

$72
Average price / night
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Pagliaia Apt. with ac near Siena
Pagliaia Apt. with ac near Siena
Apartment
Poggibonsi, 53036, Italy
1.0k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$312
Average price / night
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Chianti Art Room
Chianti Art Room
House
Poggibonsi, Italy
1.5k from Castello di Monsanto center

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

1 Bedroom2 Guests
9.3

Superb

67 reviews

$74
Average price / night
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Villa Paneretta - 15 nights rental: 5% discount
Villa Paneretta - 15 nights rental: 5% discount
Villa
Monsanto I, 50021, Italy
1.0k from Castello di Monsanto center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$1311
Average price / night
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Fattoria di Cinciano
Fattoria di Cinciano
House
Poggibonsi, Italy
1.6k from Castello di Monsanto center

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

21 Bedrooms18 Guests
9.3

Superb

1016 reviews

$231
Average price / night
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Tuscany vacation with pool 2
Tuscany vacation with pool 2
Apartment
Poggibonsi, 53036, Italy
1.0k from Castello di Monsanto center

Barbecue, Crib, Free Parking, Internet, Kitchen, Laundry, Outdoor Space, Pool, TV

2 Bedrooms4 Guests
New to Booking
$153
Average price / night
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Anticopozzo by VacaVilla
Anticopozzo by VacaVilla
Villa
Monsanto, Italy
1.6k from Castello di Monsanto center

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

4 Bedrooms15 Guests
10.0

Exceptional

2 reviews

$535
Average price / night
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Beautiful apartment for 6 guests with A/C, pool, WIFI, TV and pets allowed, close to San Gimignano
Beautiful apartment for 6 guests with A/C, pool, WIFI, TV and pets allowed, close to San Gimignano
Apartment
Poggibonsi, 53036, Italy
1.1k from Castello di Monsanto center

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

3 Bedrooms6 Guests
New to Booking
$537
Average price / night
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TENUTA DI MACERICCA 10, Emma Villas
TENUTA DI MACERICCA 10, Emma Villas
Villa
Poggibonsi, Italy
1.6k from Castello di Monsanto center

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

5 Bedrooms10 Guests
9.0

Fabulous

3 reviews

$1015
Average price / night
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Villa Ferdinando - Poggibonsi ,Tuscany
Villa Ferdinando - Poggibonsi ,Tuscany
Villa
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

AC, Barbecue, Fireplace, Free Parking, Laundry, Microwave, No Smoking, Pool, Washer

6 Bedrooms12 Guests
New to Booking
$1460
Average price / night
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Beautiful apartment for 4 guests with pool, WIFI, A/C, TV and pets allowed, close to San Gimignano
Beautiful apartment for 4 guests with pool, WIFI, A/C, TV and pets allowed, close to San Gimignano
Apartment
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

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

2 Bedrooms4 Guests
New to Booking
$359
Average price / night
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Villa Fontanine -  Poggibonsi
Villa Fontanine - Poggibonsi
Villa
SI, 53036, Italy
1.2k from Castello di Monsanto center

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

6 Bedrooms12 Guests
New to Booking
$1794
Average price / night
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Villa Ferdinando - Villa with private pool
Villa Ferdinando - Villa with private pool
Villa
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

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

6 Bedrooms12 Guests
9.8

Exceptional

8 reviews

$1685
Average price / night
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Borgo - Apartment with pool
Borgo - Apartment with pool
Apartment
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

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

3 Bedrooms6 Guests
9.4

Superb

6 reviews

$603
Average price / night
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Beautiful apartment for 6 people with A/C, WIFI, pool, TV and panoramic view, close to San Gimig...
Beautiful apartment for 6 people with A/C, WIFI, pool, TV and panoramic view, close to San Gimig...
Apartment
Poggibonsi, 53036, Italy
1.2k from Castello di Monsanto center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$433
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 Castello di Monsanto.

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Castello di Monsanto Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1186 verified vacation rentals in Castello di Monsanto. 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 Castello di Monsanto vary depending on the season, property size, and location. Rates typically start from around $72 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 Castello di Monsanto 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 Castello di Monsanto welcome pets. Currently, 43 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 Castello di Monsanto often include amenities such as Fireplace/Heating, Internet, and Balcony/Terrace. 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.