Villa Rentals in Chianti Observatory, Barberino Tavarnelle: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Barberino Tavarnelle
  6.  Chianti Observatory

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406 Best Villa Rentals in Chianti Observatory (Starting from $302)

COUNTRY HOUSE LO SPIGO 4, Emma Villas
COUNTRY HOUSE LO SPIGO 4, Emma Villas
Villa
San Donato in Poggio, Italy
0.8k from Chianti Observatory center

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

2 Bedrooms4 Guests
New to Booking
$800
Average price / night
Check Availability
Villa Belchianti by MMega
Villa Belchianti by MMega
Villa
Madonna di Pietracupa, 50028, Italy
0.8k from Chianti Observatory center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms12 Guests
New to Booking
$944
Average price / night
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Villa Sonia by PosarelliVillas
Villa Sonia by PosarelliVillas
Villa
San Donato in Poggio, Italy
1.1k from Chianti Observatory center

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

5 Bedrooms12 Guests
New to Booking
$916
Average price / night
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Villa Raggiola - Six Bedroom Villa, Sleeps 12
Villa Raggiola - Six Bedroom Villa, Sleeps 12
Villa
Barberino Tavarnelle, 50028, Italy
0.8k from Chianti Observatory center

AC, Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$1112
Average price / night
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Pieve di Campoli by VacaVilla
Pieve di Campoli by VacaVilla
Villa
San Donato in Poggio, Italy
1.4k from Chianti Observatory center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$361
Average price / night
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Villa Sonia - Luxury Villa Rental in Madonna di Pietracupa, Chianti
Villa Sonia - Luxury Villa Rental in Madonna di Pietracupa, Chianti
Villa
Madonna Di Pietracupa, 50028, Italy
0.8k from Chianti Observatory center

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

6 Bedrooms12 Guests
10.0

Exceptional

39 reviews

$1285
Average price / night
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Podere Beccalorzo con piscina
Podere Beccalorzo con piscina
Villa
San Donato in Poggio, Italy
2.4k from Chianti Observatory center

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

6 Bedrooms13 Guests
9.8

Exceptional

6 reviews

$683
Average price / night
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Villa 9P, 3BdR Chianti, near Florence and Siena
Villa 9P, 3BdR Chianti, near Florence and Siena
Villa
Barberino di Val dʼElsa, Italy
3.4k from Chianti Observatory center

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

3 Bedrooms9 Guests
New to Booking
$302
Average price / night
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Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, close to Greve In Chianti
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, close to Greve In Chianti
Villa
Madonna Di Pietracupa, 50028, Italy
0.9k from Chianti Observatory center

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

6 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$974
Average price / night
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Villa la Corte by Mmega
Villa la Corte by Mmega
Villa
Fattoria Montecchio, Italy
3.4k from Chianti Observatory center

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

6 Bedrooms12 Guests
New to Booking
$1435
Average price / night
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Le Volpaie, Barberino Val d'Elsa, Florence and Chianti
Le Volpaie, Barberino Val d'Elsa, Florence and Chianti
Villa
Barberino Val d'Elsa, 50021, Italy
1.1k from Chianti Observatory center

Barbecue, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Pool, TV

5 Bedrooms7 Guests
New to Booking
$579
Average price / night
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Casa Fioraie by PosarelliVillas
Casa Fioraie by PosarelliVillas
Villa
Chianti Observatory, Barberino Tavarnelle, Tuscany, Italy
3.7k from Chianti Observatory center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$445
Average price / night
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5 bedrooms villa in the Chianti region with private swimming poo, A/C and Wi-Fi
5 bedrooms villa in the Chianti region with private swimming poo, A/C and Wi-Fi
Villa
Barberino Val D'elsa, 50021, Italy
1.1k from Chianti Observatory center

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

5 Bedrooms12 Guests
9.8

Exceptional

6 reviews

$1647
Average price / night
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Villa Dei Corticelli
Villa Dei Corticelli
Villa
Greve in Chianti, Italy
4.1k from Chianti Observatory center

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

1 Bedroom14 Guests
New to Booking
$1356
Average price / night
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Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats.
Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats.
Villa
Barberino Tavarnelle, 50028, Italy
2.3k from Chianti Observatory center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Housekeeping

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$553
Average price / night
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Villa Mandorla by My Villa Collection
Villa Mandorla by My Villa Collection
Villa
Badia A Passignano, Italy
4.3k from Chianti Observatory center

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

7 Bedrooms14 Guests
New to Booking
$4936
Average price / night
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Casale Cipressi
Casale Cipressi
Villa
Castellina in Chianti, Italy
4.6k from Chianti Observatory center

Wellness Facilities, Parking, Internet, Pet Friendly, Child Friendly

5 Bedrooms9 Guests
New to Booking
$543
Average price / night
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Villa 'Podere Beccalorzo with Private Pool, Wi-Fi and Air Conditioning'
Villa 'Podere Beccalorzo with Private Pool, Wi-Fi and Air Conditioning'
Villa
Barberino Tavarnelle, 50021, Italy
2.7k from Chianti Observatory center

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

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$618
Average price / night
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Podere Gabbiano
Podere Gabbiano
Villa
Castellina in Chianti, Italy
4.9k from Chianti Observatory center

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

5 Bedrooms10 Guests
New to Booking
$1376
Average price / night
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Podere La Valle 9BR, 16-20 Guests Retreats & Family In Restored Farm  Spa & Pool
Podere La Valle 9BR, 16-20 Guests Retreats & Family In Restored Farm Spa & Pool
Villa
Castellina in Chianti, 53011, Italy
2.7k from Chianti Observatory center

Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

9 Bedrooms27 Guests
10.0

Exceptional

38 reviews

$1483
Average price / night
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Villa esclusiva nella torre del castello di Tignano tra lusso, storia e natura nel cuore del Chianti
Villa esclusiva nella torre del castello di Tignano tra lusso, storia e natura nel cuore del Chianti
Villa
Barberino di Val dʼElsa, Italy
4.9k from Chianti Observatory center

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

1 Bedroom4 Guests
New to Booking
$375
Average price / night
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Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany
Villa
San Donato in Poggio, 50028, Italy
2.7k from Chianti Observatory center

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

3 Bedrooms7 Guests
9.4

Superb

53 reviews

$335
Average price / night
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Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Villa
Castellina in Chianti, 53011, Italy
2.8k from Chianti Observatory center

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

4 Bedrooms10 Guests
10.0

Exceptional

155 reviews

$673
Average price / night
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Beautiful historic Villa on organic olive farm, with pool & sunset views
Beautiful historic Villa on organic olive farm, with pool & sunset views
Villa
Siena, 53011, Italy
2.8k from Chianti Observatory center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
9.0

Fabulous

4 reviews

$664
Average price / night
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Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Villa
Castellina in Chianti, 50021, Italy
2.8k from Chianti Observatory center

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

7 Bedrooms14 Guests
9.4

Superb

20 reviews

$609
Average price / night
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Villa Noce by My Villa Collection
Villa Noce by My Villa Collection
Villa
Barberino Tavarnelle, 50028, Italy
3.2k from Chianti Observatory center

AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

9 Bedrooms24 Guests
New to Booking
$2561
Average price / night
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Villa in Piazza with 11 bedrooms sleeps 20
Villa in Piazza with 11 bedrooms sleeps 20
Villa
Piazza, 50022, Italy
3.3k from Chianti Observatory center

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

11 Bedrooms20 Guests
New to Booking
$6811
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 Chianti Observatory.

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Frequently Asked Questions

You can currently explore 406 verified villa rentals in Chianti Observatory. 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 Chianti Observatory vary depending on the season, location, and amenities. Rates typically start from around $302 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 Chianti Observatory 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 Chianti Observatory.

Yes, Chianti Observatory 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 Chianti Observatory 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 Chianti Observatory often include highly sought-after amenities such as Internet, Pool, and Balcony/Terrace. These features enhance comfort and convenience, making them especially popular among travelers visiting Chianti Observatory.

To discover top-rated villas in Chianti Observatory, 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.