Villa Rentals in Terre di Vini, Casole d'Elsa: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Casole d'Elsa
  6.  Terre di Vini

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91 Best Villa Rentals in Terre di Vini (Starting from $198)

Villa Le Caggia
Villa Le Caggia
Villa
Sovicille, Italy
4.0k from Terre di Vini center

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

7 Bedrooms17 Guests
10.0

Exceptional

9 reviews

$610
Average price / night
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9- Villa La Quercia
9- Villa La Quercia
Villa
Casole d'Elsa, 53031, Italy
2.5k from Terre di Vini center

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

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$397
Average price / night
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Villino Marmoraia
Villino Marmoraia
Villa
Terre di Vini, Casole d'Elsa, Tuscany, Italy
4.4k from Terre di Vini center

Internet, Fireplace/Heating, Guest Services, Parking, Ocean View, Pool, Security/Safety

2 Bedrooms4 Guests
New to Booking
$198
Average price / night
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True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Villa
Sovicille Simignano, 53018, Italy
3.2k from Terre di Vini center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

8 Bedrooms20 Guests
9.8

Exceptional

9 reviews

$1265
Average price / night
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Villa Isaia 31
Villa Isaia 31
Villa
Monteriggioni, Italy
5.5k from Terre di Vini center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs

1 Bedroom31 Guests
New to Booking
$8579
Average price / night
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Il Fienile di Simignano
Il Fienile di Simignano
Villa
Sovicille, 53018, Italy
3.5k from Terre di Vini center

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

4 Bedrooms7 Guests
New to Booking
$437
Average price / night
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Anilde, house with private pool, Colle di Val d'Elsa, Toscana
Anilde, house with private pool, Colle di Val d'Elsa, Toscana
Villa
Colle Val D'Elsa, Italy
6.2k from Terre di Vini center

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

4 Bedrooms8 Guests
9.6

Exceptional

6 reviews

$358
Average price / night
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ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Villa
Siena, Toscana, 53018, Italy
4.0k from Terre di Vini center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

7 Bedrooms15 Guests
10.0

Exceptional

120 reviews

$1439
Average price / night
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The Casina
The Casina
Villa
Cetinale, Italy
6.3k from Terre di Vini center

Pool, Parking, Air Conditioner, Balcony/Terrace, Internet

2 Bedrooms4 Guests
New to Booking
$1178
Average price / night
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Villa Rosa
Villa Rosa
Villa
Ancaiano, Italy
6.8k from Terre di Vini center

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

2 Bedrooms4 Guests
New to Booking
$286
Average price / night
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Villa Le Bolli
Villa Le Bolli
Villa
Terre di Vini, Casole d'Elsa, Tuscany, Italy
6.9k from Terre di Vini center

Child Friendly, Internet, Wheelchair Accessible, Hot Tub, Air Conditioner, Balcony/Terrace, Pet Friendly

12 Bedrooms38 Guests
New to Booking
$896
Average price / night
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Podere Lorena
Podere Lorena
Villa
Monteriggioni, Italy
6.9k from Terre di Vini center

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

6 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$466
Average price / night
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Private Villa with A/C, private pool, hot tub, WIFI, TV, patio, panoramic view, close to Siena
Private Villa with A/C, private pool, hot tub, WIFI, TV, patio, panoramic view, close to Siena
Villa
Arnano, 53018, Italy
4.0k from Terre di Vini center

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

7 Bedrooms16 Guests
9.2

Superb

9 reviews

$1577
Average price / night
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Treccianino 12
Treccianino 12
Villa
Sovicille, Italy
7.3k from Terre di Vini center

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

6 Bedrooms12 Guests
New to Booking
$869
Average price / night
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Villa Ebe: An elegant and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Villa Ebe: An elegant and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Villa
Sovicille, 53018, Italy
4.0k from Terre di Vini center

AC, Balcony, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Outdoor Space

7 Bedrooms14 Guests
New to Booking
$3219
Average price / night
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La Dimora di Teresa
La Dimora di Teresa
Villa
Ancaiano, Italy
7.4k from Terre di Vini center

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

4 Bedrooms10 Guests
9.5

Superb

6 reviews

$459
Average price / night
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Beautiful 4 Bedroom Tuscan Villa
Beautiful 4 Bedroom Tuscan Villa
Villa
Toscana, 53031, Italy
4.1k from Terre di Vini center

AC, Dryer, Fireplace, Fitness Equipment, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

4 Bedrooms10 Guests
New to Booking
$2928
Average price / night
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Villa Paradiso
Villa Paradiso
Villa
Mensano, Italy
7.6k from Terre di Vini center

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

18 Bedrooms36 Guests
New to Booking
$2041
Average price / night
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Villa 'Con Piscina E Recinto' with Shared Pool and Private Garden
Villa 'Con Piscina E Recinto' with Shared Pool and Private Garden
Villa
Colle di Val d'Elsa, 53034, Italy
4.4k from Terre di Vini center

Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space, Pool, TV, Washer

2 Bedrooms4 Guests
New to Booking
$1134
Average price / night
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L'Ovile 8, Emma Villas
L'Ovile 8, Emma Villas
Villa
Sovicille, Italy
7.7k from Terre di Vini center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$995
Average price / night
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Il Gabbro, Luxury Experience
Il Gabbro, Luxury Experience
Villa
Casole D'elsa, 53031, Italy
4.4k from Terre di Vini center

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

5 Bedrooms10 Guests
New to Booking
$2081
Average price / night
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Villino Marmoraia In Casole d'elsa, Tuscany
Villino Marmoraia In Casole d'elsa, Tuscany
Villa
Casole d'Elsa, 53031, Italy
4.4k from Terre di Vini center

AC, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

2 Bedrooms4 Guests
8.0

Good

11 reviews

$307
Average price / night
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Siena, Florence, Chianti, Val d'orcia from Enchanting and exclusive Tuscan Villa
Siena, Florence, Chianti, Val d'orcia from Enchanting and exclusive Tuscan Villa
Villa
Toscana, 53018, Italy
4.4k from Terre di Vini center

Dryer, Hot Tub, Internet, Laundry, No Smoking, Pool

7 Bedrooms16 Guests
New to Booking
$1439
Average price / night
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Tuscan Villa with a Pool and Bucolic Grounds near Siena
Tuscan Villa with a Pool and Bucolic Grounds near Siena
Villa
Toscana, 53018, Italy
4.4k from Terre di Vini center

Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

7 Bedrooms16 Guests
New to Booking
$1382
Average price / night
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VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Villa
Colle Val D'Elsa, 53034, Italy
4.6k from Terre di Vini center

AC, Free Parking, Heater, Kitchen, Living Area, No Smoking, Outdoor Space, Pool, Spa

18 Bedrooms36 Guests
New to Booking
$13591
Average price / night
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Villa 'Sui Colli Toscani Con Piscina' with Shared Pool, Shared Garden and Wi-Fi
Villa 'Sui Colli Toscani Con Piscina' with Shared Pool, Shared Garden and Wi-Fi
Villa
Colle di Val d'Elsa, 53034, Italy
4.7k from Terre di Vini center

Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool, TV

2 Bedrooms4 Guests
New to Booking
$1154
Average price / night
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Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events
Villa
Colle di Val d'Elsa, 53034, Italy
4.7k from Terre di Vini center

AC, Breakfast Included, Crib, Fitness Equipment, Free Parking, Heater, Hot Tub, Living Area, No Smoking

18 Bedrooms36 Guests
New to Booking
$11068
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 Villa Rentals in Terre di Vini.

Where to stay in Terre di Vini? Best neighborhoods & areas

Terre di Vini Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 91 verified villa rentals in Terre di Vini. 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 Terre di Vini vary depending on the season, location, and amenities. Rates typically start from around $198 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 Terre di Vini 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 Terre di Vini.

Yes, Terre di Vini 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 Terre di Vini 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 Terre di Vini often include highly sought-after amenities such as Pool, Child Friendly, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Terre di Vini.

To discover top-rated villas in Terre di Vini, 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.