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Villa with Infinity Pool in the Heart of Chianti by TripCare

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A swimming pool with a clear view of the surrounding landscape, including hills and trees.
A bedroom with a bed, a wooden table with a vase of flowers, a view of the countryside through open doors, and a window with a view of the landscape.
A covered outdoor dining area with a long wooden table and chairs, brick walls, and a stone fireplace.
Interior
A stone house with a pool, surrounded by greenery and hills.
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Air-conditioning
  • Pet-friendly
  • Internet
  • Washing machine

Explore the area

View in a map
Tregole, Provincia di Siena
  • Place, Mazzei Winery
    ‪11 min drive‬
  • Place, Necropolis of Poggino
    ‪12 min drive‬
  • Place, Piazza del Campo
    ‪42 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

About this property

Villa with Infinity Pool in the Heart of Chianti by TripCare

Escape to a private villa with an infinity pool and breathtaking panoramic views, nestled in the heart of the Chianti hills. Perfectly situated between Florence and Siena, this exclusive retreat offers luxury, comfort, and tranquility, ensuring a truly unforgettable stay.

🍷 A wine lover’s paradise—just minutes from the world’s finest wineries, including Antinori and Castello di Ama. A short five-minute walk takes you to Fattoria Tregole, a renowned family-run boutique winery near Castellina in Chianti, producing exquisite Chianti Classico and other Tuscan wines.

👨‍🍳 Authentic Italian experiences – indulge in private in-house cooking lessons, savour traditional Tuscan meals, or enjoy a freshly made pizza night, all arranged upon request.

📍 Prime location – just 40 minutes from Florence and 40 minutes from Siena, making it the perfect base for exploring Tuscany’s most iconic destinations.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed
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Pets

Pets allowed: limit 1 total
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Smoking

Smoking allowed: in designated areas

Important information

You need to know

Property Registration Number IT052005C2DAMGHTFB
Property # 11760212
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Parties and events are allowed on site. Maximum attendees: 20
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is no smoke detector on the property

About the area

Castellina in Chianti

Castellina in Chianti is home to this villa. Montecalvario and Castellina Fortress are local landmarks, and the area's natural beauty can be seen at Chianti Sculpture Park and Enoteca Italiana. Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting.
View more Villas in Castellina in ChiantiOpens in a new window
Map
Tregole, Provincia di Siena

What's nearby

  • Mazzei Winery - 11 min drive - 2.2 km
  • Necropolis of Poggino - 12 min drive - 2.9 km
  • City Hall Castellina In Chianti - 22 min drive - 5.7 km
  • Piazza del Campo - 42 min drive - 25.3 km
  • Siena Cathedral - 56 min drive - 24.6 km

Getting around

  • Monteriggioni Badesse Station - 19 min drive
  • Peretola Airport (FLR) - 77 min drive

Restaurants

  • ‪Bar Brancaia - ‬8 min drive
  • ‪Chianti Bar - ‬9 min drive
  • ‪La Perla Del Palazzo Ristorante - ‬19 min drive
  • ‪Dievole Wine Resort - ‬20 min drive
  • ‪Tre Porte - ‬9 min drive

Frequently asked questions

Is Villa with Infinity Pool in the Heart of Chianti by TripCare pet-friendly?

Yes, this property allows pets (limit 1 total).

How much does it cost to stay at Villa with Infinity Pool in the Heart of Chianti by TripCare?

As of 12 Oct 2026, prices found for a 1-night stay for 2 adults at Villa with Infinity Pool in the Heart of Chianti by TripCare on 30 Sept 2027 start from £5,518, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Villa with Infinity Pool in the Heart of Chianti by TripCare?

Check-in begins at 4:00 PM.

What time is check-out at Villa with Infinity Pool in the Heart of Chianti by TripCare?

Checkout is at 10:00 AM.

Where is Villa with Infinity Pool in the Heart of Chianti by TripCare located?

Situated in Castellina in Chianti, this villa is within 3 miles (5 km) of Mazzei Winery, Walls of Monteriggioni and Castellina Fortress. Archaeological Museum of Chianti and City Hall Castellina In Chianti are also within 3 miles (5 km).

About the host

Hosted by Trip Care

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