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Cresta del Chianti

Castelnuovo Berardenga - Siena and Chianti

18 11 9 Private Pool
Cresta del Chianti is a beautifully restored stone farmhouse in a peaceful hilltop location, surrounded by well-kept gardens with flowering plants, olive trees and vineyards. The large pool offers sweeping views across the iconic Chianti Classico landscape. With generous space both indoors and out, this holiday home is perfect for large families or groups looking to celebrate a special occasion or enjoy a relaxing stay in a beautiful setting.

Located in the heart of  the Chianti Classico, Cresta del Chianti is an ideal base for exploring the region. The Dievole Wine Resort, just three kilometres away, offers wine tastings and an excellent restaurant. The scenic Dievole Nature Path follows historic trails once used by sharecroppers and is ideal for walking, cycling or horseback riding. The small village of Vagliagli with its local restaurant is only two kilometres away. Castellina in Chianti can be reached in fifteen minutes by car and offers shops, restaurants and the popular Gelateria di Castellina. Art lovers will enjoy the nearby Chianti Sculpture Park. Siena is just thirty minutes away, and Florence, Arezzo and San Gimignano are also within easy reach for day trips.

The house is spread across three floors. The ground floor offers spacious living and dining areas for everyone to gather. On the upper floors, smaller seating and living areas provide space for peace and privacy. The tasteful interior features traditional wooden beam ceilings, impressive fireplaces, light décor and carefully selected furnishings.

A special highlight is the underground pool house with kitchen, lounge area, gym and table tennis. The large garden also includes a children's play area and a volleyball court, offering extra fun for guests of all ages.

Ground Floor

Entrance Hall


Kitchen
Fully equipped, middle unit with three chairs, double gas oven and hob with six rings, 2 dishwashers.

Dining Area
Table and 6 chairs, kitchen cupboards, American style fridge/ freezer, French door to terrace, terrace with table and chairs.

Lounge
One corner sofa, two armchairs, two coffee tables, two chairs, two glass side tables, open fireplace, little bar with fridge and sink, three French doors to the terrace, glass enclosed terrace with table and 18 chairs, 4 air conditioning units.

Bathroom
Sink, WC.

TV and Study Room
TV with cabinet, two desks with chairs, one sofa, coffee table, two chairs, table with four chairs, glass side table, door to garden, air-conditioning.

Bedroom 1
Double bed (cannot be converted into a twin beds), wardrobe, bedside tables, door to garden, chest of drawers, air-conditioning.

Bedroom 2
Single bed, chest of drawers, air-conditioning.

Bathroom
Shower, sink, WC.

First Floor

Reception Room

Round table with four chairs, glass side table, sofa.

Bedroom 3
Twin beds (can’t be converted into a double bed), bedside table, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Bedroom 4
Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, armchair, table, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Lounge
Table and six chairs, French dresser, sofa, open fireplace, doors to garden.

Bedroom 5
Twin beds (can’t be converted into a double bed), wardrobe, bed side table, air-conditioning.

Bathroom
Shower, sink, WC.

Bedroom 6
Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, chest of drawers, air-conditioning.

Bedroom 7
Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning.

Bathroom
Shower, sink, WC.

Bedroom 8
Double bed (cannot be converted into a twin beds), bed side tables, open fireplace (decoration only), wardrobe, chest of drawers, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Suite
Lounge

Table and six chairs, sofa, side table, 2 chairs.

Bedroom 9
Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Second Floor

Lounge

Table and 6 chairs, sofa, glass side table.

Bedroom 10
Single bed, bed side table, wardrobe, doors to a small terrace, air-conditioning.

Bathroom
Shower, sink, WC.

Bedroom 11
Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning.

En-suite Bathroom
Bath, sink, WC, handheld shower.

Basement ( access externally)
Washing machine, dryer and ironing facilities

Underground Pool-House
Kitchen, sofa, TV, snooker table, air conditioning, gymnasium, table tennis, foosball.

Wine cellar (entry available on request)

Private Pool:
Length: 17 m
Width: 8 m
Depth: 1.3 - 3 m
Entrance: Roman steps & ladder
Opening times: April to September
Fenced: No
Furnished: 12 Sunlounges, gazebo, 2 chairs
Cleansed: Chlorine
Distance from villa: 50m
Baby pool is 3x3 m and 1.10 m deep.

Price & Availability

Date Ranges

7 night price

4 Jul 2026 - 22 Aug 2026

12,500 Euro

22 Aug 2026 - 26 Sep 2026

9,375 Euro

* 10% discount: 29 Aug 2026 - 5 Sep 2026, save Euro 938 on 7 nights

26 Sep 2026 - 7 Nov 2026

8,125 Euro

7 Nov 2026 - 19 Dec 2026

7,525 Euro

19 Dec 2026 - 2 Jan 2027

0 Euro

Villa Facilities

Flexible dates
Washing Machine
Air-conditioning
Internet
Carbon Monoxide Detector

Villa Floor Plans

Good To Know

Tourist tax: 4.00 € per person, per night for the first 7 nights, some exemptions apply.
Meet and greet: Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Villa Location

Distance

Airports:

Distances and driving time

  • Airport Florence: 65km - 1h 10m
  • Airport Pisa: 112km - 1h 49m
  • Airport Perugia: 129km - 1h 44m

Towns with Amenities:

Distances and driving time

  • Castellina in Chianti: 8km - 0h 16m
  • Radda in Chianti: 11km - 0h 25m
  • San Sano: 11km - 0h 21m

Guest Reviews

Jenny

August 9, 2026

Adult family group

United Kingdom

The villa was totally amazing and far beyond our expectations. It was a wonderful venue for my family of 17. With me included 18. Every aspect was perfect. The views spectacular the facilities incredible and the pool a perfect size. The area was beautiful with easy access to village and supermarkets. Siena wss within 20 minutes drive with so much to offer. All in all a most perfect venue. Sampath ,the key holder and owner was charming and couldn’t have been more helpful. He was always to hand if a problem arose. We all had the most perfect week and very memorable.Siena,and Saint Gimignano.and the local village restaurant

To Tuscany team comments for this review:

Thank you for your fantastic review. We are absolutely delighted to hear that the villa exceeded your expectations and provided such a wonderful setting for your family gathering. It is lovely to know that you enjoyed the spectacular views, excellent facilities, spacious pool, and beautiful surroundings. We're also pleased that the villa's location made it easy to explore the local villages, supermarkets, and the wonderful city of Siena. A special thank you for your kind words about Sampath. We will be sure to pass on your compliments to him. He takes great pride in looking after his guests, and we're delighted that his help and hospitality contributed to such a memorable stay. Thank you again for choosing To Tuscany. We are thrilled that you and your family had such a perfect week, and we hope to welcome you back to Tuscany again in the future.