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Villa Il Masseto

Gaiole in Chianti - Siena and Chianti

6+2 4 3 Without Pool
Villa Il Masseto is a traditional Tuscan villa, peacefully located on the edge of Gaiole in Chianti, bordered by forest and just a 3-minute walk from the center. Perched on a gentle hill, it offers stunning views over the town’s church tower and rooftops. The distant chimes of the bells add an unmistakably Tuscan ambiance to your stay. It’s a perfect retreat for families or groups of friends looking to relax and enjoy the region’s beauty.

Despite its peaceful, semi-rural location, Villa Il Masseto is within walking distance of restaurants, wineries, and a COOP supermarket in Gaiole. The picturesque Chianti towns of Radda, Castellina, and Greve are nearby, while Siena, Florence, San Gimignano, and Arezzo are all easily reachable for day trips.

Guests can enjoy a large, well-tended garden with mature shade trees and a hot tub, while the outdoor shower provides added convenience after a soak or a warm day in the sun. Three spacious covered balconies provide inviting spots for al fresco dining throughout the day. The property also includes two sheltered parking spaces.

The villa occupies the entire first floor, while the ground floor remains locked and unoccupied. The house is built from local stone and features bright, airy living spaces, high ceilings, a small library, and multiple seating areas, all thoughtfully styled to create a warm, welcoming atmosphere. 

Villa Il Masseto is an ideal base from which to discover the beauty of Chianti Classico, a place where vineyards, culture, and authentic Tuscan life come together.

First Floor

Library

Bookshelves, chairs.

Lounge
Sofa, armchair, TV, chairs, side tables, chest of drawers, fireplace (decoration only), table, air-conditioning, French door to balcony, balcony with table and chairs.

Dining Room
Welsh dresser, table, chairs, French door to balcony, air-conditioning.

Kitchen
Fully equipped kitchen, gas hob, fridge/freezer, side table, TV, table, chairs, air-conditioning, mosquito net.

Bedroom 1
Queen-size double bed (can't be converted into twin beds), bedside tables, desk, chair, chest of drawers, wardrobe, mosquito net, air-conditioning.

Bathroom
Shower, double sink, bidet, WC.

Bedroom 2
Queen-size double bed (can't be converted into twin beds), bedside tables, chairs, wardrobe, desk, chair, chest of drawers, air-conditioning, French door to balcony.

Bedroom 3
Queen-size double bed (can't be converted into twin beds), bedside tables, chairs, wardrobe, desk, chair, chest of drawers, air-conditioning, mosquito screen.

En-suite Bathroom
Shower, double sink, bidet, WC, washing machine.

Second Floor

Bedroom 4
Double bed (can't be converted into twin beds), bedside tables, wardrobe, mosquito net, air-conditioning, ceiling fan. 

En-suite Bathroom
Shower, sink, WC.

Hot Tub
Opening times: May to October

Private Pool
There is no pool

Price & Availability

Date Ranges

7 night price

10 Oct 2026 - 7 Nov 2026

$2585

7 Nov 2026 - 19 Dec 2026

$2585

19 Dec 2026 - 2 Jan 2027

$2585

2 Jan 2027 - 9 Jan 2027

$2585

9 Jan 2027 - 20 Mar 2027

$2585

20 Mar 2027 - 22 May 2027

$2585

22 May 2027 - 26 Jun 2027

$2585

26 Jun 2027 - 4 Sep 2027

$3443

4 Sep 2027 - 16 Oct 2027

$2585

16 Oct 2027 - 13 Nov 2027

$2585

13 Nov 2027 - 18 Dec 2027

$2585

18 Dec 2027 - 1 Jan 2028

$2585

Villa Facilities

Dog Friendly
Flexible dates
Air-conditioning
Washing Machine
Internet

Villa Floor Plans

200 sqm

Good To Know

Usage to pay on-site: Heating Villa, Air Conditioning, Heating Hot Tub
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
Dog up to 30kg: stay for free
Meet and greet: Arrival time is 16:00 - 19:00. Departure time is before 10:00.
Approach road: Paved
Parking: Private, onsite parking - 2 sheltered
National ID Code: IT052013C2OANO5FDC

Villa Location

Distance

Airports:

Distances and driving time

  • Airport Florence: 83km - 1h 14m
  • Airport Perugia: 129km - 1h 37m
  • Airport Pisa: 145km - 1h 53m

Towns with Amenities:

Distances and driving time

  • Gaiole in Chianti: 0km - 0h 02m
  • Castagnoli : 5km - 0h 09m
  • Radda in Chianti: 8km - 0h 15m

Guest Reviews

Anonymous

October 8, 2026

We had an incredible stay at this villa! The property was spotlessly clean, amazingly well-kept, and the view was absolutely stunning. The bed was extremely comfortable, making it so easy to relax and unwind. On top of that, the host was super responsive and helpful throughout our stay. Highly recommend—we'd love to stay here again!

To Tuscany team comments for this review:

Thank you for your lovely 5-star review! We’re delighted you enjoyed the beautiful views, comfortable villa and helpful service from the host. We really appreciate your review and hope to welcome you back to Tuscany soon!