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Sassolaia, Gaiole in Chianti - Siena and Chianti

2 bedrooms 2 bathrooms 4 guests Private Pool 5 - Superb - Superb 5

Sassolaia is a Chianti holiday home in a dreamlike secluded location, surrounded by olive groves and vineyards with sweeping panoramic views of the Chianti Classico hills. This single-storey villa with its well-tended garden offers complete peace and is ideal for a family or two couples wanting to enjoy the authentic Tuscan countryside.

The house is located in the heart of Chianti Classico with easy access to renowned wineries and historic castles. The famous Castello di Ama, known for its collection of contemporary art, is just a few kilometres away. The charming towns of Radda and Gaiole are only 10 to 15 minutes away by car and offer great restaurants, small shops, and a supermarket. The picturesque village of Lecchi, home to the excellent Ristorante Malborghetto, is just 2.5 kilometres away. Siena, Florence, San Gimignano, and Arezzo are all ideal for day trips.

Sassolaia is peacefully located in the Tuscan hills, offering rural seclusion while still being well connected. The traditional stone façade gives the house its Tuscan character. A large covered terrace is perfect for outdoor meals and relaxed barbecues. The manicured garden with lawn and a beautiful pool invites you to unwind and enjoy the views.

The house is all on one level and has a practical layout, making it comfortable and easy to live in.
Inside, the combination of Tuscan country style, exposed wooden beams, and a warm, welcoming interior creates an immediate sense of home.

Ground Floor

Lounge-Diner

Dining table with 4 chairs, sofa, armchair, TV.

Kitchen
Fully equipped kitchen, gas hob with 4 rings, dining table with 4 chairs, air-conditioning.

Bedroom 1
Double bed (cannot be converted into twin beds), 2 bedside tables, wardrobe, chest of drawers, air-conditioning, door to the Garden.

En-suite Bathroom
Shower, sink, WC.

Bedroom 2
Pair of twin beds (can be converted into a double bed if requested when booking), wardrobe, chest of drawers, air-conditioning.

En-suite Bathroom
Shower, bidet, sink, WC.

Private Pool:
Length: 9 metres
Width: 3.5 metres
Depth: 1.5 metres
Entrance: Roman steps
Opening times: May to September
Fenced: On Request
Furnished: Sunloungers and parasols
Cleansed: Chlorine
Distance from villa: 6 metres

The pool at Sassolaia has an optional safety fence which can be set up on request.


Facilities

Dog Friendly
Washing Machine
Air-conditioning
Internet
Pool towels
Infant bed/chair
Carbon Monoxide Detector
Smoke Detector
Fire Extinguisher
Terrace
Barbecue
Lounge
TV
Kitchen
Dishes/Utensils
Espresso maker
Filter coffee maker
Oven
Stove top
Microwave
Fridge/ Freezer
Dishwasher
Bed linen and towels
Hairdryer
Mosquito screens
No smoking
Fenced property

Villa rates

  • 2025
  • 2026
Date range
7 night price
27 Sep - 08 Nov 2025
$1917.00
08 Nov - 20 Dec 2025
$1917.00
20 Dec - 27 Dec 2025
$2228.00
Date range
7 night price
27 Dec - 03 Jan 2026
$2228.00
03 Jan - 21 Mar 2026
$1917.00
21 Mar - 16 May 2026
$1917.00
16 May - 20 Jun 2026
$2228.00
20 Jun - 22 Aug 2026
$2970.00
22 Aug - 26 Sep 2026
$2228.00
26 Sep - 07 Nov 2026
$1917.00
07 Nov - 19 Dec 2026
$1917.00
19 Dec - 02 Jan 2027
$2228.00

Local charges

Tourist tax: 2,00 € per person, per night for the first 7 nights, some exemptions apply.

Dog up to 30kg: stay for free

Charged based on usage: Heating Villa, Air Conditioning

Arrival guide

Meet and greet
Arrival time is 17:00 - 19:00. Departure time is before 10:00. 

Approach road: Unpaved, even

Parking: Private, onsite parking - 2 spaces

National ID Code: IT052013C2JQWL8RP4


Layout (80 sqm)

Ground floor
Lounge
Kitchen
Bathroom
Bathroom
Bedroom
Bedroom
Dining Room

Villa location

The nearest airports:
  • Airport Florence: 69km - 1h 10m
  • Airport Pisa: 115km - 1h 46m
  • Airport Perugia: 127km - 1h 35m
The nearest local amenities:
  • Lecchi in Chianti: 3km - 0h 04m
  • San Sano: 5km - 0h 09m
  • Radda in Chianti: 6km - 0h 10m
The towns of Radda in Chianti and Lecchi in Chianti are 6km and 3km away from the villa respectively. Here you’ll find a bank, a pharmacy and a supermarket for all your essential needs, as well as a variety of fine restaurants.

Guest reviews: Sassolaia

4,9/5 Score from 19 reviews - Superb (19 Client reviews)
Anonymous
September 2025
Group of friends
Port Moody, Canada Port Moody, Canada
Guest villa score
5/5
Sassolaia is a lovely old farmhouse in the middle of an olive grove. The area is quiet and the house is just off the main road. We were warmly greeted by Laura and she was available on WhatsApp for any questions on anything to do with the property and our stay. Within a kilometre is a vineyard and Radda is a 6 minute drive away for groceries. We were very happy with our stay and would recommend it for 2 couples or a family of 4.
To Tuscany team comments for this review:
Thank you so much for your kind words and lovely review! We're delighted to hear that you enjoyed your stay at Sassolaia and appreciated the peaceful setting among the olive trees. It was a pleasure hosting you, and we're glad Laura could be of help during your visit. We completely agree being close to both a vineyard and charming Radda makes the location extra special. We hope to welcome you back in the future!

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Any duration

Duration (weeks)

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


7 nights from
$1917.00 to $2970.00

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