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Villa Montosca

Description

The area of Chianti and its surroundings is a captivating place where the true beauty of Tuscany blends perfectly with the stunning environment. Attracting views of the Tuscan countryside are seen through walking over beautiful hills covered by vineyards. Dotted medieval towns and ancient ruins take you into the historical fabric imprinted on this land.

Feel a real taste of Tuscany through interactive wine tasting sessions, where local wineries present their unique brands, and get a chance to enjoy famous tastes of this region’s cuisine. The state of peacefulness can be found among olive groves or thick forests that make it perfect for slow picnics and calm walks allowing you to dissolve in nature.

Villa Montosca is situated right in the middle of all this ideal picture as an exclusive oasis affording a full plunge into timeless attraction inherent in Tuscany. It offers one a blend between adventure and relaxation that becomes unforgettable journey into the deep core of Italy’s most beloved areas.

LIVING SPACES

Walk into a house that feels collected, not curated—where color, pattern, and texture play together in a way that’s both bold and beautifully balanced. The estate unfolds across three private residences: the main villa, an adjacent guest house with its own entrance, and an independent annex—ideal for groups who want togetherness with breathing room.

Each space offers its own finely furnished living and dining areas, styled with distinctive pieces and thoughtful details, plus modern, practical kitchens designed for effortless days at home. The designer-owner’s signature is everywhere: a deep respect for the property’s farmhouse soul, elevated by contemporary finishes and a level of taste that feels quietly confident.

OUTDOOR FEATURES

Set within six acres of lawns and fragrant gardens, the villa sits above the valleys with open, cinematic views in every direction. A generous outdoor lounge invites long, lazy afternoons—plenty of seating, plenty of shade, and the kind of panorama that makes you pause mid-conversation.

There’s also a dedicated al fresco dining area for lingering meals and relaxed barbecues under the open sky. The pool is the showpiece: a 5m x 9m private swimming pool positioned for maximum impact, with sweeping 180-degree viewsover the Tuscan landscape. In the distance, medieval villages dot the hills like something from an old painting—timeless, and unmistakably Tuscany.

AMENITIES

Central A/C and heating, Wi-Fi; 55” TV with cable, stereo system, dishwasher; Nespresso coffee machine, ice-maker, washer and dryer, hairdryers, safe, mosquito nets, fireplace, private swimming pool (5m x 9m), gas BBQ, private entrance, security system, private parking for up to 2 cars.

SPECIAL CHARACTERISTICS

This is a villa made for privacy and shared moments—where your group can settle into the rhythm of the countryside, yet still be within easy reach of Tuscany’s icons. Colle Val d’Elsa, Siena, Volterra, San Gimignano, and Monteriggioni are all within about an hour’s drive, perfect for day trips that end back at your own quiet hilltop retreat.

One of the most charming details: a half-mile uphill walk along a scenic dirt road leads to a beautifully preserved medieval village. Start the morning with espresso and fresh pastries, and linger over a friendly chat at a small café—an everyday ritual that feels like a secret. Prefer something easier? The village is also just a few minutes by car, so everyone can enjoy it at their own pace.

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Read More What are the Best Places to Stay in Tuscany?

Availability

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February 2026
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past
today
booked
Rates
Price per night: From USD $ 2,400
Security deposit: $ 2,500
Period
Price per night
Price per night (7d+)
Price per night (30d+)
Minimum nights of booking
Price in weekends
Booking starts only on
Booking starts/ends only on
From 26-01-06 To 26-03-27
$ 2,400
-
-
7
$ 2,400
All
All
From 26-03-28 To 26-04-10
$ 3,650
-
-
7
$ 3,650
All
All
From 26-04-11 To 26-05-29
$ 3,050
-
-
7
$ 3,050
All
All
From 26-05-30 To 26-09-25
$ 3,650
-
-
7
$ 3,650
Saturday
Saturday
From 26-09-26 To 26-10-23
$ 3,050
-
-
5
$ 3,050
All
All
From 26-10-24 To 26-12-18
$ 2,450
-
-
5
$ 2,450
All
All
Period
From 26-01-06 To 26-03-27
Price per night
$ 2,400
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
7
Price in weekends
$ 2,400
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-03-28 To 26-04-10
Price per night
$ 3,650
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
7
Price in weekends
$ 3,650
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-04-11 To 26-05-29
Price per night
$ 3,050
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
7
Price in weekends
$ 3,050
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-05-30 To 26-09-25
Price per night
$ 3,650
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
7
Price in weekends
$ 3,650
Booking starts only on
Saturday
Booking starts/ends only on
Saturday
Period
From 26-09-26 To 26-10-23
Price per night
$ 3,050
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
5
Price in weekends
$ 3,050
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-10-24 To 26-12-18
Price per night
$ 2,450
Price per night (7d+)
-
Price per night (30d+)
-
Minimum nights of booking
5
Price in weekends
$ 2,450
Booking starts only on
All
Booking starts/ends only on
All
Property Address
Address: Exact location information is provided after a booking is confirmed.
City:
Country: Italy
Features
Property ID: 181379
Rooms: 0
Bedrooms: 10
Bathrooms: 10
Bedrooms/Baths Description: Main Villa (10 guests) First floor King Bedroom (bed size 170 cm x 200 cm) with ensuite bathroom with shower King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with tub and hand-held shower Second floor: King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower Semi-attached Guest House (6 guests) Ground floor Twin/King Bedroom (bed size 90 cm x 200 cm each, convertible on request) with ensuite bathroom with shower King Bedroom (bed size 180 cm x 200) with ensuite bathroom with tub and wall mounted shower First floor King Bedroom (bed size 180cm x 200 cm) with ensuite bathroom with tub and separate shower Independent Annex (4 guests) Ground floor King Bedroom (bed size 180 cm x 200 cm) with ensuite bathroom with shower First floor Twin/King Bedroom (bed size 90 cm x 200 cm each, convertible on request) with private bathroom with shower All bedrooms have air conditioning and safe, all bathrooms are provided with hair dryers and toiletries.
Check-in hour: 4 Pm
Check-Out hour: 10 Am
Services Included: Utilities, electricity up to 500 kWh, water, gas, air conditioning, and final cleaning Daily Continental breakfast Daily housekeeping service (5 hr/day – excl Sun) Wi-Fi internet access (up to 20 Mega down 90 Mega Mid-week bed and bath linen, and pool towel change Full gardening and pool cleaning service Crib and highchair, on request
Optional services: Electricity – over 500 kWh Heating to be paid on consumption Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff Food and beverages
Outdoor facilities: Nestled within 6 acres of lush surroundings, with sprawling lawns and scented gardens, the estate is immersed in panoramic views of the valleys. The expansive outdoor lounge area, a sanctuary designed for relaxation amidst the breathtaking scenery, offers ample seating arrangements to unwind and savor the panoramic views. Additionally, a thoughtfully placed outdoor dining table invites you to indulge in al fresco dining experiences and memorable barbecues under the open sky. The meticulously curated pool area, where every detail has been crafted for guests’ enjoyment, boasts a refreshing swimming pool with sweeping 180-degree panoramas with quaint Medieval villages dotted throughout which add a touch of timeless charm to the scene.
Policy: no smoking
Getting There: Nearest Airport: Florence Peretola 1 h 11 min Nearest serviced area: 7 min Nearest major city: Siena 50 min Driving time estimated by Google Maps The medieval town of Siena is built across several hills and valleys; that's why you will find yourself walking up and down through its historical center. The lack of car traffic makes Siena a wonderful place to stroll, especially with kids! Despite sometimes being packed with tourists, the city always has a quiet and easygoing feel.
Features and Amenities
Other Features
Air Conditioner
Alfresco Dining
Breakfast Included
Essentials
Family/Kid Friendly
Free Parking on Premises
Fully-equipped kitchen with breakfast bar
Gas grill
Hairdryer
Heating
Ice maker
Indoor Fireplace
Internet
Maid Service
Non Smoking
Outdoor Furniture
Pool
Safe
Satellite television
Sun beds
Surround Sound
Toiletries
TV
Washer and Dryer
Wireless Internet
Villa Policy
Smoking Allowed
Pets Allowed
Party Allowed
Children Allowed
From USD $ 2,400 per night
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From USD $ 2,400 per night