Chianti, Tuscany
2 Kings/2 Twins
8 Queen
1 Single
8 En-suite
1 Shared
Children Welcome
Turnover Day is Saturday
view photos

In the heart of Tuscany, between Siena and Florence is the charming Villa Chiara in Chianti, Tuscany. Sitting atop its own hillside and surrounded by gardens and olive groves, it offers travelers a rare chance to live in their own private estate surrounded by world-class amenities.

With many of its original charms, the entire property offers up twenty guests a unique opportunity. Not only do the visitors of this villa enjoy the onsite features, but they have full use of the spa on the premises too. The villa itself features two buildings, a main villa and an annex nearby. Just steps from one another, they share the lovely gardens, views and outdoor features.

There is a large, oval infinity edge pool in the midst of the property. With a waterfall feature, several lounge and seating areas and a whirlpool tub, it will quickly become a favorite gathering spot at all hours. The stone terrace is also fitted with many lounging areas, including al fresco dining spots, hammocks and more.

Inside of the villa, the main building features three separate kitchens that each open to the gardens and grounds. The entrance hall is a shared space that includes a large sitting area and baby grand piano. The open floor plan of the living room allows it to spill over into the dining room. Upstairs is another shared sitting room with fireplace, and on the lower level is the spa with Jacuzzi, massage bed, and fitness rooms.

The Villa Chiara is an ideal choice for the large group of discerning travelers looking to experience the real Tuscany while remaining close to some of the region's best cities and towns.


The Weekly Rate Includes:  Electricity, water and final cleaning.  Midweek housekeeping (4hrs) including change of towels, use of spa from 9am - 7pm Monday - Saturday.  WiFi access, private parking and pool and garden maintenence.

Food, beverage and provisioning fee not included.  A/C, heating, additional housekeeping, breakfast service, arrival welcome buffet dinner, cook service, personal laundry and telephone charges are all additional and paid for locally in Euro.  Please ask your villa specialist for quotes on these services.

Main house:

Bedroom 1: Ground floor bedroom with a queen-size bed, pool view, separate entrance and en-suite bathroom with tub, shower, vanity and wc. 2 guests maximum.

Bedroom 2: First floor bedroom with a queen-size bed, mezzanine floor accessible through a staircase, hosting 2 extra single beds and en-suite bathroom with shower, vanity and wc. 4 guests maximum.

Bedroom 3: First floor bedroom with a queen-size bed, spacious terrac, countryside view and en-suite bathroom with shower, vanity and wc. 2 guests maximum.

Bedroom 4: First floor bedroom with a queen-size bed and en-suite bathroom with Jacuzzi bathtub, vanity and wc. 2 guests maximum.

Bedroom 5 - 7: First floor bedroom with a queen-size bed and en-suite bathroom with shower, vanity and wc. 2 guests maximum.

Bedroom 8: First floor bedroom with 2 twin beds (can be made up as king-size bed) and en-suite bathroom with shower, vanity and wc. 2 guests maximum.


Bedroom 9: Bedroom with a queen-size bed. En-suite bathroom with shower, tub, vanity and wc shared with bedroom 10. 2 guests maximum. 

Bedroom 10: Bedroom with 2 twin beds. En-suite bathroom with shower, tub, vanity and wc shared with bedroom 9. 2 guests maximum. 

All bedrooms are provided with air conditioning, safe, Satellite TV, telephone, internet access and window screens.

Interior Access Bedrooms: 10

  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Assigned Parking
  • Bed and Bath Linens
  • CD Player
  • Children Welcome
  • Dishwasher
  • DVD Player
  • Fireplace
  • Fitness Room - Private
  • Hair Dryer
  • Hammock
  • Heating
  • Interior Bedrooms
  • Jacuzzi/Whirlpool
  • Microwave
  • Patio/Terrace
  • Phone
  • Piano
  • Safe
  • Sauna
  • Spa
  • Sunbed
  • TV - Satellite
  • Washer
  • WiFi
  • Gardener
  • Housekeeper(s)
  • Pool Person
  • Property Manager on Call
Housekeeping: Maid service 1 time per week
  • Outdoor
  • Private
  • Damage Deposit: 500 Euro to be collected with the final payment.
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • All extra charges to be paid at end of stay in local currency.
  • Rates set in Euros. Prices in other currencies my fluctuate.
  • Turnaround day: Saturday
  • VAT taxes included in rates.
  • Villa orientation
  • Check In: Check-in window is usually 4pm to 7pm
  • Check Out: check-out is by 10am. Client is advised to CALL the keyholder from the airport to give an ETA and set an appointment for check-in.
  • Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
  • Cancellation Policy: All payments are nonrefundable.
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
What offerings are included with the concierge service? click to open
Our concierge is a complimentary service to our guests. An exceptional benefit. The concierge will assist with your arrival and departure logistics and offer a host of additional services. Services may vary per destination but typically include the following benefits:
  • Transfers
  • VIP Services
  • Chef Services
  • Spa Services
  • Activity and Excursion booking
  • Rental cars
  • Provisioning
Please do not hesitate with any special requests. Our team is here to ensure you dream vacation becomes a grand reality.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Policies section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.

Isle Blue provides the most in-depth expertise and insight for vacation home rentals and vacation planning. For further helpful tips, answers and recommendations please visit our extensive Knowledge center that hosts articles and answers on general as well as destination specific topics.

2019 Jun 1 to Jun 22 June 1, 2019 - June 22, 2019 (7 night minimum) 10 $1,849.81 $12,948.67
2019 Jun 22 to Aug 24 June 22, 2019 - August 24, 2019 (7 night minimum) 10 $2,353.79 $16,476.53
2019 Aug 24 to Sep 21 August 24, 2019 - September 21, 2019 (7 night minimum) 10 $1,849.81 $12,948.67
2019 Sep 21 to Dec 21 September 21, 2019 - December 21, 2019 (7 night minimum) 10 $1,344.70 $9,412.90
2019 Dec 21 to 2020 Jan 4 December 21, 2019 - January 4, 2020 (1 night minimum) 10 $1,849.81 $12,948.67
2019 Jun 1 to Jun 22 June 1, 2019 - June 22, 2019 (7 night minimum)
Bedrooms: 10
Daily: $1,849.81
Weekly: $12,948.67
2019 Jun 22 to Aug 24 June 22, 2019 - August 24, 2019 (7 night minimum)
Bedrooms: 10
Daily: $2,353.79
Weekly: $16,476.53
2019 Aug 24 to Sep 21 August 24, 2019 - September 21, 2019 (7 night minimum)
Bedrooms: 10
Daily: $1,849.81
Weekly: $12,948.67
2019 Sep 21 to Dec 21 September 21, 2019 - December 21, 2019 (7 night minimum)
Bedrooms: 10
Daily: $1,344.70
Weekly: $9,412.90
2019 Dec 21 to 2020 Jan 4 December 21, 2019 - January 4, 2020 (1 night minimum)
Bedrooms: 10
Daily: $1,849.81
Weekly: $12,948.67

Note: The rates above are subject to 0% Tax/Service Charge.
Payments accepted in US Dollars, Euros, British Pound, Canadian Dollars, Swiss Franc, Fijian Dollars, Thai Baht, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.

STARTING AT $1,344.70/Nt
Please try again or contact us for possible waiver at
or [email protected]
Your Estimate:
(Estimate does not include applicable promotions.)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.


Due to villa's privacy policy, the nearest town is presented on the map




"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
Marc W.
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