Chianti, Tuscany
2 King
8 Single
6 En-suite
Children Welcome
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Set in the very heart of Tuscany, and resting in the middle of its own 12-acre estate is the charming Villa Leonardo, Chianti, Tuscany. It is located in the Chianti region, and surrounded by idyllic scenery comprised of vineyards, lavender fields, rows of cypresses and the famous Tuscan hills. The property itself was once a working farm and the house and grounds have been stunningly restored to provide an authentic experience for visitors.

The exterior of the villa lets you know that you can anticipate the visual delights of the classic villa design once you step inside. There are the traditional terra cotta floors, the high wooden beamed ceilings, the arched doors, and the endless light. You reach the villa via a private drive where you find the lovely gardens and grounds. Tucked into the grounds is the swimming pool. This is set within a small orchard and surrounded by classic terraces.

You can spend days exploring the shaded or sunny lounge areas, al fresco dining spots, and the amazing views that include a castle as well as the olive and walnut groves. The exterior terraces provide access to many of the inside spaces. The shared living spaces include a full-sized dining room, a large living room with working fireplace, and a library equipped to work as an office. The full, eat-in kitchen is sure to become a favorite gathering place with its rugged table and professional quality equipment.

The six bedrooms are divided between the ground and upper floors. The master bedroom is on the upper floor and is a king suite with large en suite bath. There is also another king bedroom and two twin bedrooms on this floor, all with private baths. The lower level has two additional twin bedrooms with private baths.

Whether you are traveling with friends or family, the beauty and peace of the lovely Villa Leonardo will ensure you have an unforgettable Tuscan holiday.


The Weekly Rate Includes:  Electricity, heating, water, final cleaning, WiFi access, garden and pool maintenance one a week.

Food,beverage and provisioning fee not included. Housekeeping service, breakfast cleaning service( table cleaning and dishwashing), cook service and telephone charges are all additional costs and are paid for locally in Euro.  Please ask your villa specialist for quotes on these charges.

The bedrooms are attractively furnished, some with four-poster beds, and combine charm and tradition with contemporary comfort. Enjoy beautiful views of the surrounding countryside from all six of the bedrooms, each graciously decorated with old mirror frames and antique lamps.

Bedroom 1: Ground floor bedroom with two single beds and private adjacent bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 2: Ground floor bedroom with two single beds, access to gardens and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 3: First floor master bedroom with a king-size bed and en-suite bathroom with bathtub, shower, double vanity and WC. 2 guests maximum.

Bedroom 4: First floor bedroom with a king-size bed and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 5: First floor bedroom with two single beds and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 6: First floor bedroom with two single beds and en-suite bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum.

A/C and window screens in all first floor bedrooms.  Hairdryers in 3 bathrooms.

Interior Access Bedrooms: 6

  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Bed and Bath Linens
  • Children Welcome
  • Computer
  • Dryer
  • Fireplace
  • Gated Property
  • Hair Dryer
  • Heating
  • Library
  • Office
  • Patio/Terrace
  • Phone
  • Sound System
  • TV - Satellite
  • Washer
  • WiFi
  • Gardener
  • Pool Person
  • Property Manager on Call
Housekeeping: End of stay cleaning
  • Damage Deposit: 2000 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.
  • 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.
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 Jan 5 to Apr 20 January 5, 2019 - April 20, 2019 (7 night minimum) 6 $737.89 $5,165.23
2019 Apr 20 to Jun 22 April 20, 2019 - June 22, 2019 (7 night minimum) 6 $1,061.07 $7,427.49
2019 Jun 22 to Aug 31 June 22, 2019 - August 31, 2019 (7 night minimum) 6 $1,198.93 $8,392.51
2019 Aug 31 to Sep 28 August 31, 2019 - September 28, 2019 (7 night minimum) 6 $1,061.07 $7,427.49
2019 Sep 28 to Dec 14 September 28, 2019 - December 14, 2019 (7 night minimum) 6 $737.89 $5,165.23
2019 Dec 14 to 2020 Jan 4 December 14, 2019 - January 4, 2020 (7 night minimum) 6 $1,061.07 $7,427.49
2019 Jan 5 to Apr 20 January 5, 2019 - April 20, 2019 (7 night minimum)
Bedrooms: 6
Daily: $737.89
Weekly: $5,165.23
2019 Apr 20 to Jun 22 April 20, 2019 - June 22, 2019 (7 night minimum)
Bedrooms: 6
Daily: $1,061.07
Weekly: $7,427.49
2019 Jun 22 to Aug 31 June 22, 2019 - August 31, 2019 (7 night minimum)
Bedrooms: 6
Daily: $1,198.93
Weekly: $8,392.51
2019 Aug 31 to Sep 28 August 31, 2019 - September 28, 2019 (7 night minimum)
Bedrooms: 6
Daily: $1,061.07
Weekly: $7,427.49
2019 Sep 28 to Dec 14 September 28, 2019 - December 14, 2019 (7 night minimum)
Bedrooms: 6
Daily: $737.89
Weekly: $5,165.23
2019 Dec 14 to 2020 Jan 4 December 14, 2019 - January 4, 2020 (7 night minimum)
Bedrooms: 6
Daily: $1,061.07
Weekly: $7,427.49

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 $737.89/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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