Isola Serena

Villa, Castellina in Chianti, Tuscany, Toscana (Tuscany), Italy
Size: 6 Bedroom , 6 Baths, 4500 sq. ft.
Beds: Sleeps 12, 6 King (can split to singles)

Welcome to our Vacation Rental!

Welcome to Isola Serena! Located in Castellina in Chianti in Tuscany, Italy, Isola Serena is a beautiful private luxury villa on 4 acres of land with the most breath-taking views in the Tuscan countryside. Covered in vineyards, olive groves, and captivating forestry, this brand new villa just finished restoration in June 2014. The villa was restored by local Italians of the highest standard to maintain the Tuscan culture, artisanal tradition, and craftsmanship, whilst complemented by modern furniture and amenities.

The main house is 4500 sq ft with 6 bedrooms and all ensuites, so there are 6.5 bathrooms and it can sleep up to 12 people. It includes a private large furnished terrace overlooking the countryside, a small private swimming pool, parking, barbeque area with gas and charcoal BBQ, full kitchen, dining and living room, library, free WIFI throughout property, satellite TV with 55" LED flat screen televisions and Blu-Ray players in the living room and master bedroom, Sony Playstation 3, surround sound stereo system with iPod connectivity, fireplace, laundry room in-house with washer/dryer, and all modern amenities. Please visit our Photo Gallery link to see pictures of our villa. CLICK RESERVE NOW to book with your credit card - safe, secure and fast reservations. 

Photos & Video


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Calculate Your Rate


All rates are listed in Canadian funds. Prices do not include taxes where applicable and are subject to change without notice. There is a 7 minimum night stay and all bookings can only be made from Saturday-Saturday.

Book now and reserve this beautiful Tuscan villa for you and your family/friends. Click "Reserve Now for Instant Booking" and follow the easy instructions. Booking is safe and secure.

For more information: 

Rates Calculation Minimum night stay requirements are based on your arrival season only.
Get a Price Estimate in Your Currency
Season Start Date End Date # of Nights Rate/nt Comments
2016 Low Season (Fall) Oct 1, 2016 Nov 5, 2016
7 +
2017 Mid Season Apr 29, 2017 May 26, 2017
7 +
2017 High Season May 27, 2017 Sep 1, 2017
7 +
2017 Mid Season Sep 2, 2017 Sep 30, 2017
7 +
2017 Low Season Oct 1, 2017 Nov 4, 2017
7 +

Payment Info

Policy Amount Required Due Date Payment Accepted
Reservation Deposit 25.00% of total Due at time of booking Online CreditCard via this website
Balance of Payment Full remainder 45 days prior to arrival
Damage Deposit $500.00 Charge separately before arrival.
Less than 45 days prior to arrival Full payment At time of booking

Property Description

A front foyer leading to a large open area with fully equipped kitchen, living room, dining room, and library all looking out into Tuscan countryside. Large furnished private terrace and small private swimming pool. 6 bedrooms and 6.5 bathrooms (all bedrooms with ensuite bathrooms and modern rain showers).

Sleeping Areas & Beds

Master Bedroom

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 2

Bedroom 2

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 2

Bedroom 3

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 2

Bedroom 4

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 2

Bedroom 5

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 2

Bedroom 6

Room Type Private Bedroom (Has a door & windows)
Sleeps 2
Beds 1 King (can split to singles)
Has Ensuite Bathroom Yes
Floor Level 1


Master Bedroom

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap

Bedroom 2

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap

Bedroom 3

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap

Bedroom 4

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap

Bedroom 5

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap

Bedroom 6

Is Ensuite Bathroom Yes
Includes Double Headed Shower, Hairdryer, Soap


Fully equipped kitchen with 2 Siemens fridge/freezers, 2 Franke ovens, Siemens dishwaser, Siemens range, microwave, and all modern amenities for the discerning chef.

Aluminum Foil Included
Blender Included
Coffee Maker Included
Cooking/Eating Utensils Included
Dishwasher Included
Espresso Maker American coffee machine and espresso machine
Fridge Included
Glassware Included
Kettle Included
Microwave Included
Oven Included
Stove Included
Toaster Included

Living Area

Spacious living area with modern furniture, fireplace, and 55" LED flatscreen TV connected to surround sound stereo system and Sony Playstation 3 with Blu-Ray player. Adjacent to the fully equipped kitchen. 1 game (FIFA 2014) available for the kids. 


Dining Area

Long wood dining table with 12 chairs overlooking the Tuscan countryside with breath-taking views.

Special Features

Brand new luxury villa that just completed restoration in June 2014. Breath-taking view of Tuscan countryside.


Private luxury villa with 2.5 floors, 6 bedrooms and 6.5 baths. Private large furnished terrace and small private swimming pool. Parking in front of house. Breath-taking views of Tuscan countryside from kitchen, dining room, library, terrace, and BBQ area.

Private Amenities

24 HR Emergency Maintenance Included
BBQ Gas and charcoal BBQ
Check-In Assistance Someone will be there to greet you and answer any questions at check in and check out
Complimentary Housekeeping Mid-week cleaning and full clean at check out
Deck Large furnished terrace overlooking Tuscan countryside
Dining Area Included
Dishwasher Included
DVD Library Included
DVD Player Blu-Ray player in living room and master bedroom
Fireplace Included
Hairdryer In all bathrooms
Internet Access - Wireless Internet Free WiFi throughout property
iPod or mp3 Connectivity Surround sound stereo system with iPod connectivity in living room
Iron and Ironing Board Included
Laundry Facilities Washer/dryer in home
Living Area Included
Parking - Free Private Parking Included
Patio Large furnished terrace overlooking Tuscan countryside
Pool - Free & On Site Small private swimming pool overlooking Tuscan countryside
Printer Wireless printer
Satellite TV Included
Stereo Surround sound stereo system with iPod connectivity
TV-Digital or HDTV Many Hi-Definition Channels. Living room and master bedroom have 55" LED HDTV flatscreen with surround sound stereo system and Blu-Ray player
Video Games 1 Video Game (FIFA 2014) with Sony Playstation 3
Yard - Private Included

Location & Map


Isola Serena is located in Castellina in Chianti, a town in the province of Siena and in the Italian region of Tuscany. It also lies in the heart of the famous Chianti Classico wine region and is surrounded by many popular vineyards. The villa is a 5 minute drive to town, and is 50km from Florence, 20km from Siena, and 250km from Rome. As the villa is located in its own oasis in the rural countryside, a car is highly recommended and considered essential. Cities Near By – Florence 50km, Siena 20km, San Gimignano 30km, Cortona 90km, Pisa 100km, Livorno 115km, Rome 250km. Local Towns Near By – Castellina in Chianti less than 5km, Radda in Chianti 15km, Greve in Chianti 25km 

Google Maps: Isola Serena, Podere Isola, 53011 Siena, Italy

Local Map


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For your privacy, security and convenience, we accept payment by Visa or Mastercard, entered through the secure on-line payment facility on this website.This property is reserved only when payment is made. All rates are non-negotiable. You will be contacted by the owner regarding your preference. (1) Double check my availability and rates. (2) Click Reserve Now! then click New Member. (Please fill in all the fields, especially your email address and phone number.) (3) Continue through the secure payment process, which takes only about one minute of your time.

Suitability & Eligibility Policies

Suitable For:
Adults - Min Age to Stay: 25 25 years.
Non-Smokers Only Absolutely no smoking inside villa.
Seniors We welcome seniors.
Young Adult Groups 17-24 With Accompanying Age-Eligible Adult(s) We welcome young adults age 17-24 only when accompanied by adults who meet our minimum age requirement.
Not Suitable For:
Graduation & Stag/Stagette Parties Absolutely no grad, stag or stagette parties allowed.
Pets No.
Subleased Tenants Subleasing to other tenants not permitted.
Travel Reseller Bookings - no Referral Fee offered We do not accept travel reseller bookings.
Wheelchairs Property cannot accommodate wheelchair use and wheelchair access.
Young Adult Only Groups 17-24 Young adult only groups age 17-24 are NOT permitted.

Reservation & Cancellation Policies

Arrival Days Must be weekly rentals with Saturday arrival to Saturday departure
Cancellations Made by Guests Cancellations made between date of booking, up to 65 days before arrival date carry a 25% penalty of accommodation cost. Cancellations made less than 65 days before arrival carry a penalty of 100% of accommodation cost.
Courtesy Hold Reservations Sorry, no courtesy holds
Delayed Arrivals Arrive anytime after 4:00pm
Delivery of Instructions and Access Information Emailed when balance of payment is received
Guest Account Termination The Owner or their Contact reserve the right to request permanent Guest account inactivation from this web sites technical administrators in the event of one or more of the following Guest actions: intentional property policy violation causing material damage or fines, Guest misrepresentation and/or fraud, intentionally defacing or damaging public or private property, breaking laws and bylaws, theft, public indecency, harassment, causing bodily or emotional harm & disturbing the peace after repetitive warnings. Guests will be notified by email of account termination. Guests may choose to appeal their account termination. Guests may be given the chance to reconcile with the Owner as a condition of preserving or reversing their account status. Account termination prevents the Guest from booking this or any other property that uses the same web site
Ineligible Guests Reservation Reversal The Owner or their Contact reserves the right to cancel reservations made by, and refuse business to: Guests who do not meet the policies published in this property's Policies Table at the time of booking and past Guests known to have : intentionally violated rental property policies, damaged and/or defaced rental properties through intentionally destructive and/or negligent behavior, engaged in theft, broken local bylaws and laws, committed fraud or who misrepresented themselves, and Guests who have caused bodily or emotional harm to any third parties. Reservations may be cancelled up to a maximum of 48 hours from the time the ineligible Guest made the booking. Guests will be issued a refund by personal cheque. Refunds will be adjusted for any payment processing expenses
Late Reservation Payments No refunds. We are not responsible for arrival delays.
Privacy The Owner, their booking Contact and this web sites technical administrators agree to not sell, refer, rent or divulge to any third parties the names or personal information of their Guests without prior written consent from the Guests, except under force of law, or for law enforcement purposes relating to policy and property violation. The Owner and their booking Contact also agree to not use Guest personal information for any reason other than its original intended purpose without written consent from the Guests. Guests agree to not sell, refer, rent or divulge to any third parties the names or personal information of the Owner or their booking Contact without prior written consent from the Owner and/or Contact, except under force of law or for law enforcement purposes. Guests also agree to not use Owner or Contact personal information for any reason other than its original intended purpose without written consent from the Owners and their Contact.

Guest Stay Policies

Check-In Time 4:00pm
Check-Out Time 10:00am
Complaints Concerning Property Report all property complaints or obvious damage caused by previous Guests to us immediately, by phone and by email as they become evident. Serious problems should be reported with supporting photographs. We will make our best efforts to rectify problems within 24 hours of notification. Failure to notify us of property-related problems while in the property and as they become evident, will forfeit any rights or claims against us regarding property condition after your departure.
Excessive Noise Please keep noise to a minimum. We would like to maintain the peace and serenity of beautiful Tuscany.
Garbage Removal Please take recycling, food and general garbage to designated areas. Information will be provided at check in.
Housekeeping Complimentary before, mid-week touch up, and after departure.
Liability Guest responsibility. Owner will not be held responsible for any accident or injury while in and around property for guest or guests of guests.
Locking Door Guests are required to securely lock all doors and entrances when they are not in the villa and upon departure.
Maintenance Emergencies Complete emergency contacts provided for booked guests. Refer to the villa welcome book for all emergency contact information.
Maximum Sleeping Capacity 12 people maximum (adults and children)
Policy Updates We reserve the right to make changes to our Policies
Property Damage The Security Deposit is 500 Euro or equivalent in your own currency, and is collected on your arrival and held by the owner for the duration of your stay. Should you or your party cause any damage at the property contact us right away so that we can agree on a reasonable settlement. Damage includes, but is not limited to: property damage; excessive cleaning charges; lost, broken, or missing property items; all charges related to security/police involvement regarding property's occupants behavior/actions while on the property.
Rental Accommodation Zoning
Terms of Eviction Guests will be evicted for smoking within the property, pets within the property, presence of more than 12 overnight guests, and/or property damage to property area. Forfeit of all deposits/payments will occur in the event of eviction.

Local Tips

About Us


Isola Serena was originally a farmhouse that was part of the castle property, Castello La Leccia, which is mentioned in written historical sources as early as 1077. Most of the Chianti area was seized to the dominion of the Ricasoli family around the mid 1400’s. In the 18th Century, the Castle modified part of its structure and started to take on the appearance of a villa. In 1920, the entire property was bought by Great Grandfather Giuliano Daddi and in July 1944, during the second world war, parts of the castle were bombed and partially destroyed. The farmhouse was left untouched until it was recently purchased by a Canadian investor in 2013.


In the summer of 2012, a Canadian businessman and entrepreneur was in Tuscany for vacation with his family and fiancée. They saw the farmhouse and instantly fell in love. With 4 acres of private land with the most breath-taking views overlooking Siena and covered in vineyards, olive groves, and forestry, they knew this was their dream home.  After embarking on a 1 year restoration project and hiring all local Italians to maintain the Tuscan culture, artisanal tradition, and craftsmanship, this beautiful luxury villa is truly an oasis of serenity and perfection.  


Vacation Rental Reviews by alluraDirect

Great place to celebrate and see Tuscany

Damian from Heathmont, Australia
Date: Sep-23-2016 for a stay in Sep 2016

Six Aussie couples traveled to Tuscany to celebrate my 60th Birthday and the venue lived up to all expectations: great location near Castellina in Chianti and the Tuscan countryside; close to Sienna and Florence; great balcony and great views. Easy to get to and central to many of Tuscany's great attractions.

Rooms are very comfortable and the villa was fully furnished -perfect for eating in or just relaxing. It had everything we needed for a great vacation. Natalia, the manager, provided prompt and professional service. Would recommend highly.

View Full Review

Like a dream

Peter from St. John's, Canada
Date: May-25-2016 for a stay in May 2016

The best vacation we've ever had. Now will become a yearly pilgrimage. Owners and manager are fantastic. Property, villa and area are breathtaking.

View Full Review
Vacation Rental Reviews by Flipkey

Total Serenity!

Andreas A from
Date: Oct-22-2015

You already know you are staying somewhere special on the approach ... It's straight out of a movie. Arrival was easy and well organized. A delicious bottle of wine from the neighboring winery was waiting for us. The views are breathtaking, truly. (no picture will ever do it justice) The surrounding area is great and we highly recommend visiting the local butcher for many local delicacies (porcini butter please). The villa is a brand new restoration of a old farm home. It's spacious, clean and has the right balance of modern amenities (perhaps, the best wifi in all of Europe). The pool was also very enjoyable after laying in the sun or a long hike through the neighboring vineyards. We will be back!


Wiskeylake from Canada
Date: Oct-17-2015

We have rented numerous villas and vacation properties over the years and with few exceptions, the actual property does not quite live up to the pictures and expectations. Villa Isola Serena exceeded all of our expectations. The views, the amenities, the craftsmanship are spectacular. We enjoyed preparing meals in the well-appointed kitchen, dining with the view through the window, enjoying coffee on the patio and excellent nights sleep in the comfortable bedrooms. The linens, dishes, cookware, appliances......all first class. Our only regret was we couldn't stay longer. Highly recommended.

Amazing Tuscan villa with stunning views!

JessicaKnutel from Toronto, Canada
Date: Oct-04-2015

Isola Serena is set in the picturesque Chianti hills conveniently located between Sienna and Florence. The villa itself is incredibly peaceful and relaxing, with a nice private pool and great views of the surrounding area. It is an amazing property to walk around and explore. The pictures just can’t do the view justice! Vineyard setting adds great character to beautifully restored buildings, with all the modern amenities you could ask for. Not only was there a large patio to enjoy a delicious glass of wine or two, but inside you had brand new kitchen appliances including a dish washer and stove, bathrooms had new showers with strong pressure and hot water, there was a large screen satellite TV and even wifi! Everything has been newly renovated and furnished to a high quality. There was plenty of equipment in the kitchen for cooking and entertaining. Be prepared for a bumpy drive down from the castle above to the villa, but that’s also what adds to the character. The local area is also great, with plenty of restaurants, vineyards and towns to visit. Castellina in Chianti is only a few minute drive away with its beautiful cobblestone streets, restaurants and small shops. Overall we would highly recommend this villa, especially if you're looking for elegant modern conveniences set in the beautiful Tuscan countryside.

Obsessed with this Tuscan Villa!

Kris2009 from New York City, New York
Date: Oct-01-2015

From the lush drive up to the villa, to the gorgeous entryway with rolling vineyards to one side and a rustic, stone shed on the other, this villa is absolutely breathtaking. The views from the back of the villa are incredible. You will go instagram crazy! LOCATION—Although the villa feels very private as it sits on 4 acres of land with a vineyard on one side, you are only 10-15 minutes from a little town in Chianti that has stone streets filled with cute shops, a grocery store, authentic Italian restaurants and even a cute hidden bakery where I bought a delicious fruit tart. THOUGHTFUL TOUCHES—The owners provide a comprehensive binder in multiple languages about the villa, things to do and information about trains and black cars to get you back to the airport. In addition, the owners had two bottles of wine from the next door vineyard waiting for us! The owners are absolutely kind, fabulous people who genuinely want to make sure you are happy during your stay. SIZE—Even though the villa is quite large (and is really well suited for large groups or throwing a fabulous party under the Tuscan sun), it doesn’t feel “lonely”—it has so much warmth! ROOMS—The rooms vary a bit in size and design, which give the villa a more authentic and eclectic feel. There is also a room with a twin size bed on a loft above it—this room seemed perfect for a couple travelling with a little one. AMENITIES—I was a bit nervous about the wifi but it worked perfectly! They have two TVs with satellite television. In addition, the library has books and movies in multiple languages. Outside they have a bbq. POOL/HOT TUB—The pool is actually a hot tub, but has the space and look of a pool. Although the pool wasn’t heating, the owners quickly called to have it repaired! BATHROOMS—The bathrooms are gorgeous and modern. They provide a hair dryer. But, what I really loved were the heated towel racks! KITCHEN—The kitchen has an amazing two-door fridge that looks like the cabinets (I was completely obsessed with it). It is fully stocked with pretty much anything you might need to create your own Italian meal! It has a fancy espresso machine, microwave, toaster etc. It even has a dishwasher! WASHER/DRYER—The house has a washer for you to do laundry, but you will need to hang dry your clothing as there is no dryer. BUGS—Tuscany has quite a few bugs, so I would recommend bringing bug spray and making sure you leave the screens on when you open the windows.

Beautiful villa, lovingly restored

Domenica G from Toronto, Canada
Date: Sep-29-2015

Charmingly Tuscan on the outside, clean and modern with all the amenities on the inside. The main living areas are spacious and beautifully furnished and decorated with a great kitchen. A huge plus is that each bedroom has it's own ensuite! The villa offers breathtaking views of the countryside. The large terrace was the perfect spot for our large group of friends to lounge, drink wine and chat late into the night. The owners were wonderful to work with, providing excellent recommendations to local restaurants and sights. This location is just perfect...smack dab in the middle of wine country and close to everything...a great base from which to explore the Chianti region and wineries. We all loved it!!

Chianti Country Paradise

dlacavera from Toronto, Canada
Date: Oct-13-2014

The perfect spot for a group of wine lover friends to use as a base for exploring Chianti country. The villa is exquisite - the beautiful and pristine quarters will please even the fussiest of guests. Located literally in the middle of a vineyard and within an hour or less of any restaurant or winery you will want to visit. Really want to go back every year...will never find one to match it!