Entire home
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Family-friendly villa with fitness centre and outdoor pool
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Reviews
10 out of 10
Exceptional
11 bedrooms11+ bathroomsSleeps 23529.5 sq m
Popular amenities
Explore the area

Castellina in Chianti, Siena
- Place, Casa Vinicola Luigi Cecchi1 min walk
- Place, City Hall Castellina In Chianti3 min walk
- Place, Archaeological Museum of Chianti5 min walk
- Airport, Florence (FLR-Peretola)52 min drive
Rooms & beds
11 bedrooms (sleeps 23)
Bedroom 1 - Main House, 2nd Floor, Master
1 King Bed
Bedroom 2 - Main House, 2nd Floor
1 King Bed
Bedroom 3 - Main House, 2nd Floor
1 King Bed
Bedroom 4 - Main House, 2nd Floor
1 King Bed
Bedroom 5 - Main House, 2nd Floor, with balcony and extra twin bed
1 King Bed and 1 Single Bed
Bedroom 6 - Main House, Main Floor
1 King Bed
Bedroom 7 - Guesthouse 1, bedroom with kitchenette
1 King Bed
Bedroom 8 - Guesthouse 1
1 King Bed
Bedroom 9 - Guesthouse 2, guesthouse with 2 bedrooms and kitchen
1 King Bed
Bedroom 10 - Guesthouse 2, guesthouse with 2 bedrooms and kitchen
1 King Bed
Library - Main House, Main Floor with pullout sofa (king bed)
1 King Bed
11 bathrooms, 1 half bathroom
Bathroom 1 - Main House, 2nd Floor, Master ensuite
Towels provided · Bathtub · Bidet · Toilet · Shower only · Hair dryer
Bathroom 2 - Main House, 2nd Floor, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 3 - Main House, 2nd Floor, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 4 - Main House, 2nd Floor, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 5 - Main House, 2nd Floor, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 6 - Main House, Main Floor, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 7 - Guesthouse 1, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 8 - Guesthouse 1, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 9 - Guesthouse 2, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 10 - Guesthouse 2, ensuite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 11 - Main Floor, Powder Room
Soap · Towels provided · Toilet
Bathroom 12 - Infinity Pool
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Located in Castellina in Chianti in Tuscany, Italy, 'Isola Serena' is a beautiful private luxury villa on 4 acres of land with the most breathtaking views in the Tuscan countryside. Overlooking Siena and covered in vineyards, olive groves, and captivating forestry, this brand new villa just finished restoration in June 2014 and recently expanded in 2023 to include 2 additional guesthouses. The property now has a total of 10 bedrooms and can sleep up to 23 people, making this one of the biggest villas in Chianti and a self-contained private resort. 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 contemporary amenities.
Some of the finest quality local materials that were used include hand-made terra cotta floors, Italian marble and travertine for the terraces and bathrooms, chestnut windows and doors, and walnut for the kitchen and library.
The main house is 440 sq metres (4500 sq ft) with 6 bedrooms and all ensuite bathrooms and a library which can be used as a proper bedroom. It includes a large terrace overlooking the countryside, a beautiful brand new large 66 x 13 ft private infinity pool, a small plunge pool, multiple barbeque areas, a newly built children's playground with enclosed sandbox onsite, a gym, full kitchen, dining room, library, free WIFI, satellite TV, and all modern amenities that are perfect for cooking, entertaining, and relaxing.
In 2023, we recently expanded the property to also include 2 additional beautiful private guesthouses (each guesthouse is 600 sq ft) with each guesthouse having two bedrooms with ensuite bathrooms. 1 guesthouse has one bedroom with an ensuite bathroom and kitchenette, and adjacent to it, there is a second separated bedroom with an ensuite bathroom. The 2nd guesthouse is a private house with two bedrooms that each have ensuite bathrooms, a kitchen, and a TV area.
Some of the finest quality local materials that were used include hand-made terra cotta floors, Italian marble and travertine for the terraces and bathrooms, chestnut windows and doors, and walnut for the kitchen and library.
The main house is 440 sq metres (4500 sq ft) with 6 bedrooms and all ensuite bathrooms and a library which can be used as a proper bedroom. It includes a large terrace overlooking the countryside, a beautiful brand new large 66 x 13 ft private infinity pool, a small plunge pool, multiple barbeque areas, a newly built children's playground with enclosed sandbox onsite, a gym, full kitchen, dining room, library, free WIFI, satellite TV, and all modern amenities that are perfect for cooking, entertaining, and relaxing.
In 2023, we recently expanded the property to also include 2 additional beautiful private guesthouses (each guesthouse is 600 sq ft) with each guesthouse having two bedrooms with ensuite bathrooms. 1 guesthouse has one bedroom with an ensuite bathroom and kitchenette, and adjacent to it, there is a second separated bedroom with an ensuite bathroom. The 2nd guesthouse is a private house with two bedrooms that each have ensuite bathrooms, a kitchen, and a TV area.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings and birthday parties
Pets
No pets allowed
Smoking
Smoking is not permitted
Absolutely no smoking inside villa.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 25
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a first aid kit
Property Registration Number IT052005C2SZJXAFTJ
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is required for transport to and from this property
About the area
Castellina in Chianti
Located in Castellina in Chianti, this villa is in a rural area and in the mountains. Castellina Fortress and Walls of Monteriggioni are local landmarks, and some of the area's activities can be experienced at Casa Vinicola Luigi Cecchi and Mazzei Winery. Travelling with kids? Consider Chianti Observatory, or check out an event or a game at Gaiole in Chianti Stadium. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with mountain climbing, cycling and horse riding nearby.

Castellina in Chianti, Siena
What's nearby
- Casa Vinicola Luigi Cecchi - 1 min walk - 0.0 km
- City Hall Castellina In Chianti - 3 min walk - 0.3 km
- Archaeological Museum of Chianti - 5 min walk - 0.4 km
- Castellina Fortress - 5 min walk - 0.4 km
- Buondonno Winery - 14 min drive - 10.3 km
Getting around
Restaurants
- Riserva di Fizzano Hotel Castellina in Chianti - 11 min drive
- Bar Brancaia - 1 min walk
- Ristorante Albergaccio di Castellina - 4 min walk
- Il Cantuccio - 4 min walk
- Lo sdrucciolo - 11 min drive
Frequently asked questions
About the host
Hosted by Kalen Properties
I am from Toronto, Ontario, Canada and have been traveling to Italy for many years for vacation ever since I was on exchange in Germany for a semester 20+ years ago. The first time I visited Tuscany, I instantly fell in love with the beautiful scenery, wine, food, and culture. In the summer of 2012 when I went on my annual Tuscan vacation with my fiancee, a real estate agent showed me this farmhouse which is mentioned in written historical sources as early as 1077. With over 4 acres of private land and the most breath-taking views overlooking Siena and covered in vineyards, olive groves, and forestry, my fiancee and I knew this was our 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. The official name of the farmhouse is Podere Isola, meaning “island farm”, which I renamed to “Isola Serena”, meaning “serene island” and after my fiancée.
Languages:
English, French, German, Italian
Premier Host
They consistently provide great experiences for their guests
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