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ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Photo gallery for ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

A large stone house with a swimming pool and outdoor seating area, surrounded by hills and trees.
A spacious living room with a beige sofa, a wooden coffee table, and a vase of flowers. Large windows provide a view of the outdoors.
A wicker outdoor seating area with a stone wall backdrop and a scenic view of rolling hills.
A dining area with a table set for two, a chandelier, and a view of the countryside.
A large stone house with multiple rooms and a swimming pool, surrounded by forested hills.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Archaeological Museum of Chianti
11 bedrooms11+ bathroomsSleeps 23

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View map
Castellina in Chianti, Siena
  • Place, City Hall Castellina In Chianti
    ‪3 min walk‬
  • Place, Castellina Fortress
    ‪5 min walk‬
  • Place, Archaeological Museum of Chianti
    ‪5 min walk‬
  • Airport, Florence (FLR-Peretola)
    ‪65 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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings and birthday parties
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Absolutely no smoking inside villa.
To secure your booking, a 25% reservation deposit is required at time of booking. Balance is due 60 days prior to your arrival.
Cancellations made between date of booking, up to 60 days before arrival date carry a 25% penalty of accommodation cost.
Cancellations made less than 60 days before arrival carry a penalty of 100% of accommodation cost.

Important information

You need to know

Property Registration Number IT052005C2SZJXAFTJ
Property # 3808832
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Castellina in Chianti

Located in Castellina in Chianti, this villa is in a rural area and in the mountains. Chianti Sculpture Park and Archeodromo di Poggibonsi are cultural highlights, and some of the area's activities can be experienced at Mazzei Winery and Lilliano Estate Winery. Travelling with kids? Consider Chianti Observatory, or check out an event or a game at Gaiole in Chianti Stadium. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with horse riding, hiking and mountain biking.
Map
Castellina in Chianti, Siena

What's nearby

  • Montecalvario - 1 min walk - 0.0 km
  • City Hall Castellina In Chianti - 3 min walk - 0.3 km
  • Via delle Volte - 3 min walk - 0.3 km
  • Castellina Fortress - 5 min walk - 0.4 km
  • Archaeological Museum of Chianti - 5 min walk - 0.4 km

Getting around

  • Monteriggioni Badesse Station - 14 min drive
  • Peretola Airport (FLR) - 67 min drive

Restaurants

  • ‪Bar Pizzeria Italia - ‬2 min walk
  • ‪Cecchini Panini Truck - ‬13 min drive
  • ‪Antica Trattoria La Toppa - ‬16 min drive
  • ‪Bar Brancaia - ‬1 min walk
  • ‪La Perla Del Palazzo Ristorante - ‬11 min drive

Frequently asked questions

Does ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views?

As of 18 August 2026, prices found for a 1-night stay for 2 adults at ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views on 17 October 2026 start from NZ$26,817, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views pet-friendly?

No, pets are not allowed at this property.

How much is parking at ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views?

On-site parking is available at the property.

What time is check-in at ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views?

Check-in begins at 4:00 PM.

What time is check-out at ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views?

Checkout is at 10:00 AM.

Where is ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views located?

This family-friendly Castellina in Chianti villa is located in the mountains, within a 5-minute walk of City Hall Castellina In Chianti, Castellina Fortress and Archaeological Museum of Chianti. Walls of Monteriggioni is 1.7 mi (2.7 km) away.

About the host

Hosted by Kalen Properties

Host profile image
We are from Toronto, Ontario, Canada and have been travelling to Italy for vacation over the last 20 years. The first time we visited Tuscany, we instantly fell in love with the beautiful scenery, wine, food, and culture. In the summer of 2012 on our annual Tuscan vacation, a real estate agent showed us this farmhouse which is mentioned in written historical sources as early as 1077. With over 4 acres of private land and the most breathtaking views overlooking Siena and covered in vineyards, olive groves, and forestry, we 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 the owner renamed to “Isola Serena”, meaning “serene island” and after his wife.

Languages:

English, French, German, Italian

Premier Host

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