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

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December 2024
January 2025

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Exterior
Fridge, microwave, oven, stovetop
Outdoor pool
Property grounds
11 bedrooms, desk, iron/ironing board, travel cot

Reviews

10 out of 10

Exceptional

Entire home

11 bedrooms12 bathroomsSleeps 23529.5 sq m

Popular amenities

  • Parking available
  • Gym
  • Breakfast available
  • Washer
  • Air conditioning

Explore the area

Map
Castellina in Chianti, Siena
  • Casa Vinicola Luigi Cecchi
    1 min walk
  • Made in Chianti
    1 min walk
  • Monteriggioni Badesse Station
    14 min drive
  • Florence (FLR-Peretola)
    67 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
During your stay at this villa, you're just a quick walk from Casa Vinicola Luigi Cecchi. Features include an outdoor pool, a gym, and breakfast (surcharge). Enjoy your stay with amenities like free WiFi and a private pool in the villa.
  • Air-conditioned villa with private pool, kitchen, and washing machine
  • Free WiFi
  • Breakfast is offered for a fee
  • Take a swim in the outdoor pool
  • Services include a concierge, limo or town car service, and babysitting
  • Onsite recreation includes a gym and a playground
  • Steps from Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti
This villa offers its guests an outdoor pool and a fitness center. A library, a terrace, and barbecue grills are also featured at the family-friendly villa. The villa can provide concierge services and limo/town car service.

This Castellina in Chianti villa is smoke free.

Property manager

Kalen Properties

Languages

English, French, German, Italian

Property amenities

Beach

  • Beach sunloungers
  • Beach towels

Pool/Spa

  • Private pool
  • Outdoor pool
  • Massages

Internet

  • Free WiFi

Parking and transport

  • On-site parking
  • Limo/town car service
  • Car required

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Spices
  • Kitchen island
  • Ice maker
  • Electric kettle

Dining

  • Breakfast available for a fee
  • Dining table

Bedrooms

  • 11 bedrooms
  • Bed sheets provided

Bathrooms

  • 11.5 bathrooms
  • Shower
  • Towels provided
  • Bidet
  • Toilet paper
  • Hairdryer
  • Soap
  • Shampoo

Living spaces

  • Fireplace
  • Living room
  • Dining room
  • Library

Entertainment

  • Smart TV with cable/satellite service
  • Video games
  • DVD player
  • Books
  • Music library
  • Video library
  • Games
  • Stereo

Outdoor areas

  • Balcony
  • Terrace
  • Barbecue
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine and dryer
  • Near a laundromat

Work spaces

  • Computer monitor
  • Printer
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Absolutely no smoking inside villa.

Services and conveniences

  • Concierge services
  • Limited housekeeping
  • Chef
  • Iron/ironing board

Location highlights

  • In the mountains
  • In a rural location
  • Near a hospital
  • Near outlet shopping
  • In a village

Things to do

  • Fitness centre
  • Fitness facilities nearby
  • Hunting nearby
  • Horse riding nearby
  • Swimming nearby
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Hiking nearby
  • Cycling nearby
  • Winery tours nearby
  • Mountain climbing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • First aid kit

General

  • Composting
  • Recycling
  • Comprehensive food waste policy
  • Comprehensive recycling policy
  • Locally owned and organised tours and activities
  • Unit size: 5700 sq ft (529.5 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number IT052005C2SZJXAFTJ

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • Onsite cash transactions can't exceed CAD 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.

Property is also known as

Isola Serena New Private Luxury Chianti Pool Stunning Views
Isola Serena New Private Luxury Chianti Pool Stunning Views

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

Reviews

10

Exceptional

Rating 10 - Excellent. 55 out of 55 reviews" "
Rating 8 - Good. 0 out of 55 reviews" "
Rating 6 - Okay. 0 out of 55 reviews" "
Rating 4 - Poor. 0 out of 55 reviews" "
Rating 2 - Terrible. 0 out of 55 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Kenneth M.

Liked: Cleanliness
NA
A+
Stayed 7 nights in Oct 2024

10/10 Excellent

Roberto R.

Liked: Cleanliness
Simply a dream come true
We were a group of 23, ranging from 18-70. We used Isola Serena as our base to take day trips to Florence, Pisa, Lucca, Siena and the location is perfect. The Villa is simply a dream come true. Everything you can read about it is far from what you will experience. The rooms, the kitchen, the pools, and the insane terrace view is one we will never forget. Then the attention from the online booking from the Kalen Property team to the onsite personal attention with Rafaella who was always on top of everything made this perfect. Don’t hunk about it.. book this beautiful Villa and enjoy a Tuscan life! You will remember it forever.. I know we will. Grazie!
Stayed 7 nights in Jul 2024

10/10 Excellent

James A.

Liked: Cleanliness
Fantastic Week at Villa Isola Serena
We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to come back, maybe in the fall when the grapes have been picked and the tourists have all left for home. Bravo!
Stayed 7 nights in May 2024

10/10 Excellent

John S., Christchurch

Liked: Cleanliness
Fabulous in Chianti
Great villa - perfect for large family stay
Stayed 7 nights in May 2024

10/10 Excellent

Jaclene F.

Liked: Cleanliness
Absolute PARADISE!!!
We cannot recommend this villa highly enough!! There are no words to fully describe the beauty of Isola Serena. The main villa & new guesthouses, along with the outdoor spaces, were so thoughtfully and beautifully restored - the property was both luxurious and authentic to Tuscan style. It was easily the most beautiful place we have ever had the opportunity to stay, with views that almost seemed like they couldn't be real! The hosts, Serena and Peter, were so kind and communicative before & during our stay. They provided an extensive list of recommendations - each one we visited was excellent! We especially loved our private dinners @ home with Chefs Andrea & Paola. Raffaella, the property manager, was so kind and showed us around the villa at check in. Both Raffaella and Serena were quickly available for any questions we had throughout our stay. Castellina was a perfect location - we loved driving into town each morning and visiting many of the local restaurants and wineries (which were spectacular). It was also a central location to adventure out to Firenze, Montalcino, and Montepulciano (all within about 1 hour or less). Even in April, we loved lounging by the infinity pool - it was straight out of a magazine! Sunsets were completely picturesque from the upper patio. Every night, we used the smaller pool which was perfectly heated to serve as a hot tub. Thank you SO much, Serena, Peter & Raffaella - you made Castellina feel like home, and we can't wait to return!!
Stayed 7 nights in Apr 2024

10/10 Excellent

Ivan L.

Liked: Cleanliness
An unforgettable experience.
Our stay at Isola Serena was an unforgettable experience! The villa was very clean and the private gym and infinity pool are fantastic perks, especially after a day of sightseeing to nearby towns, cities, and vineyards, all of which were in great proximity to the villa. The property is perfect for large groups of families or friends, as every bedroom has an ensuite bathroom and there is 1 main house and 2 guesthouses, so everyone could still have some privacy while still being together. It is also very kid-friendly as the villa has a children's playground and sandbox, so the kids kept themselves busy as well as spent time in the large infinity pool and small plunge pool. The owners were excellent and made booking very easy as they answered all of our questions, gave us many great recommendations, and their onsite local property manager, Raffaella, was great and very attentive, showed us around the entire property, and continuously checked in on us throughout the week. Highly recommended Isola Serena for those seeking a luxurious yet cozy retreat with the full Tuscan experience! We will definitely be back again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Zhuowen Y.

Liked: Cleanliness
Amazing Stay
Isola Serena is just a dream come true for anyone seeking a slice of Italian paradise! We were blown away by the panoramic view of the Tuscan countryside – the pictures just don’t do it justice! We stayed in the guest house, Casa Oliviero, and it has one of the best views overlooking the beautiful large infinity pool and vineyards. The other guesthouse, Casa Matteo, was furnished with Italian style windows and doors that also made it super charming. We spent most of our time relaxing at the villa and the infinity pool was perfect for lounging and soaking up the sun. Our group also loved the location of the villa and how convenient it was to pick up groceries and supplies at the local town, Castellina in Chianti, which has everything that you need, including a great grocery store, restaurants, cafes, shops, gelato, and wine tasting. It was a week we'll never forget, and we can’t wait to be back again with a drink in our hands watching the sunset behind the rolling Tuscan hills every night!
Stayed 7 nights in Mar 2024

10/10 Excellent

Robert C.

Liked: Cleanliness
Beautiful villa
The pictures do not do the villa justice. The views from the villa’s terrace, infinity pool deck and splurge pool patio are all amazing…looking over the Tuscan countryside. Spectacular sunsets too. The interior is nicely decorated and perfect for our group of 9 adults. Each bedroom has its own ensuite and all are spacious. The house manager Natalia is very responsive - even to an urgent maintenance issue. We will definitely be back!
Stayed 7 nights in Sep 2023

10/10 Excellent

Matthew J.

Liked: Cleanliness
Wonderful Week
Better than the pictures. A fantastic view, and the location suited our family group very well.
Stayed 7 nights in May 2023

10/10 Excellent

B H.

Liked: Cleanliness
Isola Serena
Great villa. Stunning window and outdoor patio hilltop views of Tuscan countryside. Minor issue with heat that property manager alleviated. Definitely hope to return.
Stayed 7 nights in Apr 2023

10/10 Excellent

Mark K.

Liked: Cleanliness
My take
Loved the view, loved the pool, loved the whole stay.
Stayed 7 nights in Oct 2022

10/10 Excellent

Dave M.

Liked: Cleanliness
Best week ever!
We stayed at Isola Serena for my 50th birthday trip/celebration. There were 3 couples and 3 single women in our group. The property was even more beautiful in person than the beautiful photos you see on the listing. It’s indescribably gorgeous. We loved that every bedroom was en suite. The kitchen was well appointed. Matteo and Natalia provided anything we needed and facilitated a smooth check-in and out process. The Sonos system was awesome! We would play music by the pool and different music in the kitchen. We hired Chef Matisse for 2 dinners. We would defined recommend him. The hikes around the property were a perfect way for us to work off the pasta and wine. The pool was also wonderful for laps or hanging out. The views are unbelievable. The location is perfectly central for visiting all of the adorable and historic towns around Chianti. The beds were comfortable and we woke up every morning rested and ready for a new day of exploring the region. The patio was also a wonderful spot to hang out. We had a few dinners outside, as well. This was literally one of the best weeks of my life and Isola Serena was a key part of it. I cannot wait to go back. I am in love with Italy and in love with this property. Thank you for sharing it with us.
Stayed 7 nights in Sep 2022

10/10 Excellent

Rita S.

Liked: Cleanliness
Spectacular views
Fantastic private location lends to day trips to various towns and wineries. The villa is amazing-ample space for dining and relaxing. Breathtaking views both day and night. Sunsets are stunning. Carefree stay was facilitated by the property manager. We felt like we were home.
Stayed 7 nights in Sep 2022

10/10 Excellent

Kristin H.

Liked: Cleanliness
Beautiful retreat in heart of Tuscany
What a truly amazing experience! The house, with its views and central location made for an unforgettable stay in Tuscany. The house has everything you need and the new pool is stunning. The property manager, Natalia is extremely attentive and helpful throughout the stay. We cannot wait to book our next trip to Chianti! Grazie Mille Isola Serena!
Stayed 7 nights in Aug 2022

10/10 Excellent

Jessica P., USA

Liked: Cleanliness
Large home with beautiful views
Our group had a wonderful stay at Isola Serena. The views are amazing and the house is well stocked with everything needed. The pools are lovely and kids enjoyed swimming. We can’t say enough good things about the house manager, Natalia. She helped us many times with dinner reservations, recommendations and made sure we knew to get groceries as things are closed sundays. She is one of the best managers we’ve encountered in our travels! We highly recommend this house for a big group.
Stayed 7 nights in Aug 2022

10/10 Excellent

Alex L.

Liked: Cleanliness
THE Best Family Vacation!
Our stay at Isola Serena was hands down the best family vacation we’ve ever had! The villa is simply perfect- from the incredible views surrounding the property, to the gorgeous infinity pool, to the herb and tomato garden, to relaxing in the heated plunge pool - everything was a dream. The kitchen was fully stocked with everything you need- and the local grocery store is a short drive away! So many fantastic restaurants nearby to try. Going out for day trips to nearby towns was also straightforward. Coming back to relax and lounge by the pool was the perfect way to end the day! There’s something special about Isola Serena - you simply feel happy and calm once you step foot onto the property. Kudos to Natalia the property manager being so responsive, professional and helpful. For an extra special meal and experience, we highly recommend a private dinner and pasta making class with Paola. Thank you Isola Serena for being the perfect paradise escape for our entire family to enjoy!
Stayed 9 nights in Jul 2022

10/10 Excellent

Geoffrey C.

Liked: Cleanliness
What a Way to Relax!
Isola Serena is a hidden gem between Florence and Siena and many other beautiful Tuscan towns and wineries in between. The Villa is very private and immaculate in every respect - lots of space, modern, yet with an old Tuscan farm-like appeal. And the views? Absolutely amazing. Personally, I would look no further if you want a true Tuscany Villa adventure all your own.
Stayed 7 nights in Jun 2022

10/10 Excellent

Rick A., Palm Springs

Liked: Cleanliness
Tuscany Divine
What a glorious time we had at this property. We were 5 couples vacationing together and wanted to stay at an upscale property to establish as our home base. Our expectations were exceeded. All of the bedrooms were very comfortable and set up as king beds and all had their own private bath. The kitchen facilities were first rate and the outdoor areas were exquisite. Beautiful scenic views from all directions. There was plenty of room for 10 people so that we can have our private space when needed. The property manager was excellent and made sure all of our needs were met. We hired a private chef for 3 days (recommended by the property management company) and his meals were outstanding and he and his staff had superb customer service skills. Finally, the extra luxury that we were not expecting was a new 20 yard long infinity pool on the property. This was such a benefit for us because 4 individuals in the group swim laps as part of their regular exercise routine and this pool was long enough to give you a good workout. The other 6 individuals were hikers and the property is surrounded by beautiful walking trails for everyone to enjoy. The villa is located in a great location close enough to do day trips (if you have a car) to many beautiful cities (Monteriggiano, San Gimignano, Florence, Volterra, etc.) in the area. If you are thinking of vactioning in Tuscany this is the place to be. If we travel back to the area we will definitely stay here again.
Stayed 7 nights in May 2022

10/10 Excellent

Kurankye S.

Liked: Cleanliness
Isola Serena Review
The villa property is more stunning than the pictures indicates. Ensuite bathrooms in every bedroom makes for a great spot with larger groups. The short drive to the centre of Castellina in Chianti and other surrounding Tuscany towns was great. We can't say enough about the pool. Wow! The property manager Natalia was very responsive and was quite helpful in securing drivers and restaurants reservations. We'll be back! Ciao!
Stayed 7 nights in May 2022

10/10 Excellent

Jesica S.

Liked: Cleanliness
Absolutely Incredible.
We had a dream getaway at Isola Serena. From the moment we arrived, we were blown away but the uniquely Italian character and breathtaking Tuscany views, with modern amenities for that extra level of comfort. Each of the six large bedrooms has its own ensuite washroom so no fighting over who gets which room, they’re all great! The kitchen is spacious for cooking large family meals and has a dishwasher to help with quick clean up. Or not into cooking on vacation, the hosts helped organize our own personal chef - what a treat! The large patio and pool looks out on the classic Tuscan view of endless rolling hills of vineyards and olive groves and the large patio table is perfect spot to enjoy a feast with family and friends - everyone will fit! It’s also less then a 10 minute drive into town to pickup fresh food from the market and visit the local shops. From there your in central Tuscany so it’s a quick drive to explore the unique neighbouring towns or go into Siena or even Florence where you can stop in at places like The Mall for some great designer shopping. I can’t say enough about how much our family enjoyed our stay other then, we can’t wait to be back! So many more hidden gems to explore. Thank you Serena and Peter for making our stay one to remember.
Stayed 1 night in Apr 2022

10/10 Excellent

Jessica P.

Liked: Cleanliness
DREAM VACATION - Paradise in the heart of Chinati
My stay with my family at Isola Serena, was nothing short of incredible. Our time there was a dream, that will continue to return to us forever. The Hosts Serena and Peter, as well as the Property Manager are lovely people. They were extremely helpful in assisting me with organizing my stay. Everything from getting to and from the villa, chefs, wine tours, activities etc. The villa itself was extremely clean, and welcoming. It truly felt like home. The pictures really do not do this property justice. The views from the terrace and the pool are absolutely breathtaking. So magnificent, that we often felt there was no need to leave the property. However, if we felt like getting out. Castellina in Chianti, is a short 10 minute drive from the villa. This allowed for easy and frequent day trips to markets and gelato for the kids. Everyone had their own space, with large bedrooms and ensuites, it felt like a mini hotel of our own. I can not wait to return! Until Next time! Ciao!
Stayed 2 nights in Apr 2022

10/10 Excellent

Ashley M.

Liked: Cleanliness
Amazing Stay and Experience at Isola Serena!!
This was a trip we soon won't forget and we will 100% be back to visit. We <3 Isola Serena!!
Stayed 2 nights in Apr 2022

10/10 Excellent

Tom T., New Jersey, USA

Liked: Cleanliness
Isola Serena is everything you are looking for.
I was looking for the perfect villa for a memorable vacation with my grown family (8 adults). Isola Serena checked all of the boxes for me. Centrally located in Castellina di Chianti, a great (not too) little town offering great views, restaurants, wine and some shopping. Castellina is the perfect launching point for regional day trips through central Tuscany as we easily traveled to Florence (north), Siena (south), San Gimingnano (west), Montepulciano (SE), and several other quaint smaller towns and wineries in between. The villa is beautiful, everything as advertised, so much space and privacy for everyone - bedrooms/modern bathrooms/appliances/internet, etc. - again, as advertised and more. The villa has extreme privacy, located at the end of a long, winding dirt road, in the middle of an olive grove and vineyard - just beautiful. For hikers - there is a hiking trail that starts along the driveway road (marked) and ends approx 2 miles later at the villa - perfect for a morning hike. The villa back patio is large with stunning views over the valley, comfortable patio furniture, and is conducive for family togetherness. The patio also has a covered area with a large table for meals and just hanging out for drinking the local wine. The local wine - try them ALL. In restaurants - the house wine is terrific! The check-in and check-out process with Natalia was so easy. She was so accommodating to answer all questions pre-trip and during our stay - easy communication thru What's App. This was a trip of a lifetime.
Stayed 7 nights in Oct 2019

10/10 Excellent

Ann V.

Liked: Cleanliness
Exceptional Villa for Business Group
As CEO of a boutique professional services firm, I rented this villa for my leadership team and their spouses. It was ideal with 6 bedrooms all with ensuite bathrooms. Every detail was covered flawlessly.
Stayed 7 nights in Sep 2019

10/10 Excellent

Jennifer B.

Liked: Cleanliness
Amazing Villa
Villa is amazing, love the patio area with stellar views and multiple seating areas for a large group. Pool is down below the main patio area so the view isn't quite as spectacular (but still nice obviously). The kitchen is large and has multiple coffee making devices including an espresso machine which was nice. The bedrooms all have their own private bathroom making it ideal for multiple couples. The location is private and isolated making it a great place if you just want to relax at the Villa. This being said if you want to explore the area note that the Villa is a few miles down an unpaved windy road. It does add an extra 5-10 minutes on to a trip and isn't ideal if you want to imbibe in a few glasses of wine and then head home. The view and the villa itself make it worth the drive.
Stayed 7 nights in Sep 2019