iCastagni
luxe accommodation
& tailored travel in
the most beautiful part of
Tuscany
Our Concept
we are a small, luxury boutique inn with an exclusive-use policy
we take one group booking at a time
we design and conscientiously manage authentic, quality vacations to ensure you have a magical time in Tuscany
here for more detail
Tuscany
iCastagni is our extensively-elegant boutique inn, and your sanctuary, in the most beautiful part of Tuscany.
Visit us and enjoy the luxury of complete privacy.
iCastagni has a strict 'exclusive use' policy so you won't have to share the premises with guests you don't know. We delight in hosting one group at a time and keeping things special and exclusive for that group.
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We couple your stay with a carefully crafted itinerary, designed exclusively for you based on your wishes, interests, and desires.
Enjoy doing the things you want to do, not the things you don't.
We breathe hospitality, luxury, and dedication into every detail of your stay with us. Fluent in English and Italian, and based in this fabulous location year-round, we are able to combine our commitment to perfection with a deep and current knowledge of what the area offers. We know what's new, what's getting tired, what's still not been discovered and is too good to share, and of course what's been created to give visitors an inauthentic and overpriced experience and needs to be avoided.
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We employ a pre-emptive approach to all those tiny details which might cause a wrinkle and upset your program, so that you can breathe easy, relax and enjoy a magical vacation in one of the most beautiful places on earth​.
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We don't jump around online trying to capture new clients or seek reviews to boost our presence. If you've found us it's either word-of-mouth or destiny which has brought us your way.
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Whichever way you have found us, we look forward to meeting you.
The Property
becomes... your private sanctuary
iCastagni rests in the heart of the hilltop village of Montefollonico in the beautiful Tuscan countryside, perfectly located between the Tuscan jewels of Pienza and Montepulciano and within easy reach of Tuscany's must-see towns of Siena, Cortona, and Florence.
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our exclusive-use policy means we only ever accept one group booking at a time, so
yours will be the only group on property
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all the amenities, services, grounds, staff, and small pool will be devoted to you and your fellow travellers for the duration of your stay, providing you with the truly special experience of complete privacy
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-the property is fully air-conditioned-
the entire inn becomes yours for the duration of your stay
yours will be the only group on property
the services and infrastructure of a hotel ...but you just happen to know all the guests
Escape the ordinary with iCastagni luxe accommodation & tailored travel
accommodating individual groups up to
a maximum of sixteen people*
(*please ask if your group is larger)
our minimum stay is
four rooms for four nights​​​​​​​​​​
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Your booking comprises the entire boutique inn, its facilities, and its staff.
We cannot therefore rent individual rooms, or rent for less than four nights. Our minimum booking for 'TAILORED' itineraries is four rooms for four nights.
Our Services
WE LITERALLY NEVER FOLLOW THE CROWD
iCastagni provides authentic, quality vacations in
one of the most beautiful places on the planet​
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​​​We live in this pocket of paradise all year round and know it like a life-long friend. We know the places to visit and the ones to avoid and pride ourselves in bringing you the best the area has to offer in a genuine way, free from tourist traps and inauthentic experiences.
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Each booking consists of your accommodation at the property (see above) combined with a thoughtfully crafted parallel program to help you make the best use of your time and budget.
We delight in designing itineraries for people, like you, who want to experience the true essence of Tuscany and avoid the crowded pitfalls. We listen to your likes and dislikes, your areas of interest, and your 'must-do' wish-list, and then build an individual itinerary just for​
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​you can read about our boutique accommodation by scrolling back up, or click the button below now to start discussing your vacation.
Tuscany
you
Not quite what you are looking for? Read on.
Most of our clients come to us seeking our core offering, a luxurious private base and a perfectly tailored program for them and their family and/or friends.
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But we also have guests who want to combine their travel experience with the joy of meeting new people. If this better describes what you are looking for, you'll be pleased to know that we offer a number of vacations each year which are pre-designed by us. These are advertised here on our website as small group (usually a maximum of 12) itineraries. We call these ENCOUNTERS and you can book as many, or as few, of the places as you wish. Click the button below to learn more.
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Whichever approach suits you best, please contact us and...
Join us for theTrip of Your Lifetime
Your Tuscan Village
Your Tuscan Room
Your Tuscan Pool and View
i castagni translates as the chestnut trees
HOW DO I BOOK?
Click the button above and
begin your journey toTuscany ​
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​let our luxe boutique inn become...
your home​​
0ur expertise and local knowledge become...
your meticulously-planned itinerary​​
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our attention to detail and focus on perfection become...
your perfect Tuscan vacation​​
Itineraries designed by us are processed via a registered and legally compliant Italian tour operator.
We are open whenever you need us to be.
Please refer to our
contact form below
to discuss your dates.
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This page is updated regularly to reflect bookings.
2025
​​March
17-21 BOOKED
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April
27-30 BOOKED
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May
1-3 BOOKED
4-10 BOOKED
11-17 BOOKED
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June
1-8 BOOKED
14-20 ENCOUNTER VACATION: MY OLD TUSCANY HOME
22-28 BOOKED
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July
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August
12-29 ON HOLD
31 August ENCOUNTER VACATION: THE REAL TUSCANY begins
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September
1-6 THE REAL TUSCANY continues
7-13 BOOKED
21-27 BOOKED
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October
26-31 BOOKED
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November
1 November BOOKED
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2026
​​March
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April
​19-30 BOOKED
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May​​
1-2 BOOKED
31 ON HOLD
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June
1-13 ON HOLD​​​
14-20 BOOKED
​​​​​20-30 ON HOLD
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July​
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August​
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September
12 - ON HOLD
13-17 BOOKED
18-20 ON HOLD
20-30 BOOKED​​
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October
1-3 BOOKED
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November
2026/27
THINKING ABOUT VISITING IN 2026, 2027 OR BEYOND? CLICK THE BUTTON BELOW.
We know what it's like, a great location, a dream vacation but you
want to see a room first?
We believe that a really comfortable bedroom, with well-thought-through details,
is a vacation essential.
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All our rooms showcase the beauty and character of an old Tuscan building but they are totally up to date in all other areas. Muted colours and a careful blend of antique and modern furnishings create elegant rooms which are luxuriously comfortable and perfect for unwinding in. Beds are big and comfortable, bathrooms have powerful showers (some have tubs too). All toiletries are organic. The property is fully air-conditioned and there are also mosquito nets at windows if you prefer the cooling valley breeze. There is heating and a roaring log fire in winter.
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We have things to make your stay easier; USB plug-in points for your IT, powerful hairdryers with long cables, and universal plugs so that you don't have to pack your adapters.
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We don't have things which annoy you, such as piles of scatter cushions and
lamps you can't reach when you are in bed.
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We have a small team of staff whose sole focus will be you and your group.
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Please see below for a closer look at one of our rooms
Ground floor bedrooms have direct access to the gardens, terraces, and pool.
All our bathrooms have powerful showers and top quality modern fittings.
And one last thing ...
A big thank you to those guests who have paid us the kindest of compliments by returning each year, and to all those who have told their friends and families about us. Word-of-mouth recommendations are the best feedback we can hope for and rewards us with the type of publicity money and algorithms can never hope to generate.
A huge thank you, too, to those of you who have entrusted us with landmark lifetime events, such as weddings and milestone birthdays, or who have invited us into their working lives by asking us to host their corporate retreats. We are proud and touched to have been asked to arrange these for you, and delighted to have been part of them.
A GUIDE TO COSTS
Costs are always fully inclusive of program content AND your accommodation at iCastagni.
Our pre-designed vacations always clearly state the price and what is included.
The cost of programs designed by us especially for you, using your ideas and requests, are carefully discussed with you prior to going firm on program content. Our pre-designed vacations will help give you guidance on the costs you can expect to pay. The cost of your package will of course include your exclusive-use accommodation at iCastagni.
Our costs are accurate and appropriate. Our satisfaction comes from your contentment, providing you with a first-class experience, and welcoming you back the following year, not from looking at our end-of-year spreadsheets.
Check in: from 1500 hours
Check out: it is yours to enjoy until 1100 hours on the morning of your departure
We know that every moment of your vacation counts and we always offer flexibility on timings when possible
REVIEW
We had been talking about visiting Europe, in particular Tuscany, for years but we knew we would only do it once and we wanted to make it perfect . When we learned about iCastagni and their programs we knew we had found the ideal route. The team at iCastagni were wonderful from beginning to end. From the moment we were greeted at the airport, to the moment we waved goodbye, we received top-level hospitality. Our itinerary was well-designed and, essentially for us, well-paced. We did so many wonderful things but still felt as though we had relaxed and let go of our busy lives. So many wonderful memories and we would dearly love to do it again. Thank you iCastagni. We loved every minute.
want a taste of Tuscany without leaving your own home?
EXPERIENCE THE EXCELLENCE OF ITALIAN WINE VIA OUR SMALL WINE CLUB
The Wine Allocation
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OUR SMALL SELECTION OF WINES COVERS A RANGE OF PRICE POINTS BUT ALL HAVE BEEN CHOSEN FOR THEIR EXCEPTIONAL TASTE.
NURTURED WITH UNWAVERING COMMITMENT BY PRODUCERS WHO ARE KNOWN TO US, THESE WINES ARE THE ONES THAT STAND OUT FROM THE REST.
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PLEASE CLICK BELOW IF YOU ARE INTERESTED IN LEARNING MORE AND BECOMING A MEMBER.
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please contact us with any and all questions
by scrolling to the CONTACT FORM below, or email us at: