Please let us know your needs and requirements and a member of our experienced sales or concierge team will get back to you immediately.
Max. occupancy 10 persons
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Weekly prices
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- Cook included
- Maid included
- Air-conditioned bedrooms
- Internet connection
- Private pool
- Tennis court
Overview
Photos
Photo Gallery
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Description
Description
Accommodation
Accommodation
Map
Map
La Piazza a sleepy hill top village boasts the nearest restaurant and shop within walking distance, 400 meters/yards. The fortifications and covered walkway of Castellina-in-Chianti, 14km/9 miles, bear witness to its many long years at the centre of battles between Florence, 40 minutes, and Siena, 20 minutes; today its primary preoccupations are wine and olive oil. Castellina is situated in the southern part of the Chianti Classico wine-producing region, just off the Chiantigiana road. Hundreds of stone villages as Panzano, Radda and Greve in Chianti, about 15 minutes’ drive away, are sprinkled among these impossibly picturesque hills, many with wonderful restaurants and wine bars tucked into their narrow streets. Florence to the north, to the west San Gimignano and to the south Siena, all about 45 minutes’ drive.
Getting There
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Airports nearby:
Airports: Florence, under 1 hour; Pisa, 1 hour 30 minutes.
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By Car:
Motorway exit at San Donato, 20 minutes’ drive along paved roads to the property’s gated entrance. The last 150 meters to reach the parking is unpaved and in gravel with a steep incline. Parking for five cars.
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Prices and availability
Prices & Live availability
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Check in 4-7pm. Check out by 10am.
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Booked
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AVAILABILITY AND PRICES ON DEMAND
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Booked
Available
Check in 4-7pm. Check out by 10am.
NB. are available for parties of different sizes and priced accordingly - select your option above. For smaller parties, the unoccupied rooms or guesthouses simply remain empty or are closed and you will always have exclusive use of the villa and pool.
What's included and not included in your rental charge
Your rental might include some Staff & Services. Our free Concierge can help add-on any extras you require:
Included
- Weekly rent.
- Services included (1).
- Credit card service charges.
- Hot and cold tap water.
- Garden and swimming pool maintenance.
- VAT
- TN&M Concierge Service
- 24/7 Emergency Service
- A weekly cleaning and change of bed linen on Saturdays (2).
- A weekly change of bath towels on Saturdays (2).
- A weekly change of swimming towels on Saturdays (2).
Not included
- Telephone (outgoing phone calls).
- Flights and car rental.
- Travel insurance.
- Transfers to/from airports.
- Extra services available on request.
- Use of swimming pool out of season.
- Tourist tax.
- Central Heating
Facilities and utilities
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(1) Please note that, when included in the price, maid service does not include laundry service. If you require any laundry services please advise us prior to your arrival at the villa, payable locally in Euros.
Reviews
Reviews
These are collected from the feedback forms we send to all our clients.
Wow! What a wonderful way to celebrate our wedding with family. Paolo and Alina you both made the week at Montesassi so special! Pamela and Michael
21-Oct-2024
Thank you so much Paolo and Alina for being such amazing host and company! Your cooking skill are unrivalled. I will be dreaming of your pesto pasta dish for years to come! What a fabulous week it has been, and a true privilege to spend this time at your fantastic villa with friends and family. 😊 Grazie mille! Sam&Cam from New Zealand
21-Oct-2024
Lovely stay, beautiful house and location. Paolo and Lina are wonderful. Great food, excellent actually. Would come back in a heart beat!
05-Oct-2024
Dear Paolo and Alina, thank you for making our stay here such a great experience! We enjoyed every minute of it! The food, the Villa, the pool and everything!
14-Sep-2024
Paolo and Alina, thank you so much for making our holiday such a wonderful experience. Your love of this place shows so much and the food has been impeccable, we have enjoyed every course! We will miss you both, take care!!
31-Aug-2024
Dear Paulo and Alina, thank you for making our 50th wedding anniversary a very special family vacation and a very special memory. You made us feel very comfortable and happy. The food was prepared and served with great care. The Villa and the grounds were spectacular. Grazie mille!
24-Aug-2024
We loved the home, the garden, the pool, the beautiful food and the excellent service and care from Paulo and Alina. We will miss this superb place. Thank you Paulo and Alina, superb hospitality in a wonderful Villa. Chianti is a very special place. See you next time. Williamson and friends
27-Jul-2024
A very beautiful and special place to celebrate a 60th birthday, and also find some time to relax and unwind made possible by the excellent hospitality of Paulo and Alina, who went above and beyond for us, particularly with the cooking and food, everything was superb!
27-Jul-2024
Loved celebrating our 50th year of our anniversary with family. Loved the amazing food and hospitality of Paulo. Loved all the food and the Villa was awesome! Fell in love with Tuscany!
Thank you so much!
20-Jul-2024
This was an unforgettable week and I wish I could relive again and again! Thank you so much to Alina and Paulo for taking such great care of us and this property- Grazie mille!! Kaithlin and Christopher
13-Jul-2024
Grazie mille Paulo and Alina! You've made our time here so memorable and special. From teaching us Italian phrases, showing us Michael Angelo's house and making sure I was always fed, thank you. This is a dreamy estate and Paulo and Alina just made it that much more special! Samantha
13-Jul-2024
Montesassi is a magical hidden gem in Chianti. The garden, Villa and location were one picture postcard after another. Paulo and Alina made our visit that much more wonderful with their amazing food, kindness and hospitality. Thank you Paulo and Alina for all that you did to make our vacation a trip of a lifetime! We hope to return soon!
13-Jul-2024
Fantastic place to relax and be looked after. Very beautiful week spent in the sunshine, by the pool, playing tennis and lots of family time and delicious wine! Ciao for now! Aleisha, Kieran, Brittany, Hanson, James
29-Jun-2024
What a special place to celebrate Gina's 60th birthday and our 30th wedding anniversary with our family from NZ. Paulo and Alina have spoiled us with great food, attentive service and some wonderful stories. They are an absolute credit to Montesassi. Thank you very much!
29-Jun-2024
What an amazing vacation we had! You were a huge and delightful reason why Thank you for being one of the best part of my dream vacation! What and absolute blessing!
22-Jun-2024
We all had a wonderful time! Thank you for the hospitality! Paulo and Alina were the jewels! Douglas and Sue
22-Jun-2024
We had a fabulous vacation! Montesassi is an exquisitely picturesque setting and the house is marvellous. We enjoyed the central location of the Villa to all of the nearby sites (Siena, Firenze, San Gimignano). Paulo and Alina were excellent hosts, but the most exceptional was Paulo's food! Every meal was amazing! We have been very spoiled this week. Tuscany has won our hearts!! The Tompkins and Hakala Families
15-Jun-2024
Bella Villa Montesassi! We are reluctant to leave this very special place. It has been such a special week gathering with family. Paolo and Alina spoiled us with their delicious food and very kind hospitality. The villa is so lovely and the gardens are so gorgeous. We will remember lazy afternoons by the pool after many tours and fun tennis matches. We all loved the delicious food and wouldn't change a thing! Thank you so much!
01-Jun-2024
Thank you so much for a spectacular week in the Tuscan countryside! The home is so comfortable and beautiful. By far, the best part of the week was the care and delicious food prepared by Paulo and Alina. We were spoiled and are so appreciative. Thank you!
25-May-2024
Such a beautiful Villa! Stunning countryside and views, a gorgeous home, made all the better by the amazing Paulo and Alina who made the most delicious food and made us feel so welcome and at home! We've had a great time here grazie mille!! Barty
18-May-2024
What a quintessential Tuscan countryside experience! The views, the cute little garden's cats, the location was just perfect! Cherry on top was Paulo and Lina's hospitality! Best food I've ever had!!
18-May-2024
This was a family trip of Canadians and Australians, all meeting in Tuscany together at Montesassi. Thank you Paulo and Lina for making it a WONDERFUL stay. Your warmth and good food made us feel at home in this unbelievably beautiful place. We will remember long tennis games, rainy afternoons under the covered patio playing card games, getting lost in the nooks, the birds, wildflowers, olive trees, and our long dinners around that grand dining room table with laughter and wine. We will treasure this week. Thank you! With love!
27-Apr-2024
Thank you so much for everything Paolo + Alena you guys are amazing – loved all the meals and your warm hospitality!!
09-Sep-2023
I thought when I booked this villa for my family and friends the beautiful location would be the highlight, I was wrong. The highlight was the outstanding service provided by Paolo + Alena. Every meal was received with rave reviews by all of the guests! Every morning we were greeted with warm smiles and genuine hospitality! For fun we have rated our top 5 meals (everything was great): 1) Chicken Parm; 2) Ragu Ravioli; 3) Pork Roast; 4) Ribs; 5) Risotto. Best dessert: tiramisu!! Paolo + Alena you are the best! Arlene Hinchcliffe, Rebecca, Christopher, James, Kaleigh, Alex, Troy
09-Sep-2023
Paulo + Alina thank you so much for your wonderful hospitality and for taking such good care of us! You fed us so well – such delicious food! - and made us feel so welcome! Tuscany is beautiful and I am so happy we had the opportunity to vacation here with such hosts! We will always remember and cherish our time here! I loved relaxing in the pool! With thanks and all best wishes to you both! Cheers Pete Rabinowitz, Philadelphia, USA
02-Sep-2023
Grazie mille, Paulo e Alina. We felt so welcome here from the first night. We appreciated your warm welcome and delicious dinners. The beds were comfortable, the grounds delightful, but it was your care that made the week so special. Addio, bella Toscana! Thanks for everything. Nancy M., Abruzzo (ex-Canada)
02-Sep-2023
Paulo + Alina thank you for a wonderful time – excellent food, accommodations and hospitality. This was my first time to Italy and quite memorable thanks to my stay here. Thanks, Christopher R., Philadelphia
02-Sep-2023
Paulo & Alena, what a wonderful week it’s been! Thank you for all the delicious meals, your warmth and helpfulness during our stay. We’ve had the best family vacation in this gorgeous villa; to feel like slow down has been a true gift. Thanks again for making our experience so special!! I’m certain the boys will be talking about your fruit tart and tiramisu for months to come :). Take care & hope to see you again. Best always The Cook Family (Janet, Craig, Shauna, Liam & Grayson)
19-Aug-2023
Paulo & Alina – Howdy from Texas! We have so enjoyed our stay in Tuscana and at Montesassi. Your hospitality and kindness was unforgettable. The meals ere fantastic – Paulo the Chef!! Thank you for making our stay so memorable! Welcome to our Texas Family! The Lanes, The Darlingtons, The Kolps, The Farris
29-Apr-2023
Thank you for wonderful memories! Keith, Barbara Slaybaugh
22-Apr-2023
Thank you for a delightful week! You made us feel at home and treated us to delicious meals. Many thanks Rita&Tom - Myrtle Beach, SC USA
22-Apr-2023
While there is no such thing as perfect… This place + Paulo + Alina’s hospitality have made our trip as close as perfect as possible. Unlike anywhere, in the world! Thank you both. Parker Slaybaugh
22-Apr-2023
Much love Katie & Mike Cleveland, OH, USA
22-Apr-2023
To Paulo and Alina, thank you for making our time at Montesassi so wonderful! Your recommendations, help & advice were invaluable! The meals were absolutely incredible & delicious! We had the most enjoyable stay and are very grateful to you both. Let us know if you want to visit us in New York City! Much love and many thanks, Beth & Blakely, NYC USA
22-Apr-2023
Dear Paulo and his wife Alina we had a great time in this villa because you were a part of it. Your food was amazing (one of the best foods of my life). We hope you had a great time with us staying here and enjoyed our loved selves. But we will miss you very much (and your cooking). Hope to stay in touch! Love Mills/Muzii/Franklin
25-Mar-2023
It is difficult to put into words what an amazing place this is, from the property itself to the beautiful Tuscan area.
Paulo + Amela definitively made our holiday perfect with attentive service and the most ecceptional food. We would have like to take them home with us.
All in all, we absolutely loved our time here are quite sad to go.
Thank you Paulo and Amela,we will miss you
"The Australian Family"
Adding to the above (as a member of “The Australian Family”) I would like to say thank you so much to Paulo & Alina for making our stay so perfect.
As amazing as the Villa and Tuscany are, and they are amazing, it would not have been such a perfect holiday without them
24-Dec-2022
We have had a wonderful time at Montesassi and are sad that it’s come to an end.
Everything was wonderful and in particular Paulo was amazing and made the whole stay just perfect.
24-Dec-2022
Villa is an authentic Tuscany experience. Exactly what we had wanted! Accommodations are comfortable and nicely appointed. Paolo and Lena were extraordinary!
03-Sep-2022
What a wonderful 3 weeks. This trip has been in the making for three years – a celebration of our 50th wedding anniversary with family and friends. Paolo and Alena are such gracious hearts. We loved the dinners, breakfasts and afternoon snacks, courtesy of Paolo. He accommodated all our special requests for meals. Alena seemed always busy between keeping up the house and helping in the kitchen. They are both amazing.
We took in as many small tours, wineries and historical excursions as possible. What a beautiful area in Italy. We take home many memories of this trip and hundreds of photos – although they just can’t do justice to the panoramic views. Paolo and Alena, you are just the best!
30-Jul-2022
Our group fell in love with Montesassi and Tuscany. The location was quiet and views were spectacular. We thoroughly enjoyed the pool and the outdoor gathering spaces. Our stay was enhanced even more by the staff - Paulo's cooking was incredible! We made memories that will last us a lifetime. Thank you for the opportunity to enjoy this wonderful property!
09-Jul-2022
Thank you for a wonderful week at Montesassi.
The food was absolutely marvelous, as good as the best restaurant we experiences in the area. We are a large group with kids and always felt cared for and at home, even when the kids were melting down :) Beautiful areas, lovely home, and pool, very special time away with family. Above and beyond. Paolo e Lena made every effort to make our stay as enjoyable as possible and succeded. Great breakfast, amazing dinners, and clean rooms. Personable and professional. We really enjoyed our stay immensely.
Gino
18-Jun-2022
What a wonderful and beautiful time we had here! Paolo and Lina, you are both amazing people. Thank you, gracias, grazie mille for your hospitality and delicious food. Hasta la próxima! Laura, Hohnny and Bebe
18-Jun-2022
We truly enjoyed our stay. You are a wonderful hostess. The food was fantastic!
18-Jun-2022
It has been a week full of those moments that you just want to keep and hold. A very special place and very special people looking after us. Thank you! You work so hard.
Any, Rachel, Jem Cary, Rob, Sue, Andy + Rose
11-Jun-2022
A fantastic week where we all relaxed, had fun, thoroughly enjoyed ourselves, and relaxed in the most beautiful surroundings. Thank you
11-Jun-2022
What an absolute treat it has been to stay at Villa Montessasi. A delightful garden full of gorgeous scented roses and jasmine. We have had a fabulous holiday in a very welcoming place. Paula and Lena are just brilliant! I feel refreshed and indulged, thank you.
11-Jun-2022
Wow! What an amazing week! Thank you so much, Paola and Alena. You have truly looked after us all and exceeded any expectations that we had. The food has been outstanding, and always served with a friendly smile. And the whole experience has been totally authentic. The villa is a little bit of Tuscan paradise- we loved it! Thank you,
Judith
21-May-2022
Enjoying our last breakfast at Monterassi we feel very grateful for Line and Paola’s hospitality wonderful meals, beautiful poolside views, and an incredible week under the Tuscan sun. It was well worth the two years of delay to finally be here to celebrate our wonderful momma’s 60s!
Grazie mille!
The Fleming’s of Waterlost Toronto, Canada,
21-May-2022
The villa and location was beautiful with so many areas to sit and enjoy the setting. The accommodation was spacious and very comfortable, and we loved the pool area and having the tennis court was a bonus!
14-May-2022
Thank you Alena and Paolo for the most wonderful week. We were so well looked after from start to finish.
Would love to visit again next year
Best wishes
14-Aug-2021
Dear Alina and Paulo,
Thank you for a wonderful week at the beautiful Montesassi, Your lovely food and hospitality made our week here perfect.
All the best
Cherry and her girls
17-Jul-2021
Dear Alena and Paulo,
Our family and friends had 2 amazing weeks in Montesassi
You made our vacation even more joyful with your hospitality and wonderful food, even the polenta!
Hope to see you again, all the best
03-Jul-2021
Thank you so much Tuscany for giving us all those splendid views and time.
It was a best week, best food, best vacation ever.
Dear Paul&Alina, thank you for your kindness and hospitality.
Thanks to you we gained few kilos!
We hope we'll come back next year. Ciao!
26-Jun-2021
Paulo and Alina!
We had a magical week- all the more maybe for all the warmth and charm of Paulo and Alina!
Thank you for making us feel so pampered, so comfortable and so so so well fed!!!
We’ll see you next year or sooner!
09-Feb-2021
-What a beautiful place to spend a week.
Beautiful location and house.
Incredible hospitality and food from Paulo and Alina.
Thank you both so much – nothing was too much trouble.
- Paulo and Alena,
Thank you for the most unforgettable week. The food, setting + house are the perfect Italian experience, this has been our own little oasis in the middle of a very upsetting time.
We can’t wait to return next year
12-Sep-2020
Great service, quick response time and good information in lead up to our stay.
We had the most wonderful week at Montesassi, such a beautiful property in traditional Tuscan style. Multiple indoor and outdoor living and dining areas - lovely to choose different places to sit each day! The pool was loved by the kids in our group and it was lovely to sit by it and admire the views of the surrounding countryside. Lovely bedrooms with views. Great location to explore the towns of Tuscany. Would love to return one day!
13-Jul-2019
One of the highlights of our stay at Montesassi was the care and attention from Paulo. Our group was an eclectic mix of Brits, South African, French and Italian including two 6 year old children and two members requiring Halaal food. Nothing was too much trouble for him, the menus were perfect for all of us and he was kind and caring for the whole time we stayed. He would be one of the reasons we would return to Montesassi
20-Apr-2019
Our first time booking with you and we loved it. The entire experience was great and it was better than we ever thought it would be.
29-Sep-2018
Montesassi, a beautiful vacation and a wonderful spot for friends to gather and visit the hill towns of Chianti. The many living rooms to relax in and the comfortable bedrooms as well as the beautiful grounds and pool just made it a "home" for all of us. The meals and the other services were fantastic. Thank you for sharing your home with all of us. Peter and Heinz
15-Sep-2018
We had a beautiful "Tuscan Experience" at Montesassi! So much beauty in every place we looked! We especially enjoyed the outdoor gathering space. we had beautiful weather but it was too cool for swimming!! We enjoyed the wonderful wines and experiencing Tuscan cooking. Our cooking class was loads of fun too! Georgia took wonderful care of us and we loved the chocolate cake and the fruit tart! <3 Tosca made us zucchini flowers several times as our group loved them. Many thank Tosca!
08-Sep-2018
Thank you Paulo, Alina and Manuel for taking care of us and being a such incredible hosts. You made us feel so welcome and the food was absolutely wonderful and some of the best we have ever tasted.
Whilst the house, pool, tennis court were real highlights... it was the lovely time here that made our stay so enjoyable. We wish you all the best for the future and thank you all again for our amazing Italian experience.
25-Aug-2018
We asked our family at the end of the week in Tuscany what was the best thing about our holiday: the beautiful views did not make it, the good great local restaurants did not, the beauty of Florence and the hill top tarts were also forgotten. In our party of 9, it was unanimous: Paulo, his welcome and his love of making everyone happy was the best thing about our week - well second to his aubergine parmigiana....
Paulo's culinary skills have been absolutely amazing. No tiny kitchen or cook books, just a love of food, flavours and inspiration. We would eat his food before the fanciest of any Italian restaurant. Paulo, Alina and Manuel have been the best hosts you could wish for and should be cherished. Our business tag line is "great people, great products, great service".
Here Paulo and his team have been great people, who have provided us a great holiday with their service and loving attitude. we all wish we could take you home with us. All our love and thanks! The Harpur and Cowlrick families
21-Jul-2018
Our stay at Montesassi was magical. It is a very special place and fulfilled all our expectations
07-Jul-2018
To Paola, Alina and Montesassi Team, thank you for a wonderful week! We had a fantastic time staying a Montesassi and exploring Tuscany. The accommodations were perfect - the food was spectacular. Paolo and Alina were above and beyond to make us feel welcome. We will always remember our stay <3 the Davis and the Pohl
30-Jun-2018
What a fabulous vacation we have had here at Montesassi! Your cooking was so delicious and you all contributed to the perfect week in Tuscany. What a wonderful playground this is for us to enjoy and that we did. You all were so helpful trip here. Thank you for your hospitality. We couldn't have enjoyed our vacation more!! (Steve and Donna)
Paulo, Aline and Tosca, we leave Italy feeling so fortunate to have been welcomed by you all everyday. Grazie mille!
09-Jun-2018
Paulo, Alina and Tosca in Villa Montessassi, the Heaven!!!!
Amazing food, service and hospitality. This place is here away from caos. We enjoyed all the nice mornings with a great breakfast (frittata), what a great star to explore the wonderful villages around here. And after a day of driving in Chianti to the dack here sotting spoiled with a wonderful dinner. What else is better? thank you, thank you (Annamaire),
Paulo, ALina and Tosca, Magical experience in Chianti! Could not have ever imagined a better team to spoil us for one entire week. Whatever we asked for they delivered. The frittatas were out of this world. We felt like a family. We will with our friends and family. We will have wonderful memories for a lifetime. XO Dino "Dawg"
02-Jun-2018
Amazing memories made in such a beautiful place. Thank you so much Paolo, Alina and Tosca for looking after us so wonderfully. Such delicious food- Polo is a brilliant cook! The villa was fabulous. Relaxing by the pool, playing tennis and exploring wonderful tours and cities. The week went too quickly! We will always treasure such lovely memories and thank Paolo, Alina and Tosca for working so hard to make our holiday so special. Chri, Gemma, Somerset, UK
26-May-2018
Perfectly located in a beautiful Tuscan countryside with easy access to great local restaurants, small village shopping and both Florence and Siena. A perfect way to experience the quiet, natural life in Tuscany
22-Jul-2017
This villa has been a little bit of heaven for the six of us, just unbelievable and more than we could have imagined! It's been a wonderful family vacation with so much to see and do. We loved the pool, tennis court, large en suite bathrooms and so many places to gather indoors and outside. We were blessed with top care with Giorgia, Tosca e Manuel. The meals were fabulous and Montesassi is so clean and beautiful. This week will remain in our memories forever!! Montesassi exceeded all our expectations and give us an Italian experience we will cherish forever. We felt entirely spoiled the entire time and the food and service were truly spectacular. Thanks for giving us a once-in-a-lifetime vacation!
22-Jul-2017
Thank you so much for the lovely hospitality and wonderful stay in your villa. Tosca and Giorgia were fabulous!
15-Jul-2017
We spent one week in Montesassi with some freinds. The house is very confortable for 8. Lots of space but would have loved to have less trees in the garden to enable us to have the beautiful view of the valley! Tosca and Paolo were so nice and helpful at every moment and they made our stay a most enjoyable one. Thank you. Grazie mille!! We are going back to Mauritius with wonderful memories of our stay because of you!
29-Apr-2017
This house is very beautiful. The best part of our holiday here though was the incredible people here that made our holiday so special. Paolo is so kind and friendly and helpful. He always makes us feel confortable and happy. Anything we need he helps us with and he is a wonderful person to talk to.
Unberto is also very frindly and fun to talk to. His food is delicious. We enjoyed all the food he cooked for us.
Tosca is very cute and helpful.
We will always remember Paolo, Umberto and Tosca and be grateful to them for making our holiday so special. We loved them. Love from the Kerr family, Australia.
24-Sep-2016
Beautiful and unique home and setting. We had a fantastic experience taking in the whole Tuscan/Chianti ambience. The house is in peaceful and tranquil surrounds and blissfully quiet! A refreshing experience which allowed us to immerse ourselves in local culture. Thanks to Umberto, Paolo and Tosca.
10-Sep-2016
Totally idyllic! What a privilege to spend two weeks in this beautiful place. Huge thanks to Umberto for such delicious food and to Paolo and madam Tosca for all their hard work. So many happy memories. We hope to come back soon. Grazie mille!
20-Aug-2016
Our stay at Montesassi has been an enjoyable one. Thank you to the team Umberto, Paolo and Tosca for the lovely food and hospitality. We feel about 5 kg heavier now :-) ! Love the villa and amenities "especially the pool" (said Joel 8). The area and the views are lovely especially the wineries (La Ripa). We will miss Umberto's daily cakes. Thank you from Sean, Tracy, Vivien, Samantha, Joel and Dario.
30-Jul-2016
We planned this trip for almost a year and Montesassi was everything we hope for… and more! The villa is magical and rich with books and canvas, the courtyard and patios delightful and the pool cool and lovely. We and our five children and parents enjoyed everything so very much. It is also a wonderful home to return to after exploring the generous region of Chianti.
Thanks to Giorgia, Paolo and Tosca for our surprising, lovely meals almost each evening and frittata and breakfast every morning. Everyone was so thoughtful and wishing to meet our every need. Grazie mille!
18-Jun-2016
Montesassi - bellissima. La nostra famiglia ha passato una vacanza favolosa qui. Grazie mille a nonna Tosca, Paolo e Tuscany Now.
11-Jun-2016
Fabulously comfortable villa in beautiful Tuscan hill country. Cook, gardener, and housekeeper all exceptional. Our family and nanny had a wonderful time and thought the villa very well situated for visiting Tuscany. The pool, the meals, the view, the wine, the staff, all lovely. We highly recommend this villa.
11-Jun-2016
Montesassi was the perfect home for our family reunion. We cannot thank you enough for the hospitality and amazing care! The food, beauty, warmth and hospitality was done to perfection in this true Italian farm. I hope all parties in the future can enjoy the home as much as we did! We will definitely be back. Thank you again for a perfect holiday!!
04-Jun-2016
We had a grat week at Montesassi, a magical place with jasmine, roses and nightingales. Tosca, Giorgia e Paolo looked after us beautifully - thank you for the vegetarian cooking! Lots of tennis and lazing by the pool and on the terraces. Several trips to Siena, Florence and beautiful tour of an organic vineyard that Francesco organised for us (recommended) and also the restaurant on the castle square (superb). Happy people - great holiday :-) !
28-May-2016
Verified reviews by FEEFO
A live feed of reviews collected independently from our clients by Feefo
Wonderful villa and excellent staff. We loved Paulo and Alina. They were lovely and spoiled us!
28-Aug-2021
Great all round! Both villa and staff
28-Aug-2021
Professional and thorough.
Tuscany Now and More made the process of renting the villa in a foreign country simple and I was confident that anything that they would required was asked for and then, that I had completed it well before the trip was underway. Their response time to questions was very prompt and the fact that they reconfirmed all requests with an updated contract was reassuring that all requests were acknowledged. I feel that they are confident that they are using good properties and I got what I saw on the website.
09-Jun-2018
Our experience at Montesassi was fabulous. It was more than we had even expected. Having Paulo, Alina and Tosca preparing meals and keeping the place clean and tidy was a huge plus. Now that's a vacation! The villa had more places to sit and relax than we could even use. The pool was clean and fresh and the tennis courts added that bit of fun and exercise that a big group needs. The location was nice and central so taking day trips was a matter of 45 minutes to an hour to get to Florence or Sienna or a wonderful winery. Everything was brilliant - we'd love to go back again.
09-Jun-2018
Beautiful, homely, characterful villa. Pool and tennis court were great. Perfect rural location but easy drive to towns and cities of interest. Lovely views. Paolo, Alaina and Tosca looked after us beautifully. Paolo was so attentive, his food was delicious and he made our stay very special. Thank you!
26-May-2018
Great. Lovely choice of villas. Helpful and efficient.
26-May-2018
The service provided by the local staff during our stay (caretaker, cook, cleanup, etc) was exceptional. By the end of our week together, we felt like they were family. They were always timely and gracious.
The service provided in making our reservations, arranging for our meals and the directions we received were excellent and very timely.
22-Jul-2017
The villa was quite old, but had been maintained very well. We became very comfortable, very quickly and just relaxed and enjoyed all of the features of the beautiful home..bedrooms, bathrooms, social areas, pool and tennis court.
22-Jul-2017
Montesassi was the most wonderful house, with beautiful sitting and dining rooms which we were able to use when the weather was rainy. When the sun was shining, the pool was just the right size and temperature. There were so many places to sit and eat - inside and outside - that we did not use them all and, even after a week, you could still get lost! The staff - Georgia, Paolo and Tosca - were very welcoming and helpful, and cooked delicious meals for us. We thoroughly enjoyed our stay.
24-Jun-2017
Services
Services
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Services available on demand
These services are available on demand and have to be paid locally.
N.B.: Please note that prices and availability for the following services are subject to change without notice. If you wish to know more about our Extra Services, we advise you to contact our Concierge Team.
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Sample menus can be obtained by contacting Concierge Services
They do request that you pre arrange your meals prior to your arrival by contacting Concierge Services and advise us accordingly.
Remember that if any members have any allergies or food intolerances, you must advise us and of course if you have any personal preferences.
Experiences
We promised you "&More"... Our handpicked experiences show you a side of Italy that stays hidden from most visitors. TN&M's expert travel concierges work with Florence-based Taols to create customised tours and activities for two up to twenty guests. From food and wine to foraging, Florence's markets and artisans, or a guided road-trip by Fiat 500, we've got it covered. How about these three below?
Immerse yourself in the rich traditions of coffee in Italy when you take part in the Ditta Artigianale Italian Coffee Culture Experience. Uncover the secrets that make the Italian approach to coffee unique and enjoy a guided espresso tasting and Moka demonstration led by head barista Simone Amenini at the Scuola del Caffè in Florence.
Embark on a journey through the terroir, tales and flavours of Chianti in a private in-villa wine tasting. Tuscan winemaker, Gio Stella will introduce you to five organic Chianti wines produced by the family-run winery, San Donatino in Castellina in Chianti.
Get inspired on a three-day painting retreat with Tanvi Pathare at one of our luxury villas near Orvieto. Learn to paint the landscapes of Italy’s Green Heart before uncovering hidden masterpieces at the Museo Archeologico Nazionale and Orvieto Cathedral.
Need help? Ask our Concierge Service at +44 20 7684 8884 or by e-mail
Who in our team has stayed or visited this villa
Giorgia
Ana Laura
Eleonora
Sara
Enzo
Diana