Tuscany, Italy

Villa Sassolini

Rates per night from$199.36

Price information

If you haven’t entered any dates, the rate shown is provided directly by the hotel and represents the cheapest double room (including tax) available in the next 60 days.

Prices have been converted from the hotel’s local currency (EUR180.00), via openexchangerates.org, using today’s exchange rate.


Contemporary country house


Tranquil Chianti

Marrying designer chic and classic elegance, Villa Sassolini hotel in Chianti is a tranquil village retreat in the heart of the verdant Tuscan hills. Rooms are bright and big with a soothing, neutral colour palette that will immediately seduce you into relaxation. Take a walk through the fragrant gardens after a day of wine-tasting and settle in for the evening in front of your room's cosy fireplace.

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A bottle of prosecco


Photos Villa Sassolini facilities

Need to know




11am. Earliest check-in, 2pm.


Double rooms from $199.36 (€180), excluding tax at 10 per cent.

More details

Rates include a cold buffet breakfast; a cooked breakfast is €5 a person. Guests can help themselves to free soft drinks and bottled water from the minibar.

At the hotel

TV, free WiFi throughout. Guests can use the villa’s mountain bikes for excursions.

Our favourite rooms

The Marrakech room has fantastic views over the pool. The A Caccia suite has its own balcony and is decorated with hunting prints and has views of the wild hills of Chianti.


The 10-metre unheated outdoor pool is on a panoramic terrace looking out over formal gardens. A light lunch is served by the pool between 12.30pm and 2.30pm.


Cots are free for under-twos; extra beds are €20 in low season, €40 at other times. The hotel can arrange babysitting (€20 an hour) and child-friendly meals.

Food and Drink

Photos Villa Sassolini food and drink

Top Table

In good weather, it's hard to beat a candlelit dinner on the terrace by the swimming pool.

Dress Code

Chianti chic.

Hotel restaurant

The hotel’s seasonal menu presents a modern take on fresh, traditional Tuscan ingredients, such as Chianina beef and wind-cured ham. The restaurant is closed on Mondays, but don't let that put you off: the hotel will happily rustle up a light dinner – such as pasta, salad or pizza – for any guests wishing to eat in the hotel on a Monday evening. A light lunch is served by the pool from 12:30pm to 2:30pm every day; the menu includes salads, cuts of cold meat and cheese, and more substantial fare like juicy burgers and fries. The bar is open for business from 11am to 11pm every day

Hotel bar

Open from noon to 2am, the bar is on the pretty poolside terrace: sip on a refreshing Hendrick's and home-made limoncello with your toes in the water.

Last orders

The restaurant is closed on Mondays, however meals can be arranged with the kitchen staff on request.

Room service

The restaurant menu is available from 7.30am to 10pm. An early breakfast can be provided. Both the restaurant and the bar are closed on Sunday evenings.


Photos Villa Sassolini location
Villa Sassolini
Piazza Ezio Rotondi 17

In the tiny, charming village of Moncioni, a 15-minute drive from Montevarchi, Villa Sassolini overlooks a picturesque valley of undulating Tuscan hills.


The closest airport is Florence, an hour away by car. For more choice, Pisa, Perugia and Bologna airports are only half an hour further. From Pisa airport, you can take a two-hour train (changing in Florence) to the nearby station San Giovanni Valdarno, from which a 20-minute taxi ride will take you to the villa.


Montevarchi-Terranuova Station is a 15-minute drive from the hotel, and San Giovanni Valdarno station is a 20-minute drive. Direct trains from both reach Florence in 50 minutes and Arezzo and Siena in half an hour. For information on trains in Italy, see Trenitalia (www.trenitalia.com).


Villa Sassolini is located 20 minutes from the A1, Italy’s main North–South motorway. You’ll need to take the Montevarchi exit and then follow signs for Pestello and San Tomme, continuing through these towns and straight on until you reach Moncioni. Perfectly situated between Florence and Siena (50 minutes by car to either), the hotel's within easy driving distance of several towns on the Tuscan trail; San Gimignano, Montepulciano, Pienza and Arezzo are all 45–90 minutes away.

Worth getting out of bed for

Villa Sassolini’s lavender-fringed pool and romantic gardens certainly have their charms, but if you'd like to pick up a little Tuscan kitchen wizadry, request cookery lessons with the chef (must be booked one day in advance, by 6pm). Held in the spa building, the two-to-three-hour classes start at either 10am or 11am (for up to four guests), and you'll learn how to craft Italian staples such as handmade ravioli and gnocchi, tomato and bolognese sauce and pastries. This tranquil corner of Tuscany has plenty to offer active types, too. Take a pleasant walk through the surrounding woods or borrow a bike to meander down country lanes. Nearby, the English-run Rendola Riding Stables (+39 0559 707 045) offers lessons, short hacks and Chianti tours; experienced riders can visit abbeys, vineyards and Romanesque churches on horseback. Further afield, the bucolic towns of Radda and Greve are a must-visit for wine lovers. Just under an hour away by car, the 11th-century Castello di Brolio is one of the oldest wine producers in the world; sample Chianti Classico and take a stroll through the delightful Italian gardens. Temptingly, the Prada outlet near Arezzo is just a 15-minute drive away; if you’re left with any spare luggage space after a jaunt there, Leccio’s sprawling The Mall is a good place to stock up on discounted Gucci, Pucci and Ferragamo.

For more things to do in Tuscany, check-out our private, insider-led SideStory experiences.

Local restaurants

Osteria Locanda II Canto del Maggio in Terranuova (+39 0559 705 147) is a family-run restaurant set in a wild garden, famous for its goose pappardelle and home-made desserts. Fontebussi on Borgo di Fontebussi in Cavriglia (+39 055 916 811) serves traditional Tuscan dishes and has great views from the terrace. Osteria di Starda, in Starda Castle in Gaiole (+39 0577 734 100) is set in the vaulted cellars and has a traditional menu.


Photos Villa Sassolini reviews
Casey Gorman

Anonymous review

By Casey Gorman, Luxury accessories expert

For the first time in my life, when I get off the plane in Florence, I walk through customs and straight past the baggage-carousel area. For a woman who loves and lives fashion, this is a great accomplishment – I have packed my whole weekend into a carry-on (ladies, take note: gold flip-flops will save you packing endless shoes in summer, since you can dress them up or down). I feel like my old, breezy Californian self once again, travelling short-haul for a relaxed weekend away, with few wardrobe rules to worry about.

It is 3pm when we arrive at the Villa Sassolini in the hills of Tuscany. The charming hotel manager, Andrea, comes to meet us at the gate of what appears to be a village monastery hiding behind a strong stucco façade. Mr Smith remarks that Andrea has an air of Lex Luther about him. It might be fair to say that his levels of passion are comparable to the comic-book villain but, rather than obsessing about global domination, Andrea’s focus is clearly to ensure the world is a better place – especially for guests at Villa Sassolini.

As we enter the lobby, it feels as though no one is home, and that we’re the only guests here. We tread the slate-coloured wooden floors that run throughout, past a spacious living room with a fireplace, books and oversized lampshades. The low yellow lighting enhances a pervading sense of calm. There is a small reception, but the greeting at the gate counted as check-in.

Andrea shows us to our room on the top floor, helping with Mr Smith’s bulky baggage while I saunter up the stairs with my carry-on. Mr Smith notes that, though we have a lounge and bedroom with beautiful old white-painted beams, what we don’t have is a bathtub. Without so much as a whiff of irritation, Andrea lumbers himself with Mr Smith’s luggage once again and takes us off to another room on yet another floor. Our new abode has a lovely four-poster bed, fresco-painted ceiling, grey walls and a bathroom large enough to house a whole family – with a beautiful, oversized bath in the middle of it.

With the heat absolutely scorching at 30 degrees, the pool beckons. I am reminded of my childhood in the Californian valley, where pools were more important than passports. Having had to adjust to leisure-centre versions in London, it is a joy to swim outdoors again. We’ve come straight from the airport, with no lunch pitstop, so we are starving: Andrea, who is nothing short of a miracle-worker, whips together a plate of cheeses, pears, honey and rolls, while we have a cooling splash about.

It’s such a beautiful night that we decide to eat outside again at sunset. There are two options at Villa Sassolini: inside is a softly lit dining hall near the tower, with a vaulted ceiling and a wine cellar; outside there’s a honeysuckle-framed garden full of overgrown rosemary and lavender bushes. We choose a garden table, where my handbag is even given its own pedestal – how nice to be in a hotel where the staff anticipate the whims of a fashionista. The food is gorgeous, but beware: don’t fill your belly on the tasty traditional Tuscan fare. Make sure you save room for the homemade puddings – namely the chocolate fondant and the cheesecake.

We’re back in the garden once more for breakfast and to plan our day out. Nothing is too far, but nothing is quite on the doorstep either, so a car is crucial; taxis aren’t really an option out here. We begin with a stop at the local Prada outlet. There are lots of charming hilltop mediaeval villages to visit, but shopping is taken just as seriously as heritage around here. (We pull in to a petrol station on the way to check where we’re going and, without prompting, a serviceman approaches us and says, ‘Next light, left and left again.’ Three shopping bags later, I realise my hand-luggage-only approach might not work for the return journey.

Our next foray is to Badia a Coltibuono, an old monastery and vineyard where we enjoy a light lunch with a stunning view of the hills and valleys. It is clearly marked on the tourist map, though, and in high season we feel like dots in the crowd, so we set off on a mission to seek out a rather more intimate wine-tasting experience. At our first stop, Monterotondo, the owner gives us a private tour of the cool cellar and a broken-English explanation of his wines. We’re no connoisseurs and, after several tastings, we have to confess that everything tastes like a glass of Canaletto Primitivo. When Mr Smith points out that a particular vintage tastes a bit like Um Bongo, I take it as a sure sign that it is time to go back to the hotel.

As we say farewell to Sassolini, I realise that the place has caused me to reconsider exactly what accommodation means. This is a small hotel with a relaxed ethos and wonderful service, whose atmosphere serves as a valuable reminder that a holiday in Tuscany is best enjoyed unhurriedly. I see the region as a little like my home of Napa Valley, but quainter and more personal. And I have yet to find a hotel as unique in style and personality as Villa Sassolini in the Californian wine country. Our break doesn’t end with the simple pleasure it began with: at Gatwick, I stand by the carousel waiting for my luggage, smiling in the knowledge that I am returning laden with rewards both sartorial and spiritual.

The Guestbook

Whenever you book a stay at a Smith hotel or villa, we’ll invite you to review it when you get back. Read what other Smith members had to say in Villa Sassolini’s Guestbook below.

We loved

The rooms were beautiful, the residence is stunning. The view are incredible and there were not too many guests, so it felt luxurious. The great hosts. Very relaxing.

Don’t expect

Not very lively – this is a quiet place. 


Stayed on 2 Aug 2019

We loved

Well-presented property with friendly and helpful staff who were always willing to help. Great views. Reasonably well situated for Florence and Siena. Prada outlet close by.


Stayed on 16 Jun 2019

We loved

Beautiful hill top setting above the vineyards. Very stylish interiors and gardens. Andrea was very helpful and looked after us during our stay.

Don’t expect

Lots of choices to eat out and away from hotel, as it is quite remote. Needs better lighting in the rooms and some of the basics not working like TV and phone for reception. Restaurant a little pricey.


Stayed on 15 Oct 2018

We loved

The views and tranquility. The food and service were excellent too! The villa and rooms were very chic and beautifully maintained.


Stayed on 16 Sep 2018

We loved

We loved the hotel, the surroundings the food and the wine. Nothing to complain about really! A place to recommend!

Don’t expect

The hotel is very nice and the area is very nice. We underestimated the distance the hotel was from the various villages/towns we wanted to visit. We do average 50km/hour in that area so must be prepared to do a lot of driving and not always having to courage to go out for diner again after a long day of visit.


Stayed on 3 Sep 2018

We loved

The pool, the views the staff and the countryside. Amazing region in Italy.

Don’t expect

All night parties. Food other than Italian!


Stayed on 18 Aug 2018

We loved

We loved the breathtaking hilltop views, the pool, spa and gym. The rooms are large and gorgeous. Food was excellent, service was attentive.

Don’t expect

Don't expect lively nights – this place is a quiet romantic escape.


Stayed on 5 Aug 2018

We loved

Loved Villa Sassolini. Fantastic service, rooms, pool, and food. It is beautiful location and there is a lot of attention to detail. We had a fantastic 2 days. Thank you so much Massimo and Andrei. Plenty of local wineries to enjoy Chianti Classico. Great restaurant to try is Grotta Della Rana


Stayed on 7 Jun 2018

We loved

We loved the hotel. The room was great and the view across the valley was beautiful, however there was no bath in our room. By way of tea and coffee making facilities the room had a kettle and some sachets of instant nescafe and tea. A coffee machine in the room would be a nice touch. The service was attentive and the breakfasts, dinner and cocktails by the pool were a highlight for us. We had dinner at the hotel twice during our three night stay and we thought the food was wonderful. Overall, we really enjoyed our stay. We visited a couple of villages and a vineyard (there are quite a few in the area) . There are a few nice restaurants for dinner a 15 to 20 minutes drive away from the hotel.

Don’t expect

Moncioni is a small village. Don't expect to find many restaurants or cafes in the village itself.


Stayed on 25 May 2018

We loved

The impeccable service above and beyond anything we've ever experienced, the perfectly manicured premises, the luxurious and tastefully designed rooms. The villa organizes fantastic activities and the nearby town of Montevarchi makes for a nice short escape and offers a variety of restaurants. Otherwise, staying and getting pampered at the Villa is the way to go!

Don’t expect

Much in the immediate neighbourhood.


Stayed on 17 May 2018

We loved

We appreciated the attentiveness of the staff, for whom nothing was too much trouble – even accommodating our background music requests; also the free choice (and not just between indoors or outside) of where to eat. The decor makes some concessions to tradition but fashion and innovation dominate. Perhaps the colour scheme is too uniformly grey (including the hotel poodle). Clever and unusual lamps everywhere. Small but elegant garden with discreet, private areas; first-class view over the valley.

Don’t expect

Don't expect a gentle, unobserved swim: the outdoor cafe and dining tables are right along the edge of the pool. The village in which the Villa Sassolini is unobtrusively located is quiet, but that's because it has no facilities or obvious charm. The hotel is very much town-house: no tree-lined approach, elegant facade or dedicated parking.


Stayed on 9 May 2018

We loved

Definitely get out and drive the curvy roads and stop and walk all the small villages such as Radda (gelato shop here was great, as well as the small handmade shoe store). If weather is nice, get back to the hotel before sundown for poolside cocktails.

Don’t expect

To spend any time in the town itself, as its almoat all residential. If you get a room facing the pool, don't expect peace and quiet, or to open your windows, especially if the hotel guests have kids.


Stayed on 30 Apr 2018