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Villas near San Gimignano - Tuscany

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Just south of San Gimignano, 5km/3 miles, and midway between Florence and Siena, both 1 hour by car. San Gimignano may be Italy's most photographed hill town, but there are many of note in the area: Certaldo, 20 minutes to the north; Volterra, 40-minutes to the south-west; Castellina-in-Chianti, 40 minutes to the east in the wine area. Restaurant within walking distance at Castello di Fulignano, open for dinners only on a daily basis excluding Mondays.

Getting There

Airports nearby:

Airports: Florence, 1 hour; Pisa, 1 hour 20 minutes.

By Car:

Motorway exit at Poggibonsi Nord, 10km/6 miles of which 3.5km/2 miles of good quality white road leading to the property’s gated entrance. Parking for four cars outside the gated garden.

By Train:

Railway and bus station with services for Florence and Siena at Poggibonsi, between 5 - 10 minutes, 5km/3 miles.

Prices & Live availability

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Rental options (Size of the party):
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NB. are available for parties of different sizes and priced accordingly - select your option above. For smaller parties, the unoccupied rooms or guest houses 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:


  • 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.

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.

Verified reviews by FEEFO

A live feed of reviews collected independently from our clients by Feefo

service comment
Maria was fantastic, the house was beautiful and the food was the best we had in Italy.
product comment
Maria and her service was fantastic.
Mr Frank Santoro
United States
service comment
Marla was exceptional and always quick to respond with answers to any questions i asked. While in Italy, they were always available in case there was an issue and thankfully there weren't any.
Mr Anthony Zecca
United States
service comment
Wonderful. Our owner/caretakers, Maria and her family were joy.
Mrs Robin Neel
United States


Collected by us from our feedback forms we send to all our clients

A true holiday! Something that American's seldom appreciate. Your home and hospitality are magnifico! This week has supplied us with a lifetime of memories that we will cherish. There is no better way to celebrate our family milestones = 30th wedding anniversary, milestone birthdays (keeping ages a secret :) and an engagement. Needless to say your cooking skills are without peer. There is no better chef, even in Boston!! Maria, thank you for sharing your home, charm, and warmth with our family. We hope to return with family and friends. Grazie mille!
Ms Leslie Stanwood
United States
On arrival the spectacular view took my breath away. Our friends visited and couldn't believe how fortunate we are to have found such a beautiful location. The property divides into two so that or is suited for two families to be together but with their own space. We love it; a dream getaway.
Mrs Vicky Walker
United Kingdom
Dear Maria, I think we all dreamt of your wonderful villa before we knew it really existed. Then, when Mika found it on the Internet, we dreamed again that possibility we could all come here. The reality is better than the dream! We have all so loved our time here. Everything has been perfect! Thank you so much. It has been lovely to meet your hard-working family who have all contributed so much to making our family holiday such a special one. We will dream again when we are book of our wonderful week here in Tuscany, your fabulous home. The welcoming a comfortable house, the smiling friendly help, the marvellous pool - pure bliss!! Thank you, with love! Grazie mille! Steve and Cathy
Ms Mika Austin
New Zealand
I like everything from the moment of contact- Allesio was our first, then followed by Eduardo. - right up to the arrival at the Villa....everything was handled with class and experience. Your staff needs to be commended for their customer service.
Mr Francis Michael Consuelo
United States
Dear Maria and Vittorio, It was a great pleasure vacationing at your villa. You are wonderful hosts and Maria is a great cook. Mille grazie, Marie and Leo - Maria + Vittorio, Sua casa is molto bello. I hope we can return some day soon. Mille Grazie
Mr Francis Michael Consuelo
United States
Villa San Leolino is one of the most beautiful Villas we have experienced. I would highly recommend booking with TuscanyAndMore and request Villa San Leolino. You could virtually stay at this Villa and not want to do anything else but enjoy the views and the owner’s hospitality!
Mr Francis Michael Consuelo
United States
The views of the surrounding Tuscan countryside was amazing, the pool was amazing and exactly as shown in the photos. The house was beautiful inside and out and Maria had a full refrigerator for us upon arrival, she is an excellent host and very nice. The property was amazing and location to San Gimignano excellent, we would recommend this villa to our friends and plan on returning. The Tuscany Now photos and description were 100% correct.
Mr M Russo
United States
Spending 3 weeks at San Leolino was like spending 3 weeks in paradise. The villa, the views and everything about this experience has been amazing. We spent countless days pool side with our family and enjoyed other memories in Florence, Siena and San Gimignano. Using navigation will generally take you to the right out of the driveway but make a left and you will find the most amazing vineyards and sunsets! Great for pictures!! We hope that this is the first of many summers spent in Italy with our family and will long for these days all winter long.
Mrs Patty Gargiulo
United States
The view, the view, the view!!! Breathtaking. What a wonderful villa to stay. Thanking you Maria for your hospitality. We enjoyed our stay and will never forget the villa and view. San Gimignano was our favourite place. Look forward to coming back one day!!
Mr Duncan Pratt
United Kingdom
Our Tuscan home away from home. Such a well appointed villa with all the things you could ever want. So great to be able to go to Florence Markets and cook up when you come home. Peaceful and lovely setting . See you again sometime
Mr William Bosma
We had such a wonderful time here! Loved our cooking class, loved our pizza night and I don’t think more pictures have ever been taken over and over of this spectacular view!!! A fabulous time was had by all. Many thanks
Mr David Wiley
United States
A Beautiful experience!!! Fantastic views, Maria was a brilliant host, accommodating our all our requests! The views by the pool cannot be beaten! Our two families spent many hours by the pool just enjoying the stunning view and the young kids had lots of fun swimming.
Mr Bryan Tan


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Services available on demand

N.B.: Please note that prices and availability for the following services are subject to change.
  • {{ extra.title }} Maid service available & organised by TN&M concierge service. Cook service available & organised by TN&M concierge service. Shopping list service available & organised by TN&M concierge service. Other services available & organised by TN&M concierge services.

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.

Can we help?

Please let us know your needs and requirements and a member of our experienced sales or concierge team will get back to you immediately.

Call us at +44 20 7684 8884

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