Your vacation in Tuscany in
the countryside of Gambassi Terme

Three Locations to Choose From

Choose between the Tuscan-style farmhouse or vacation homes with private pools in the Chianti hills near the Via Francigena.

. . . .

Villa Oliva

A welcoming villa that blends tradition and modernity. Perfect for 10 people, with an outdoor porch and a pool with a cervical waterfall.

Villa La Fonte

A historic Tuscan farmhouse from the 1800s transformed into a country house that accommodates up to 14 people, with a private pool and an exclusive outbuilding.

Soleado

A cozy holiday home for 10 people, situated in a panoramic position atop a hill and renovated in Tuscan style, with a panoramic terrace and a private pool.

A farmhouse and two holiday homes along the Via Francigena, in the heart of Tuscany.

. . . .

In the surroundings of Gambassi Terme, you will find all the wonders that a vacation in Tuscany can offer: green hills, long rows of vineyards, and small groups of olive trees alternate in a picturesque and ever-changing landscape, while history, art, and luxury are nestled among the bricks of our villas. During your stay at Pillo Holiday Villas, you will be able to visit by car the nearby cities of art rich in history such as Florence, Pisa, and Siena, or the medieval villages of Monteriggioni and Volterra, stopping to taste a glass of wine at the Villa Pillo winery or other local wineries. By following the scenic Via Francigena through the hills, which passes near our villas, you can reach San Gimignano and its famous towers on foot. In Gambassi, a small town famous for its thermal baths, we recommend a visit to the historic town center and a bath in its warm waters.

. . . .

30 minuti da San Gimignano

40 minuti da Volterra

50 minuti da Siena

1 ora da Pisa

1 ora da Firenze

Upcoming events in Florence and Tuscany

To truly experience the traditions of Tuscany during your vacation in Gambassi Terme, consider visiting the festivals and events held in nearby towns across the provinces of Florence, Siena, or Pisa. Here’s a list of some events you can find.

Upcoming events in Florence and Tuscany

To truly experience the traditions of Tuscany during your vacation in Gambassi Terme, consider visiting the festivals and events held in nearby towns across the provinces of Florence, Siena, or Pisa. Here’s a list of some events you can find.

Numerous experiences for an unforgettable vacation.

Taste the flavors of Tuscany in the kitchen during a cooking class or with a winery tour; find harmony with nature by slowly exploring it on bike or horseback; discover the secrets of the cities together with a local guide. Don’t miss anything Tuscany has to offer!

Live The Gambassi Experience.

Let the colors of nature paint your soul and the scents of wine intoxicate it; this is the Experience. Follow the trails in the woods among the leaps of streams and the hypothermal spring gushing at 23°C. Conclude your day with a tasting in the squares of the picturesque nearby medieval villages.

Live The Gambassi Experience.

Let the colors of nature paint your soul and the scents of wine intoxicate it; this is the Experience. Follow the trails in the woods among the leaps of streams and the hypothermal spring gushing at 23°C. Conclude your day with a tasting in the squares of the picturesque nearby medieval villages.

  • We spent 6 nights here in June 2026 with another family. 4 kids total ages 11-19. The house and sunset views are incredible. The house is beautifully renovated with modern fixtures and appliances and traditional touches like the timber and terracotta ceilings. A very comfortable and relaxing place to stay while also being a great location to explore all over Tuscany. We visited San Gimignano, Florence, Montalcino, Montepulciano, Lucca and Pisa during the week. There are also delicious food, cafe and grocery options in nearby towns of Gambassi Terme and Certaldo just a few mins by car.

    David Prevette Villa Oliva
  • An absolutely perfect base from which to discover Tuscany and surrounds. The villa is brand new, spacious and so comfortable, and the staff are most welcoming and helpful. The pool was just amazing. A stay at this Villa will make for a spectacular holiday in Tuscany. Highly recommended.

    Aditi's family from Australia Villa Oliva
  • We had a great holiday! We are impressed about the beautiful nature and historical places. The pool was refreshing during the hot summer weeks, the kids enjoyed running through the gardern. We all had the time of our life!

    Peter and family - August 2019 Soleado Holidays
  • Everything was fine! We had very nice holidays and a great stay in the house. We loved the food and wine in Tuscany. We want to thank you for the great days with summer feeling in September!

    The Garst family and friends - September 2019
  • What a wonderful stay in this beautiful house. 2020 has been a crazy year, and it was so nice to come here and find peace and joy in the beautiful Tuscany hills.

    Jesper and family - July 2020 Villa la Fonte
  • Abbiamo fatto una fantastica vacanza alla villa. Eravamo 11 persone ed era tutto perfetto. La raccomandiamo fortemente e forse riusciremo a tornare un giorno!

    Sebastien and family - August 2018 Villa la Fonte
  • We stayed here for 14 days and really enjoyed the holidays that we spent here a "Villa La Fonte". The sorroundings are great and the food is fantastic. Thanks a lot for the excellent support service!! Looking forward to coming back again soon!

    Ralf and family - August 2018 Villa la Fonte
  • we had a wonderful vacation and enjoyed the beautiful property with the amazing pool. In the 2 weeks we marvel at the fantastic landscape of Tuscany with all its historic and beautiful cities.

    Mariano and family - July 2017 Villa la Fonte
  • Siamo stati qui per una settimana ed era meravigliosa! Ci siamo goduti la piscina, la stagione, il paesaggio, il cibo e molto di più! Grazie per la bellissima settimana! Questo è un arrivederci

    Armin and family - August 2017 Villa la Fonte
  • A large house, with a wonderful pool in a beautiful area! we would love to go back!

    Pascal and family - August 2016 Villa la Fonte
  • We had a nice stay. We felt very comfortable in the house, enjoyed the beautiful landscape and had a relaxing and beautiful holiday! Thank you so much!

    Michael and family - April 2015 Villa la Fonte
  • We had a wonderful week in this lovely home. Patrizia and her staff were fantastic and took great care of us. The cooking class is something that we will remember forever. We truly hope to be back one day. Arrivederci!

    Family holidays - June 2022 Villa la Fonte
  • Again we had an awesome time with sun, great food and wine! A pure pleasure as always! Looking forward to next time!

    Family holidays - June 2022 Villa la Fonte
  • The villa is truly beautiful! We loved the surroundings and the beautiful gardens. Thank you for being such wonderful hosts. It was lovely to meet Patrizia, Fabio and their daughter. We can’t wait to come back — Tuscany is truly a very special place. Your friends from Montreal and Quebec.

    Family holidays - May 2022 Villa la Fonte
  • Dear friends, as always it was a great time. This place is perfect for making memories. We will back soon. Best wishes and arrivederci!

    Family holidays - 2022 Villa la Fonte
  • We very much enjoyed our stage here in this beautiful location! Pizza, Aperol & nice sunny weather. Our time in Tuscany was marvellous, thank you very much!  

    Holiday with friends - 2022 Villa la Fonte
  • 14 days of nice weather, lovely house and a splendid pool was enjoyed by our 10 family members. We also had time to visit the area and had some lovely meals at local restaurant.    

    Randi & family - 2021 Villa la Fonte
  • We would like to thank the Staff for the warm welcome and great hospitality as well as helpful restaurant tips and things to do around. We were well-looked after and had an amazing time. The villa is in a beautiful location and close the main cities and we loved cooling down in the pool afterwards.   Thank you from our family... Romania/England/ Germany  

    Sofroni & Redford Family Soleado Holidays
  • Dear Villa la Fonte Team..big thanks for a wonderful and relaxing time we had again! Everything was perfect in your wonderful houses.. We enjoyed our stay and are looking forward to come again next year! All the best!

    Beiers' Family Villa la Fonte
  • Thanks Casa Soleado for all the emotions you gave us !! Singing around the fireplace, together with a good glass of wine, permitted us discover again the joy of sharing best moments of our lives together with the people you love (even if their feet stink)

    Federica P. Soleado Holidays
  • Superb villa near Florence, Siena, San Gimignano, Volterra, ... Highly recommend.

    Thierry Carabin Villa La Fonte
  • Excellent location. The pool, the house and the entire property are simply stunning. I would be happy to come back again. Elena's support was excellent.

    Ralf Pieper Soleado Holidays home
  • A fantastic place for groups to discover one of the most beautiful landscapes in the world! Or to relax by the pool! I love this place!

    Thomas Zilm Villa La Fonte

Casa Vacanze Villa Oliva

Via Vigna, 42/A Località Pillo
50050 Gambassi Terme (FI)
Codice regionale: 048020CAV0036
CIN: IT048020B4SM4IAZZV

+39 331 7925912

info@pilloholidayvillas.com

Agriturismo Villa La Fonte

Via La Fonte, 42 Località Pillo
50050 Gambassi Terme (FI)
Codice regionale: 048020AAT0028
CIN: IT048020B5MIZOIKEL

+39 335 8253440

info@pilloholidayvillas.com

Casa Vacanze Soleado

Via Pillo, 27 Località Pillo
50050 Gambassi Terme (FI)
Codice regionale: 048020CAV0021
CIN: IT048020B4SFHPSM2W

+39 331 7925912

info@pilloholidayvillas.com

Bar.Te.Co. S.r.l.  - Via V.Barbieri, 9 - 50051 Castelfiorentino (FI) Italia - P.IVA 04926960487

Agriturismo Virides Agri di Francalanci Patrizia  - Via La Fonte, 42 - 50050 Gambassi Terme (FI) Italia - P.IVA 04851270480