Holiday Homes for Groups in Tuscany

Tuscany is the Italian region of genuine flavors and good living, a suitable place to spend a holiday with close friends or to celebrate some important date with family members. In this space there are holiday homes suitable for hosting large groups, consisting of more than 14 people, with a private swimming pool and large outdoor spaces, where children can play freely, to spend peaceful days surrounded by all possible comforts and affection of loved ones. The holiday homes dedicated to groups have been meticulously selected by us for the attention to detail, for the organized spaces and for the gardens scented with aromatic herbs where the harmony between your desire for well-being and the place becomes a real magic. Finding yourself at the table under a romantic pergola with delicate dishes and good red wine, while the days pass slowly and the sun illuminates the vineyards and olive groves, is a dream within reach. To make it come true, we have tested and checked all the holiday homes for you as well as we have taken care of the relationship with their owners so that every service we offer is the best possible.

April 2026
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19 Results:

Villa della Rosa
Holiday Homes for Groups
18+3 Sleeps, 9 Bedrooms, 11 Bathrooms, Internet connection, Air Conditioning, Private pool, Fenced
From €3,093.00
A dreamy environment awaits you in this Tuscany holiday home suitable for large groups and families up to 21 people (max. 17 adults + 4 children under 12 years), 9 bedrooms, 10 bathrooms, extra-large private pool with enclosed children's pool, enchanting panoramic and isolated position in the countryside, barbecue area, pizza oven, common rooms, satellite TV and WiFi Internet meet the highest demands. Main house 320 sq m. Dependence with common spaces 120 sq m.CIN: IT051004B5L3ZZE4C8
Tenuta Irene
Holiday Homes for Groups
16+6 Sleeps, 8 Bedrooms, 11 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €3,214.00
Fantastic typical Tuscan structure, detached stone house in the middle of a unique idyllic landscape for up to 22 people, enchanting garden, private swimming pool, super-equipped barbecue area, wine tasting, WiFi internet, air conditioning (in 4 bedrooms), suitable for children, SPA area (on request) with sauna and hammam, private fishing pond, suitable for large family celebrations, absolute privacy. Large party room and professional kitchen included.  
Casale Gressa
Holiday Homes for Groups
17+6 Sleeps, 8 Bedrooms, 10 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €1,786.00
Discounts up to 10%
Holiday house in Tuscany in a fantastic and peaceful panoramic position with all the comforts for a perfect holiday: 8 bedrooms, 10 bathrooms, tasteful luxurious furnishings, all the comforts, WiFi Internet, barbecue area, private swimming pool 6x16 m, pond private, friendly and well-behaved pets allowed on request.  Starting from the 2027 season, air conditioning will be available in all rooms, including the dependance (extra charge based on usage).
Tenuta di Banzena
Holiday Homes for Groups
22+14 Sleeps, 13 Bedrooms, 10 Bathrooms, Internet connection, Private pool, Outdoor hot tub, Tennis court, Pets
From €2,536.00
Tuscany holiday house. Charming property in the heart of Tuscany suitable for up to 36 people. Own tennis court, private pool, whirlpool (whirlpool on request, extra to pay), SAT TV, Internet access WLAN, pets allowed, 2 barbecue areas, pizza oven, children's playground, common rooms, breakfast and meals available,  organization of family Reunion for celebrations, catering, cooking courses for adults and children, fantastic outdoor area in green untouched nature. Ideal location for wedding celebrations, in stylish salons suitable for large groups. Set in the green valley of Casentino, a wooded area in the heart of Tuscany, this former country house has become in the last 4 years a beautiful resort, able to cater every wish, even of the most demanding guest; an ideal setting especially for WEDDING CELEBRATIONS.Our Fewo-Toskana.com team will be happy to help you with the organization.