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.

August 2026
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19 Results:

Nicola
Holiday Homes for Groups
12+4 Sleeps, 7 Bedrooms, 6 Bathrooms, Internet connection, Private pool, Fenced, Tennis court, Pets
From €2,271.00
Classic villa in Tuscany for up to 16 people, extraordinary, stylish ambience, secluded location, 100% privacy, 10x12 m large private pool, impressive spacious park with hundreds of rare trees and plants, dreamlike idyllic garden area, everything is child-safe surrounded by an ancient one Stone wall with wrought iron garden gate, in-house tennis court, billiard room, Internet WiFi / WLAN, satellite TV, barbecue area in the park, pets allowed. CIN: IT051002B4TJBHRQWA
Podere di Natale
Holiday Homes for Groups
20+5 Sleeps, 9 Bedrooms, 7 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €2,107.00
Casentino Tuscany Beautiful property with private pool in a fabulous secluded location in the middle of unspoiled nature for up to 27 people, 4 independent apartments, large common room (80 sq. M.), Without neighboring houses, total privacy, fenced property, barbecue area , pizza oven and unlimited outdoor space. Dream holidays for large groups and families with children. Dogs are welcome. WLAN Internet connection available.WHIRLPOOL 3x5 m. (depth 1 m.) AVAILABLE FROM SEASON 2024 (use of the whirlpool without heated water included in the price; with heated water Euro 20 per day).
Podere Casentino
Holiday Homes for Groups
40+25 Sleeps, 22 Bedrooms, 19 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €3,000.00
Discounts up to 12%
Large typical Tuscan farmhouse completely in stone for exclusive use, in a splendid panoramic position surrounded by unspoiled nature, 400,000 square meters of enclosed land, WiFi Internet, private swimming pool 8x16 m., SPA wellness area (on request, extra to pay), barbecue area, wood oven, park games for children, farm animals, a dream for large families with children! from 40 to 65 pax (49 adults and 16 children under 12 y.o.).
Casale Gressa
Holiday Homes for Groups
17+6 Sleeps, 8 Bedrooms, 10 Bathrooms, Internet connection, Air Conditioning, Private pool, Fenced, Pets
From €1,786.00
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).