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.

21 Results:

Podere Michelangelo
Holiday Homes for Groups
20+3 Sleeps, 10 Bedrooms, 6 Bathrooms, Internet connection, Air Conditioning, Private pool, Pets
From €2,400.00
Holiday Homes for Groups
12+4 Sleeps, 7 Bedrooms, 6 Bathrooms, Internet connection, Private pool, Fenced, Tennis court, Pets
From €3,180.00
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.
Podere Casentino
Holiday Homes for Groups
40+25 Sleeps, 22 Bedrooms, 19 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €4,000.00
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 Cortona
Holiday Homes for Groups
18+0 Sleeps, 10 Bedrooms, 8 Bathrooms, Internet connection, Air Conditioning, Private pool, Fenced, Pets
From €2,950.00
Large natural stone cottage for 18 people in Cortona, in an ideal location in the heart of Tuscany, spacious and child-friendly facility, lawns, swimming pool, barbecue area, table tennis, shopping opportunities in the immediate vicinity.
Podere le Pietre
Holiday Homes for Groups
12+6 Sleeps, 6 Bedrooms, 7 Bathrooms, Internet connection, Private pool, Pets
From €1,500.00
Tuscany, Poppi. Tuscan country house, built with natural stone and extremely elegant with swimming pool and a wide green area in a sunny position. The holiday house is equipped with all the facilities and the comforts: ideal for big families.
Villa Bruni
Holiday Homes for Groups
18+1 Sleeps, 9 Bedrooms, 4 Bathrooms, Internet connection, Private pool, Pets
From €2,000.00
Imposing typical Tuscan country house with private swimming pool for up to 19 persons, in the hearth of Tuscany, surrounded by an enchanting countryside, high top hills and century old woods- exceptional price!
Borgo il Piano
Holiday Homes for Groups
22+5 Sleeps, 12 Bedrooms, 10 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €3,600.00
TUSCANY - CASENTINO VALLEY. Magical property for large groups and families in central Tuscany set in an environment where peace and relaxation are the masters. No streets, no nearby houses, no noises, only the sounds of nature really help the tourist to relax. Beautiful well-kept gardens, large common areas, Ex-Barn used as a kitchen and dining room directly next to the 6x14 m private swimming pool, barbecue area with 2 wood-burning ovens, and a beautiful lounge with professional shared kitchen await you in this beautiful Typical Tuscan structure. Despite being completely isolated, the distance to the nearest town is only 4 km.The rental prices are valid for an accommodation up to 22 pers.; each additional Guest (MAX 5 children under 12 y.o.) €100,00 per week.
Villa Lorenzo
Holiday Homes for Groups
28+8 Sleeps, 14 Bedrooms, 15 Bathrooms, Internet connection, Air Conditioning, Private pool, Fenced, Pets
From €3,800.00
Unique, stylish ambience in the countryside just a few steps away from the next, romantic little town. In the completely restored property, 7 dreamy suites each with a private bathroom and 4 apartments have been created, 3 of which have a living area, kitchen and 2 double rooms, each with its own bathroom; The 4th apartment consists of a living zone kitchen, 1 double bedroom with bathroom and an attic with a futon bed, a total of 14 double rooms with the option of accommodating a further 8 people on sofa beds or attic. On the ground floor there is a professional communal kitchen as well as a communal dining room. The property has a fabulous wellness area with an indoor pool / hydromassage, sauna and Turkish bath (steam bath). The wellness area has to be ordered separately (extra to pay). The garden around the villa is completely fenced and impresses with its idyllic Mediterranean vegetation full of flowers and a private pool. Directly at the pool and in front of the large communal kitchen is a large pavilion with dining area and relaxation zone, convenient and practical for your pool parties during the day and evening / night. Barbecue, ping-pong and trampoline for children are also available.
Tenuta Roberta
Holiday Homes for Groups
15+4 Sleeps, 8 Bedrooms, 7 Bathrooms, Internet connection, Private pool, Fenced, Tennis court, Pets
From €3,600.00
TUSCANY. The house is located in the Casentino, a wonderful wooded area between Florence and Arezzo, fast unknown and not crowed by tourists as other parts of Tuscany. The furniture and the equipment of the apartments are very luxury, even in the smallest details, everything  is new and perfect, in the Tuscan style. PRIVATE SWIMMING POOL, TENNIS COURT, LAKE and on request (to pay extra) WELLNESS CENTER!
il Gelso
Holiday Homes for Groups
24+2 Sleeps, 12 Bedrooms, 12 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €3,000.00
Exclusive natural stone villa in Tuscany in a quiet, sunny panoramic location with 12 double bedrooms (2 of which with air conditioning), 12 bathrooms, private pool, barbecue area, Internet W-LAN, satellite TV, completely fenced, 1-2 friendly, well-behaved pets allowed.
Fattoria Antica
Holiday Homes for Groups
10 Apartments, 44+9 Sleeps, 22 Bedrooms, 16 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €10,080.00
La Villa
Holiday Homes for Groups
12+4 Sleeps, 6 Bedrooms, 7 Bathrooms, Internet connection, Private pool, Fenced, Tennis court, Pets
From €2,300.00
Holidayhouse restored to perfection, La Villa , this former manor house, with 2 independent apartments, dominates a farm of 50 hectares with private swimming pool, big garden, lake, tennis court and wellness center (on request - extra to pay): really your dream holiday in Tuscany! 
Podere di Natale
Holiday Homes for Groups
20+7 Sleeps, 9 Bedrooms, 7 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €2,200.00
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. AVAILABLE FROM SEASON 2024
Tenuta Irene
Holiday Homes for Groups
16+6 Sleeps, 8 Bedrooms, 11 Bathrooms, Internet connection, Private pool, Fenced, Pets
From €3,550.00
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 €2,500.00
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, pets allowed.