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Whether you’re an avid swimmer, travelling with a large group or with children, you will understand the importance of having a larger swimming pool. Many of our hand-picked villas have swimming pools to perfectly complement the warm Tuscan sunshine, but for some occasions only a big pool will do.
Special Christmas & New Year Offer
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 11
18th-century villa with staff & cook 9km from Montepulciano. Restored period interiors, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast & dinner service included in the price.
Special Christmas & New Year Offer
SLEEPING: 24 - BEDROOMS: 12 - BATHROOMS: 14
18th-century villa with staff & cook 9km from Montepulciano. Restored period interiors, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast & dinner service included in the price.
New for 2025
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 8
Prestigious 16th-century Venetian villa near Vicenza with staff & cook. Elegant frescoed interiors, Italian gardens & private pool. Large A/C bedrooms, luxury kitchen & bathrooms. Breakfast service included in the price.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
Luxury 12th Century Villa with beautiful views near Florence amid vineyards and olive groves. Immaculately maintained with gorgeous gardens. Air-con bedrooms. Private fenced pool [heated from 2024]. Estate T. Court.
SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7
Luxury stone farmhouse in Chianti with staff & cook. Private infinity pool, multiple alfresco living spaces & large A/C bedrooms with luxurious ensuite bathrooms. On-site concierge. Breakfast & dinner service included.
SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7
This rental option new for 2019 at Il Cortile Pratolino includes traditional or vegetarian cooking lessons & food experiences, alongside the chef & staff who will prepare breakfast and evening meals included in the rental price.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
Elegant 17th-century villa with a private pool surrounded by a stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service [ingredients excluded] and maid service included.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
For an Umbrian wedding with up to 50 guests (up to 90 with an extra fee) in a 17th-century villa with private pool, surrounded by 10-acre park with formal gardens, fountains & amphitheatre. A/C bedrooms with ensuite bathrooms. Breakfast service [ingredients excluded] and maid service included.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
Stylish 16th-century luxury villa in Chianti with staff & cook. Terraced garden with outdoor living & dining areas. Private heated pool, gym & wellness area with treatment room and sauna [wellness area services available to those purchasing treatments]. Elegant interiors, internal lift & A/C in all rooms. On-site concierge. Breakfast & dinner included in the rental price.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Charming country villa with private infinity pool & hot tub 18km from San Gimignano. A/C bedrooms & ensuite bathrooms. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
A food lover’s paradise complete with chef services for breakfast & dinner, plus one cooking class. A/C bedrooms & ensuite bathrooms. Private infinity pool & hot tub. On-site attentive concierge. 18km from San Gimignano.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
Charming country villa with private infinity pool & hot tub 18km from San Gimignano. A/C bedrooms with two family suites, perfect for younger families. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
A food lover’s paradise complete with chef services for breakfast & dinner, plus one cooking class. A/C bedrooms with two family suites, perfect for younger families. Private infinity pool & hot tub. On-site concierge. 18km from San Gimignano.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Luxury villa with stunning views overlooking San Gimignano with an oversized private swimming pool and full size tennis court. Air conditioned bedrooms with en suite bathrooms.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
This rental option for Diaspero includes services of a professional chef for breakfast 6 days a week and dinner upon arrival. The cost of food is included, but drinks are not included. Additional meals can be arranged as an extra.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 5
Luxury hilltop villa 18km from Orvieto with staff & cook. A/C interiors, antique painting collection & internal lift. Modern en-suite bathrooms & professional kitchen. 25-acre park with formal gardens & private mosaic-paved pool. Breakfast & dinner service included in the price.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9
Luxury hilltop villa 18km from Orvieto with staff & cook. A/C interiors, antique painting collection & internal lift. Modern en-suite bathrooms & professional kitchen. 25-acre park with formal gardens & private mosaic-paved pool. Breakfast & dinner service included in the price.
