Villas with large swimming pools in Italy

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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.

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Showing: 28 villas
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Showing: 28 villas

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

This rental option for the Estate of Petroio includes a professional cook that shall prepare wonderful evening meals served by a waiter as breakfast. Note that food & wine are not included. Lunches avail.

Weekly prices
From
To
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€ 22,023
€ 31,017
$ 28,305
$ 39,865
£ 21,379
£ 30,110

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Celebrate your wedding at the Estate of Petroio for max 40 guests including a professional cook and waiter that shall prepare evening meals. Wedding planner and catering services upon request.

Weekly prices
From
To
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€ 22,974
€ 32,375
$ 29,528
$ 41,611
£ 22,302
£ 31,428

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 9

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Top-level luxury villa facing Orvieto with staff & cook. Large, private pool & gym. Contemporary A/C interiors, luxury bathrooms & professionally equipped kitchen. Grounds with panoramic outdoor living & dining areas. Breakfast & dinner service included in the price. 

Weekly prices
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To
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€ 15,579
€ 25,368
$ 20,023
$ 32,605
£ 15,123
£ 24,626

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 9

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna [fees apply] & secure grounds.

Weekly prices
From
To
-
€ 8,748
€ 15,120
$ 11,244
$ 19,433
£ 8,492
£ 14,678

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 12

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna [fees apply] & secure grounds.

Weekly prices
From
To
-
€ 10,556
€ 18,360
$ 13,568
$ 23,598
£ 10,248
£ 17,823

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 12

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

Weekly prices
From
To
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€ 15,974
€ 23,784
$ 20,531
$ 30,569
£ 15,507
£ 23,088

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna [fees apply] & secure grounds.

Weekly prices
From
To
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€ 12,311
€ 20,520
$ 15,823
$ 26,374
£ 11,951
£ 19,920

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

Weekly prices
From
To
-
€ 17,730
€ 25,946
$ 22,788
$ 33,348
£ 17,211
£ 25,187

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 13

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Plan an intimate wedding for up to 50 guests in a fully A/C luxury farmhouse. Tuscan interiors with ensuite bathrooms & well-equipped kitchen. Private travertine infinity pool, sauna, manicured gardens & stunning views. Chef services included for five breakfasts a week.

Weekly prices
From
To
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€ 13,543
€ 22,572
$ 17,407
$ 29,011
£ 13,147
£ 21,912

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. On-site concierge. Breakfast, lunch & dinner service included.

Weekly prices
From
To
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€ 14,109
€ 17,568
$ 18,135
$ 22,580
£ 13,697
£ 17,055

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. On-site concierge. Breakfast, lunch & dinner service included.

Weekly prices
From
To
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€ 16,094
€ 20,117
$ 20,686
$ 25,856
£ 15,623
£ 19,528

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Organise a 5* Tuscan wedding in a hilltop villa with staff & cook. Manicured gardens with private infinity pool & expansive views will frame your vows in style. On-site concierge. Breakfast, lunch & dinner service included. Nearby villa for extra accommodation.

Weekly prices
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To
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€ 18,300
€ 22,324
$ 23,521
$ 28,692
£ 17,765
£ 21,671

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

This rental option new for 2019 at I Corbezzoli includes traditional or vegetarian cooking lessons & food experiences other than the chef & staff preparing breakfast, lunch & evening meals included in the rental price.

Weekly prices
From
To
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€ 21,717
€ 26,002
$ 27,913
$ 33,420
£ 21,082
£ 25,242

SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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. 

Weekly prices
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To
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€ 9,302
€ 13,782
$ 11,956
$ 17,713
£ 9,030
£ 13,379

SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
From
To
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€ 13,982
€ 18,462
$ 17,971
$ 23,728
£ 13,573
£ 17,922

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

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.

Weekly prices
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To
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€ 11,626
€ 14,369
$ 14,942
$ 18,468
£ 11,286
£ 13,949

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

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.

Weekly prices
From
To
-
€ 13,048
€ 16,398
$ 16,770
$ 21,076
£ 12,667
£ 15,919

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Heated pool

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.

Weekly prices
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To
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€ 10,500
€ 15,800
$ 13,495
$ 20,307
£ 10,193
£ 15,338

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
From
To
-
€ 8,487
€ 13,319
$ 10,908
$ 17,119
£ 8,239
£ 12,930

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
From
To
-
€ 10,608
€ 16,649
$ 13,635
$ 21,399
£ 10,298
£ 16,162

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

  • Cook included
  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

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.

Weekly prices
From
To
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€ 8,968
€ 12,433
$ 11,527
$ 15,980
£ 8,706
£ 12,070

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
-
€ 4,365
€ 8,729
$ 5,610
$ 11,220
£ 4,237
£ 8,474

SLEEPING: 16 - BEDROOMS: 11 - BATHROOMS: 9

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
-
€ 6,184
€ 12,366
$ 7,949
$ 15,894
£ 6,004
£ 12,004

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