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: 29 villas
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Showing: 29 villas

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
$ 20,176
$ 32,854
£ 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 & secure grounds.

Weekly prices
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To
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€ 8,748
€ 15,120
$ 11,329
$ 19,582
£ 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 & secure grounds.

Weekly prices
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To
-
€ 10,556
€ 18,360
$ 13,671
$ 23,778
£ 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
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To
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€ 15,974
€ 23,784
$ 20,688
$ 30,802
£ 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 & secure grounds.

Weekly prices
From
To
-
€ 12,311
€ 20,520
$ 15,944
$ 26,575
£ 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
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€ 17,730
€ 25,946
$ 22,962
$ 33,602
£ 17,211
£ 25,187

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 13

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

Wedding option for up to 50 guests. Luxury fully air-con stone farmhouse near San Gimignano with a large private pool. Beautifully decorated bedrooms & comfortable en suite bathrooms. Breakfast service (5 mornings) included. Wedding planner available on demand. 

Weekly prices
From
To
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€ 13,543
€ 22,572
$ 17,540
$ 29,233
£ 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
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To
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€ 14,109
€ 17,568
$ 18,273
$ 22,753
£ 13,697
£ 17,055

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

  • 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
-
€ 13,993
€ 17,599
$ 18,123
$ 22,793
£ 13,584
£ 17,085

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
$ 20,843
$ 26,053
£ 15,623
£ 19,528

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

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

Celebrate your wedding at Corbezzoli, with an on-site concierge & staff included with a fantastic cook for breakfast, lunch & evening meals. Beautiful garden and pool area with stunning views as a backdrop.

Weekly prices
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To
-
€ 18,300
€ 22,324
$ 23,700
$ 28,911
£ 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
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To
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€ 21,717
€ 26,002
$ 28,126
$ 33,675
£ 21,082
£ 25,242

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

Three private luxury residences on a 900 acre estate with two private pools, Jacuzzi, Spa, tennis court and beach volley amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

Weekly prices
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To
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€ 15,392
€ 21,989
$ 19,934
$ 28,478
£ 14,942
£ 21,346

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

Celebrate your wedding in the beautiful Estate of Petroio. Have an intimate blessing in the private chapel of the Villa for a max of 40 guests. Wedding planner and catering services upon request.

Weekly prices
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To
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€ 16,252
€ 23,218
$ 21,048
$ 30,070
£ 15,777
£ 22,539

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 is not included. Lunches avail.

Weekly prices
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To
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€ 22,023
€ 31,017
$ 28,521
$ 40,170
£ 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
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To
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€ 22,974
€ 32,375
$ 29,753
$ 41,929
£ 22,302
£ 31,428

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, sauna & gym. 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
$ 13,598
$ 20,462
£ 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 and maid service included.

Weekly prices
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To
-
€ 8,487
€ 13,319
$ 10,991
$ 17,250
£ 8,239
£ 12,930

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

Wedding option for up to 50 guests (up to 90 with an extra fee) in an elegant 17th century villa with a private pool & stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service and maid service included.

Weekly prices
From
To
-
€ 10,608
€ 16,649
$ 13,739
$ 21,562
£ 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
-
€ 8,968
€ 12,433
$ 11,615
$ 16,102
£ 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
$ 5,653
$ 11,305
£ 4,237
£ 8,474
No reviews for this villa

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
$ 8,010
$ 16,015
£ 6,004
£ 12,004
No reviews for this villa

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool
  • Tennis court

Beautiful stone farmhouse with a large heated swimming pool, guest house, pool house and a full size tennis court. Stunning views, air conditioned bedrooms and en-suite bathrooms. 

Weekly prices
From
To
-
€ 8,337
€ 12,149
$ 10,797
$ 15,735
£ 8,093
£ 11,794

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

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. Estate T. Court.

Weekly prices
From
To
-
€ 6,775
€ 9,678
$ 8,774
$ 12,534
£ 6,577
£ 9,395

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

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. Estate T. Court.

Weekly prices
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To
-
€ 11,057
€ 13,959
$ 15,584
$ 19,673
£ 10,634
£ 13,424

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

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. Estate T. Court.

Weekly prices
From
To
-
€ 8,469
€ 12,098
$ 10,968
$ 15,668
£ 8,221
£ 11,744

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

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. Estate T. Court.

Weekly prices
From
To
-
€ 14,618
€ 18,611
$ 18,932
$ 24,103
£ 14,191
£ 18,067

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