Villas with large swimming pools in Italy

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

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
From
To
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€ 13,547
€ 22,060
$ 19,092
$ 31,090
£ 13,028
£ 21,215
No reviews for this villa

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 amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

Weekly prices
From
To
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€ 15,392
€ 21,989
$ 21,693
$ 30,990
£ 14,802
£ 21,146

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
$ 22,905
$ 32,722
£ 15,629
£ 22,328

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
From
To
-
€ 19,081
€ 27,258
$ 26,892
$ 38,416
£ 18,350
£ 26,214

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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€ 19,942
€ 28,488
$ 28,105
$ 40,149
£ 19,178
£ 27,396

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
From
To
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€ 8,100
€ 14,000
$ 11,416
$ 19,731
£ 7,790
£ 13,464

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
From
To
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€ 9,775
€ 17,000
$ 13,776
$ 23,959
£ 9,400
£ 16,349

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
-
€ 14,790
€ 22,022
$ 20,844
$ 31,037
£ 14,223
£ 21,178

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
-
€ 11,400
€ 19,000
$ 16,067
$ 26,778
£ 10,963
£ 18,272

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
-
€ 16,416
€ 24,024
$ 23,136
$ 33,858
£ 15,787
£ 23,103

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
-
€ 12,540
€ 20,900
$ 17,673
$ 29,455
£ 12,060
£ 20,099

SLEEPING: 16 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

Weekly prices
From
To
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€ 12,822
€ 15,965
$ 18,070
$ 22,500
£ 12,330
£ 15,353

SLEEPING: 20 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

Weekly prices
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To
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€ 13,993
€ 17,599
$ 19,721
$ 24,803
£ 13,457
£ 16,925

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Hot Tub

Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.

Weekly prices
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To
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€ 14,387
€ 18,281
$ 20,276
$ 25,764
£ 13,836
£ 17,580

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
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€ 16,160
€ 19,879
$ 22,775
$ 28,016
£ 15,541
£ 19,117

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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€ 18,795
€ 23,629
$ 26,489
$ 33,301
£ 18,075
£ 22,723

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
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€ 7,715
€ 12,109
$ 10,873
$ 17,065
£ 7,420
£ 11,645

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
-
€ 9,644
€ 15,136
$ 13,592
$ 21,331
£ 9,274
£ 14,556

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
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€ 6,775
€ 9,678
$ 9,548
$ 13,640
£ 6,515
£ 9,307

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
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€ 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
$ 11,936
$ 17,050
£ 8,144
£ 11,634

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
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€ 12,750
€ 16,380
$ 17,970
$ 23,085
£ 12,262
£ 15,752

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Heated Pool

Staffed 16th century fully air-conditioned villa with a heated private pool set in the Chianti. Spacious bedrooms with en-suite bathrooms, Fantastic cook included preparing breakfast & 6 evening meals. Maid service.

Weekly prices
From
To
-
€ 7,200
€ 11,880
$ 10,147
$ 16,743
£ 6,924
£ 11,425

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
-
€ 7,562
€ 11,020
$ 10,657
$ 15,531
£ 7,272
£ 10,598

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • 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
-
€ 7,765
€ 10,765
$ 10,943
$ 15,171
£ 7,467
£ 10,352
Rental options (size of party):

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Luxury stone farmhouse with A/C bedrooms, luxurious en-suite bathrooms & private heated swimming pool. Bright contemporary interiors, well-equipped kitchen & private gym. Lush, planted garden on a hilltop with unforgettable views 20km from Siena

Weekly prices
From
To
-
€ 6,233
€ 10,433
$ 8,785
$ 14,704
£ 5,994
£ 10,033
No reviews for this villa
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