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.

Condé Nast Traveller 2020 Award
Showing: 26 villas
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Showing: 26 villas

Sleeping: 46 - Bedrooms: 23 - Bathrooms: 23

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Stunning five hundred year old Hamlet in the hills south of Florence converted into six very stylish luxury residences. Luxury accommodations staffed with cook & staff preparing breakfast and evening meals included in the rental price. Two private swimming pools, an enoteca, a private restaurant, a theatre, a library, and air-conditioned bedrooms.

Weekly prices
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€ 45,586
€ 51,173
$ 61,806
$ 69,382
£ 43,839
£ 49,213

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
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€ 15,392
€ 21,989
$ 20,869
$ 29,813
£ 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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€ 16,252
€ 23,218
$ 22,035
$ 31,479
£ 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
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€ 19,081
€ 27,258
$ 25,870
$ 36,957
£ 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
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€ 19,942
€ 28,488
$ 27,038
$ 38,625
£ 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
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€ 8,100
€ 14,000
$ 10,982
$ 18,981
£ 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
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€ 9,775
€ 17,000
$ 13,253
$ 23,049
£ 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
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€ 14,790
€ 22,022
$ 20,053
$ 29,858
£ 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
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€ 11,400
€ 19,000
$ 15,456
$ 25,761
£ 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
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€ 16,416
€ 24,024
$ 22,257
$ 32,572
£ 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
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€ 12,540
€ 20,900
$ 17,002
$ 28,337
£ 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
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€ 12,822
€ 15,965
$ 17,384
$ 21,645
£ 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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€ 13,993
€ 17,599
$ 18,972
$ 23,861
£ 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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€ 14,387
€ 18,281
$ 19,506
$ 24,785
£ 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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€ 16,160
€ 19,879
$ 21,910
$ 26,952
£ 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
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€ 18,795
€ 23,629
$ 25,483
$ 32,036
£ 18,075
£ 22,723

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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€ 6,775
€ 9,678
$ 9,186
$ 13,122
£ 6,515
£ 9,307

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
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€ 8,469
€ 12,098
$ 11,482
$ 16,403
£ 8,144
£ 11,634

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
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€ 6,000
€ 10,800
$ 8,135
$ 14,643
£ 5,770
£ 10,386

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

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

New rental option for 2020 which includes: chef services for breakfast & dinner, cooking classes, food & wine experiences. Elegant interiors with original terracotta & beamed ceilings. Internal lift, A/C in all rooms & large en-suite bathrooms. Private heated pool, hot tub, sauna & gym. On-site concierge. Sleeps up to 16.

Weekly prices
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€ 9,617
€ 14,417
$ 13,039
$ 19,547
£ 9,249
£ 13,864

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
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€ 7,202
€ 10,495
$ 9,764
$ 14,230
£ 6,926
£ 10,093

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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€ 6,680
€ 10,484
$ 9,057
$ 14,214
£ 6,424
£ 10,082

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
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To
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€ 8,350
€ 13,104
$ 11,321
$ 17,767
£ 8,030
£ 12,602

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. 25-acre park with formal gardens, fountain and private mosaic-paved pool. A/C in all rooms, modern en-suite bathrooms & professional kitchen. Antique painting collection, billiard table & internal lift. Breakfast service included in the rental price, plus two dinners. 

Weekly prices
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€ 7,250
€ 10,250
$ 9,830
$ 13,897
£ 6,972
£ 9,857

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 4

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
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To
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€ 3,439
€ 8,189
$ 4,663
$ 11,103
£ 3,307
£ 7,875

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 7

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
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To
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€ 5,007
€ 9,486
$ 6,789
$ 12,861
£ 4,815
£ 9,122

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 7

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent 17C Palladian Villa with staff & cook services included for 6 breakfasts and 3 dinners, ingredients excluded. Minutes from the centre of Verona. Beautifully furnished & frescoed air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
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To
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€ 7,583
€ 11,696
$ 10,281
$ 15,857
£ 7,292
£ 11,247

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

The ideal wedding venue, a Palladium Villa with fantastic management just mins from Verona! Fantastic spaces with formal gardens and a pool offering a very special venue for a very special day.

Weekly prices
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To
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€ 7,545
€ 13,275
$ 10,230
$ 17,999
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
From
To
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€ 5,806
€ 10,236
$ 7,871
$ 13,878
£ 5,583
£ 9,844

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

The ideal wedding venue, a Palladium Villa with fantastic management just mins from Verona! Fantastic spaces with formal gardens and a pool offering a very special venue for a very special day.

Weekly prices
From
To
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€ 7,545
€ 13,275
$ 10,230
$ 17,999
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Magnificent 17C Palladian Villa with staff & cook services included for 6 breakfasts and 3 dinners, ingredients excluded. Minutes from the centre of Verona. Beautifully furnished & frescoed air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
From
To
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€ 8,014
€ 12,446
$ 10,865
$ 16,875
£ 7,707
£ 11,969
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