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: 33 villas
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Showing: 33 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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€ 19,530
€ 31,801
$ 21,681
$ 35,304
£ 16,550
£ 26,950

Special New Year Offer

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Elegant villa with private heated pool surrounded by olive groves near Vinci. Minimal design using exquisite materials. A/C bedrooms & luxurious ensuite bathrooms. Terrace & outdoor dining area facing sunset with magical views.

Weekly prices
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To
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€ 11,935
€ 17,419
$ 13,250
$ 19,338
£ 10,115
£ 14,762

Special New Year Offer

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Elegant villa with private heated pool surrounded by olive groves near Vinci. Minimal design using exquisite materials. A/C bedrooms & luxurious ensuite bathrooms. Terrace & outdoor dining area facing sunset with magical views.

Weekly prices
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€ 13,644
€ 20,442
$ 15,147
$ 22,694
£ 11,562
£ 17,324

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
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€ 5,006
€ 10,012
$ 5,558
$ 11,115
£ 4,242
£ 8,485

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
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To
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€ 7,093
€ 14,183
$ 7,875
$ 15,746
£ 6,011
£ 12,020

New for 2025

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Serene hilltop villa 10km from Grosseto with 17m infinity pool overlooking vineyards. Seamless indoor/outdoor living between alfresco dining areas. Ideally located on organic wine estate near Tuscany’s best beaches. Complimentary wine tasting & tour.

Weekly prices
From
To
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€ 10,945
€ 12,275
$ 12,151
$ 13,627
£ 9,276
£ 10,402
New villa, be the first to review

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Fully staffed, contemporary villa with enviable views near Monte Argentario. Design-led interiors. Chef services for breakfast & dinner. Private 20-m infinity pool, tennis court, gym & spa. Option to have an on-site butler.

Weekly prices
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To
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€ 21,500
€ 25,200
$ 23,869
$ 27,976
£ 18,220
£ 21,356

SLEEPING: 16 - BEDROOMS: 7 - BATHROOMS: 8

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

Fully staffed, contemporary villa with enviable views near Monte Argentario. Design-led interiors. Chef services for breakfast & dinner. Private 20-m infinity pool, tennis court, gym & spa. Option to have an on-site butler.

Weekly prices
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€ 28,560
€ 33,600
$ 31,706
$ 37,302
£ 24,203
£ 28,475

SLEEPING: 18 - BEDROOMS: 8 - BATHROOMS: 9

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

Fully staffed, contemporary villa with enviable views near Monte Argentario. Design-led interiors. Chef services for breakfast & dinner. Private 20-m infinity pool, tennis court, gym & spa. Option to have an on-site butler.

Weekly prices
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€ 32,130
€ 37,800
$ 35,670
$ 41,964
£ 27,229
£ 32,034

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

Weekly prices
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€ 3,712
€ 5,598
$ 4,120
$ 6,214
£ 3,145
£ 4,744

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

Multi-generational family farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

Weekly prices
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To
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€ 5,302
€ 7,997
$ 5,886
$ 8,878
£ 4,493
£ 6,777

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

This rental option at Solomonio includes a breakfast buffet and a chef that shall prepare three evening meals, to be enjoyed at the villa in one of the any dining areas available at the villa.   

Weekly prices
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€ 8,602
€ 11,498
$ 9,550
$ 12,765
£ 7,290
£ 9,744

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 4

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

Magnificent 17C Palladian Villa with staff 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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€ 10,056
€ 13,789
$ 11,164
$ 15,308
£ 8,522
£ 11,685

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

Magnificent 17C Palladian Villa with staff 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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€ 13,713
€ 18,803
$ 15,224
$ 20,874
£ 11,621
£ 15,935

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

  • 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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€ 15,713
€ 20,803
$ 17,444
$ 23,095
£ 13,316
£ 17,630

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

Book a romantic Verona wedding with up to 28 guests in a magnificent 17th-century Palladian villa with private gated pool, chapel & formal gardens. Frescoed interiors with A/C bedrooms. 

Weekly prices
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To
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€ 14,575
€ 19,665
$ 16,181
$ 21,831
£ 12,352
£ 16,665

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9

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

Book a romantic Verona wedding with up to 28 guests in a magnificent 17th-century Palladian villa with private gated pool & chef services for breakfast & dinner. Frescoed interiors with A/C bedrooms. Photogenic grounds with chapel & formal gardens.

Weekly prices
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To
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€ 18,118
€ 24,302
$ 20,114
$ 26,980
£ 15,354
£ 20,595

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
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To
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€ 27,575
€ 38,837
$ 30,613
$ 43,116
£ 23,369
£ 32,913

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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€ 28,766
€ 40,538
$ 31,935
$ 45,004
£ 24,378
£ 34,354

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

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

Live like royalty in a fully-staffed villa near Lake Garda. Daily continental breakfast service & chef services for dinner. Prestigious history, frescoed interiors & modern guesthouses. Famous gardens with unique private pool. Short walk to two villages. 

Weekly prices
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To
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€ 31,320
€ 34,005
$ 34,770
$ 37,751
£ 26,542
£ 28,818

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

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

For a stately wedding with up to 70 guests in a fully-staffed imperial residence near Lake Garda. Famous romantic gardens & private pool. Prestigious history with opulent interiors. Within a short walk to two pretty villages with churches.

Weekly prices
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To
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€ 39,061
€ 41,746
$ 43,364
$ 46,345
£ 33,102
£ 35,378

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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€ 18,264
€ 27,194
$ 20,276
$ 30,190
£ 15,478
£ 23,046

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
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To
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€ 14,074
€ 23,461
$ 15,624
$ 26,046
£ 11,927
£ 19,882

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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€ 20,272
€ 29,666
$ 22,505
$ 32,934
£ 17,179
£ 25,141

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • 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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€ 15,010
€ 24,395
$ 16,664
$ 27,082
£ 12,720
£ 20,673

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