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.

Condé Nast Traveller 2024 Award
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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To
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€ 19,530
€ 31,801
$ 19,855
$ 32,331
£ 16,275
£ 26,500

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
$ 12,134
$ 17,710
£ 9,946
£ 14,516

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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To
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€ 13,644
€ 20,442
$ 13,871
$ 20,783
£ 11,370
£ 17,035

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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To
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€ 5,006
€ 10,012
$ 5,089
$ 10,179
£ 4,172
£ 8,343

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
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€ 7,093
€ 14,183
$ 7,212
$ 14,420
£ 5,911
£ 11,819

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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To
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€ 28,560
€ 33,600
$ 29,036
$ 34,160
£ 23,800
£ 28,000

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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To
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€ 32,130
€ 37,800
$ 32,666
$ 38,430
£ 26,775
£ 31,500

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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To
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€ 3,712
€ 5,598
$ 3,773
$ 5,691
£ 3,093
£ 4,665

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
From
To
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€ 5,302
€ 7,997
$ 5,391
$ 8,130
£ 4,419
£ 6,664

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
From
To
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€ 8,602
€ 11,498
$ 8,746
$ 11,690
£ 7,168
£ 9,582

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
$ 10,224
$ 14,019
£ 8,380
£ 11,491

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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€ 13,713
€ 18,803
$ 13,942
$ 19,116
£ 11,428
£ 15,669

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
$ 15,975
$ 21,150
£ 13,094
£ 17,336

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
$ 14,818
$ 19,992
£ 12,146
£ 16,387

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
$ 31,842
$ 34,572
£ 26,100
£ 28,338

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
$ 39,712
$ 42,442
£ 32,551
£ 34,788

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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€ 27,771
€ 39,113
$ 28,234
$ 39,765
£ 23,142
£ 32,594

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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€ 28,970
€ 40,826
$ 29,453
$ 41,506
£ 24,142
£ 34,021

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 [heated from 2024]. Estate T. Court.

Weekly prices
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To
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€ 18,434
€ 23,469
$ 18,741
$ 23,860
£ 15,362
£ 19,558

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
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€ 16,454
€ 20,679
$ 16,728
$ 21,024
£ 13,712
£ 17,232

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