Villas in Italy for families with fenced swimming pools

This special collection of family villas with fenced swimming pools provides added safety and peace of mind, especially for families travelling to Italy with young children. The collection includes villas with gated pools in Tuscany and Umbria, plus villas with a fenced swimming pool near Venice and Verona.

Every villa in the Tuscany Now & More portfolio has a private swimming pool. In the family villa rentals chosen for this collection, a gated pool gives you added peace of mind. They are perfect if you are travelling with young children or children who have not yet learned to swim.

If you have more questions about your Italian rental villa, including detailed layout queries, please contact us. You will be connected with one of our villa experts who has personally stayed in or visited the property.

At all the properties in this collection of villas with a fenced swimming pool, you will receive the usual benefits of TN&M service honed over three decades. Every single villa in our portfolio is handpicked, to ensure we offer only the finest luxury villas in Tuscany, Umbria and beyond. Most of our villas with gated swimming pools also have air-conditioning, either in bedrooms or throughout the property interior, including in comfortable communal spaces.

As a TN&M guest, you also have access to our award-winning concierge service. Our expert local concierges have many years’ experience helping families from all over the world enjoy their Italian holiday rental to the maximum degree possible. Our concierges can help with logistics — say, ensuring the fridge in your villa is stocked on arrival. They can help with recommendations, including making reservations at family-friendly restaurants local to your villa where you can taste the authentic dishes of Italy and your region. (And they can book registered babysitters if you would like an evening out senza bambini.)

Our concierges can also arrange unique tours and experiences, so your family will have an unforgettable stay with us. Our most popular family experiences include cycling around the ramparts of Lucca and ballooning over Tuscany.

If you are travelling to Italy with teenagers or older children, you may also wish to review our dedicated collection of villas in Italy near villages: these give your teens the freedom to roam and you the benefits of staying in an Italian village in Tuscany or Umbria.

Condé Nast Traveller 2023 Award
Showing: 21 villas
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Showing: 21 villas

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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€ 26,448
€ 37,250
$ 28,483
$ 40,115
£ 22,605
£ 31,838

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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€ 27,591
€ 38,881
$ 29,713
$ 41,872
£ 23,582
£ 33,232

SLEEPING: 16 - BEDROOMS: 7 - BATHROOMS: 8

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

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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€ 27,200
€ 32,000
$ 29,292
$ 34,462
£ 23,248
£ 27,350

SLEEPING: 18 - BEDROOMS: 8 - BATHROOMS: 9

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

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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€ 30,600
€ 36,000
$ 32,954
$ 38,769
£ 26,154
£ 30,769

SLEEPING: 18 - BEDROOMS: 10 - 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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€ 12,965
€ 18,855
$ 13,962
$ 20,305
£ 11,081
£ 16,115

SLEEPING: 18 - BEDROOMS: 10 - 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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€ 14,965
€ 20,855
$ 16,116
$ 22,459
£ 12,790
£ 17,825

SLEEPING: 18 - BEDROOMS: 10 - 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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€ 13,881
€ 19,771
$ 14,949
$ 21,292
£ 11,864
£ 16,898

SLEEPING: 18 - BEDROOMS: 10 - BATHROOMS: 9

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

Book a romantic Verona wedding with up to 50 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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€ 17,255
€ 23,145
$ 18,582
$ 24,925
£ 14,748
£ 19,782

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

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

A 16th-century architectural jewel of Veneto with staff & cook. Starred in "The Merchant of Venice" with Al Pacino. Frescoed interiors, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Breakfast & dinner service included in the price.

Weekly prices
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€ 12,619
€ 18,613
$ 13,590
$ 20,045
£ 10,785
£ 15,909

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Elegant villa with private 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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€ 10,669
€ 15,242
$ 11,490
$ 16,414
£ 9,119
£ 13,027

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

Elegant villa with private 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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€ 12,194
€ 17,782
$ 13,132
$ 19,150
£ 10,422
£ 15,199

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, gym & wellness area with treatment room and sauna [wellness area services available to those purchasing treatments]. 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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€ 11,446
€ 17,223
$ 12,326
$ 18,548
£ 9,783
£ 14,721
Rental options (size of party):

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

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

Restored luxury stone farmhouse & guesthouse with private heated infinity pool in Siena outskirts. Interior has terracotta floors, beamed ceilings, A/C in all rooms & en-suite bathrooms. Plenty of panoramic outdoor living & dining areas. Private gym.

Weekly prices
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To
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€ 10,311
€ 14,664
$ 11,104
$ 15,792
£ 8,813
£ 12,534

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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To
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€ 7,118
€ 11,162
$ 7,666
$ 12,021
£ 6,084
£ 9,540

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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To
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€ 7,493
€ 11,750
$ 8,069
$ 12,654
£ 6,404
£ 10,043

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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To
-
€ 8,154
€ 12,787
$ 8,781
$ 13,770
£ 6,969
£ 10,929

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
From
To
-
€ 8,815
€ 13,823
$ 9,493
$ 14,887
£ 7,534
£ 11,815

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Large, luxurious multi-generational villa with private heated gated pool 6km from San Gimignano. Top-quality interiors with A/C bedrooms, modern bathrooms & billiard room. Extensive grounds & terraces with alfresco living areas framed by vineyards & woodland.

Weekly prices
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To
-
€ 7,195
€ 10,431
$ 7,748
$ 11,234
£ 6,149
£ 8,916

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

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

Large, luxurious multi-generational villa with private heated gated pool 6km from San Gimignano. Top-quality interiors with A/C bedrooms, modern bathrooms & billiard room. Extensive grounds & terraces with alfresco living areas framed by vineyards & woodland.

Weekly prices
From
To
-
€ 9,102
€ 13,245
$ 9,802
$ 14,263
£ 7,780
£ 11,320

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Historic Chianti villa with staff & cook 30km from Florence. Tuscan decor, terracotta floors and frescoed walls. A/C suites, en-suite bathrooms & fully-equipped kitchen. Private, gated pool on large, manicured garden. Breakfast & dinner service included in the price.

Weekly prices
From
To
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€ 9,781
€ 12,226
$ 10,533
$ 13,166
£ 8,360
£ 10,450

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