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.

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Showing: 22 villas
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Showing: 22 villas

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

Weekly prices
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To
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€ 15,392
€ 21,989
$ 18,877
$ 26,968
£ 14,942
£ 21,346

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
$ 19,932
$ 28,475
£ 15,777
£ 22,539

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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To
-
€ 22,023
€ 31,017
$ 27,009
$ 38,039
£ 21,379
£ 30,110

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
-
€ 22,974
€ 32,375
$ 28,175
$ 39,705
£ 22,302
£ 31,428

SLEEPING: 10 - BEDROOMS: 7 - 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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To
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€ 11,576
€ 17,075
$ 14,197
$ 20,941
£ 11,238
£ 16,576

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, sauna & gym. Elegant interiors, internal lift & A/C in all rooms. On-site concierge. Breakfast & dinner included in the rental price.

Weekly prices
From
To
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€ 10,500
€ 15,800
$ 12,877
$ 19,377
£ 10,193
£ 15,338
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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€ 9,440
€ 13,425
$ 11,577
$ 16,464
£ 9,163
£ 13,032

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
-
€ 6,530
€ 10,240
$ 8,008
$ 12,558
£ 6,339
£ 9,941

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
From
To
-
€ 6,874
€ 10,779
$ 8,430
$ 13,219
£ 6,673
£ 10,464

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
-
€ 7,480
€ 11,730
$ 9,174
$ 14,386
£ 7,261
£ 11,387

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
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To
-
€ 8,087
€ 12,681
$ 9,917
$ 15,552
£ 7,850
£ 12,310

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
-
€ 6,775
€ 9,678
$ 8,309
$ 11,869
£ 6,577
£ 9,395

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
-
€ 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
$ 10,387
$ 14,837
£ 8,221
£ 11,744

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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To
-
€ 14,618
€ 18,611
$ 17,928
$ 22,825
£ 14,191
£ 18,067

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
-
€ 4,548
€ 10,829
$ 5,578
$ 13,280
£ 4,415
£ 10,512

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
From
To
-
€ 7,548
€ 13,829
$ 9,257
$ 16,960
£ 7,327
£ 13,424

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
-
€ 7,545
€ 13,275
$ 9,254
$ 16,281
£ 7,325
£ 12,887

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
From
To
-
€ 4,874
€ 8,575
$ 5,977
$ 10,516
£ 4,731
£ 8,324

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
From
To
-
€ 6,116
€ 10,701
$ 7,500
$ 13,124
£ 5,937
£ 10,388

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

This rental option for Podere Brogi includes an everflowing supply of DOC Tuscan white wine for your stay in this luxury farmhouse & guesthouse in Chianti.

Weekly prices
From
To
-
€ 7,302
€ 11,669
$ 10,292
$ 16,446
£ 7,023
£ 11,222

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • 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
-
€ 5,815
€ 8,308
$ 7,132
$ 10,189
£ 5,645
£ 8,065

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • 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
-
€ 10,097
€ 12,591
$ 14,230
$ 17,745
£ 9,710
£ 12,109

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
-
€ 7,107
€ 10,153
$ 8,716
$ 12,452
£ 6,899
£ 9,856

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
-
€ 13,048
€ 16,398
$ 16,002
$ 20,111
£ 12,667
£ 15,919
Rental options (size of party):

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautiful 14th century stone farmhouse & guest house with air-conditioned bedrooms and a gated private infinity pool. Beautiful location and wonderful views on a private wine estate just minutes from Castellina in Chianti.  

Weekly prices
From
To
-
€ 7,870
€ 9,982
$ 9,651
$ 12,243
£ 7,639
£ 9,691

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