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: 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
$ 7,726
$ 12,116
£ 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
$ 8,133
$ 12,754
£ 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
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€ 8,154
€ 12,787
$ 8,851
$ 13,880
£ 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
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To
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€ 8,815
€ 13,823
$ 9,568
$ 15,005
£ 7,534
£ 11,815

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
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€ 8,898
€ 11,122
$ 9,658
$ 12,073
£ 7,605
£ 9,506

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
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To
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€ 5,313
€ 9,347
$ 5,767
$ 10,146
£ 4,541
£ 7,989

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
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€ 6,666
€ 11,665
$ 7,236
$ 12,662
£ 5,698
£ 9,970

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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€ 4,966
€ 8,444
$ 5,390
$ 9,165
£ 4,244
£ 7,217

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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To
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€ 5,596
€ 9,556
$ 6,075
$ 10,373
£ 4,783
£ 8,168

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
From
To
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€ 6,603
€ 11,323
$ 7,167
$ 12,291
£ 5,644
£ 9,678

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious stone farmhouse in central Tuscany with a private swimming pool and air-con bedrooms. Picturesque, natural setting high in the hills with spectacular views. Plenty of space indoors & outside, ideal for a large family or a group of friends.

Weekly prices
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To
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€ 4,273
€ 8,387
$ 4,639
$ 9,104
£ 3,652
£ 7,168

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Spacious stone farmhouse in central Tuscany with a private swimming pool and air-con bedrooms. Picturesque, natural setting high in the hills with spectacular views. Plenty of space indoors & outside, ideal for a large family or a group of friends.

Weekly prices
From
To
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€ 5,129
€ 9,438
$ 5,568
$ 10,244
£ 4,384
£ 8,066

New for 2024

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Fully air-conditioned villa
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Tennis court

A luxury contemporary villa in the Tuscan hills near San Gimignano. A/C throughout with precious marble finishes. 15m private gated pool, immaculate grounds, sauna & tennis court. 

Weekly prices
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To
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€ 6,452
€ 9,332
$ 6,952
$ 10,056
£ 5,562
£ 8,045

SLEEPING: 8 - BEDROOMS: 6 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17C country villa with a private pool near Venice. Air-con bedrooms, modern bathrooms. Stunning gardens with gated pool, small lake. Walk to bus stop for venice, shops, restaurants, tennis.

Weekly prices
From
To
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€ 4,133
€ 7,973
$ 4,486
$ 8,655
£ 3,533
£ 6,815

SLEEPING: 11 - BEDROOMS: 6 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17C country villa with a private pool near Venice. Air-con bedrooms, modern bathrooms. Stunning gardens with gated pool, small lake. Walk to bus stop for venice, shops, restaurants, tennis.

Weekly prices
From
To
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€ 4,807
€ 8,596
$ 5,218
$ 9,330
£ 4,109
£ 7,347

Special rates for August

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 3

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

Unwind in an authentic Tuscan farmhouse owned by a passionate cook. Private heated pool & hot tub. A/C, modern kitchen & tranquil location in serene hamlet. Farm-to-table package with breakfast & dinner available. 

Weekly prices
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To
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€ 6,036
€ 8,231
$ 6,552
$ 8,934
£ 5,159
£ 7,035

Special rates for August

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Renaissance farmhouse in a lovely hilltop village, walking distance to amenities. Air-conditioned bedrooms with ensuite bathrooms. Garden with a private gated pool and pool house with summer kitchen. Shaded dining and lounging areas.

Weekly prices
From
To
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€ 4,117
€ 7,141
$ 4,469
$ 7,751
£ 3,519
£ 6,103

Special rates for August

SLEEPING: 11 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Renaissance farmhouse in a lovely hilltop village, walking distance to amenities. Air-conditioned bedrooms with ensuite bathrooms. Garden with a private gated pool and pool house with summer kitchen. Shaded dining and lounging areas.

Weekly prices
From
To
-
€ 4,574
€ 7,934
$ 4,965
$ 8,612
£ 3,910
£ 6,781
Rental options (size of party):

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 4

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

Stone-built Tuscan villa once home to Mona Lisa & Gherardi family. Classic Tuscan decor with A/C bedrooms. 5-acres of luxuriant gated grounds with a private gated pool & views over Chianti. Short walk to iconic Villa Vignamaggio winery.

Weekly prices
From
To
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€ 5,079
€ 6,983
$ 5,513
$ 7,580
£ 4,341
£ 5,968

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