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 2020 Award
Showing: 21 villas
Sort by:
Select your currency:
Showing: 21 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 amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

Weekly prices
From
To
-
€ 15,392
€ 21,989
$ 21,484
$ 30,692
£ 14,802
£ 21,146

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
From
To
-
€ 16,252
€ 23,218
$ 22,684
$ 32,408
£ 15,629
£ 22,328

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
From
To
-
€ 19,081
€ 27,258
$ 26,633
$ 38,047
£ 18,350
£ 26,214

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
From
To
-
€ 19,942
€ 28,488
$ 27,835
$ 39,763
£ 19,178
£ 27,396

Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Rent a 16th-century architectural jewel of Veneto with staff & cook. Frescoed walls & ceilings, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Short walk to estate’s golf course & Michelin-star restaurant. Breakfast service included in the price plus 1-day Green Fee for party leader. 

Weekly prices
From
To
-
€ 10,499
€ 15,487
$ 14,655
$ 21,616
£ 10,097
£ 14,893

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
$ 9,456
$ 13,508
£ 6,515
£ 9,307

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
$ 11,821
$ 16,886
£ 8,144
£ 11,634

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
From
To
-
€ 5,484
€ 8,599
$ 7,654
$ 12,003
£ 5,274
£ 8,270

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
-
€ 5,773
€ 9,053
$ 8,057
$ 12,636
£ 5,552
£ 8,706

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
From
To
-
€ 6,282
€ 9,851
$ 8,768
$ 13,750
£ 6,041
£ 9,473

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
-
€ 6,791
€ 10,650
$ 9,479
$ 14,865
£ 6,531
£ 10,242

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
From
To
-
€ 5,007
€ 9,486
$ 6,989
$ 13,240
£ 4,815
£ 9,122

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
-
€ 7,324
€ 11,447
$ 10,223
$ 15,978
£ 7,043
£ 11,009

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
From
To
-
€ 7,545
€ 13,275
$ 10,532
$ 18,529
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

  • 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
From
To
-
€ 5,806
€ 10,236
$ 8,103
$ 14,287
£ 5,583
£ 9,844

Sleeping: 20 - Bedrooms: 12 - 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
From
To
-
€ 7,545
€ 13,275
$ 10,532
$ 18,529
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

  • 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
-
€ 7,755
€ 12,200
$ 10,825
$ 17,028
£ 7,458
£ 11,732

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
$ 8,117
$ 11,596
£ 5,592
£ 7,990

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
$ 9,920
$ 14,172
£ 6,835
£ 9,764
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
From
To
-
€ 6,326
€ 10,016
$ 8,829
$ 13,980
£ 6,083
£ 9,632

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
-
€ 4,419
€ 7,775
$ 6,168
$ 10,852
£ 4,250
£ 7,477

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
-
€ 5,547
€ 9,706
$ 7,743
$ 13,547
£ 5,335
£ 9,334

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • 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
-
€ 2,620
€ 4,731
$ 3,656
$ 6,604
£ 2,519
£ 4,550

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
From
To
-
€ 3,667
€ 6,562
$ 5,119
$ 9,159
£ 3,527
£ 6,311

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
From
To
-
€ 4,192
€ 7,488
$ 5,852
$ 10,452
£ 4,032
£ 7,201

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

  • 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
-
€ 4,523
€ 8,061
$ 6,313
$ 11,251
£ 4,350
£ 7,752

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
-
€ 5,030
€ 8,959
$ 7,021
$ 12,504
£ 4,837
£ 8,615

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Historic 13th-century villa in Chianti with staff & cook, 30km from Florence. Classic Tuscan decor, terracotta floors and frescoed walls. A/C suites, modern en-suite bathrooms & fully-equipped kitchen. Private, gated pool on large, manicured garden. Breakfast service included in the rental price plus two dinners. 

 

Weekly prices
From
To
-
€ 5,700
€ 8,500
$ 7,956
$ 11,864
£ 5,482
£ 8,174
loading
Searching for your villa