Villas in Italy for families with fenced swimming pools

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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 2024 Award
Showing 23 out of 126 villas available
Showing 23 out of 126 villas available
FILTERS
- Rental options -
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14
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GUESTS 10 - BEDROOMS 5 - BATHROOMS 5
4km to restaurants & shops | Breathtaking views | Large terraced garden & gated pool
Weekly prices
$ 4,184
to
$ 7,430
- Rental options -
6
8
10

Special Prices in April for 10 Guests

GUESTS 6 - BEDROOMS 3 - BATHROOMS 3
Grand Renaissance palazzo | Staff, cook & on-site concierge | Gated pool, Chianti views
Weekly prices
$ 7,491
to
$ 9,364
- Rental options -
16
16
GUESTS 16 - BEDROOMS 8 - BATHROOMS 8
Private hamlet location | Full service of a luxury hotel | Heated pool, gym & spa area
Weekly prices
$ 12,919
to
$ 19,441
- Rental options -
4
6
8
GUESTS 4 - BEDROOMS 2 - BATHROOMS 2
San Gimignano views | Heated pool, hot tub | Walk to organic farm for wine tasting & yoga
Weekly prices
$ 5,168
to
$ 7,048
- Rental options -
8
11
GUESTS 8 - BEDROOMS 6 - BATHROOMS 5
17C Venetian villa | 20 mins into Venice | Enchanting garden, marble, gated pool
Weekly prices
$ 4,382
to
$ 8,454
- Rental options -
12
12
16
16

Special Prices in April

GUESTS 12 - BEDROOMS 6 - BATHROOMS 7
Noble Sienese villa in peaceful hamlet | Gated pool & manicured gardens | 
New villa, be the first to review
Weekly prices
$ 7,072
to
$ 11,600
- Rental options -
12
16
GUESTS 12 - BEDROOMS 6 - BATHROOMS 6
Divine views near Vinci | Design-led with all-ensuites | Expansive terrace & heated pool
Weekly prices
$ 12,831
to
$ 18,726
- Rental options -
14
GUESTS 14 - BEDROOMS 7 - BATHROOMS 9
Grand luxury villa | Alfresco living with 360° views | Heated infinity pool & gym
Weekly prices
$ 12,236
to
$ 16,852
- Rental options -
16
18
GUESTS 16 - BEDROOMS 7 - BATHROOMS 8
Fully-staffed eco-estate | 20m pool, tennis, gym, spa | Maremma views, 30 mins to beach
Weekly prices
$ 30,702
to
$ 36,120
- Rental options -
12
18
18
18
GUESTS 12 - BEDROOMS 6 - BATHROOMS 4
17C Palladian villa with frescoed interiors | Elegant gardens, gated pool | Staff & chef
Weekly prices
$ 10,811
to
$ 14,823
- Rental options -
30
30
GUESTS 30 - BEDROOMS 15 - BATHROOMS 15
3 luxury villas on wine estate | 5* staff & chef | Two pools, hot tub, spa, gym & tennis
Weekly prices
$ 29,854
to
$ 42,046
- Rental options -
16
GUESTS 16 - BEDROOMS 8 - BATHROOMS 8
Luxury villa with staff & chef | Private wine estate | Fenced heated pool, tennis court
Weekly prices
$ 19,816
to
$ 25,229

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