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.
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6
Elegant villa with private heated 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.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
Elegant villa with private heated 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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
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.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
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.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
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.
SLEEPING: 16 - BEDROOMS: 7 - BATHROOMS: 8
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.
SLEEPING: 18 - BEDROOMS: 8 - BATHROOMS: 9
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.
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 4
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.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
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.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
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.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
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.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 9
Book a romantic Verona wedding with up to 28 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.
SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15
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.
SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15
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.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
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 [heated from 2024]. Estate T. Court.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6
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.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8
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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9
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.