The Best Dog-Friendly Villas in Tuscany

We know how important it is to travel with the whole family, and that includes your dog. Dogs are more than pets. They’re loyal companions who make every moment more meaningful. And what could be better than exploring the rolling hills, vineyards, and villages of Tuscany with your four-legged friend by your side?

Tuscany offers a great dog-friendly experience, making it an ideal destination for guests who wish to visit Tuscany with their pets. Dogs are welcome in most restaurants and bars, and many wineries are happy to receive them. In fact, at several estates, you can even enjoy a wine tasting with your dog by your side. Just be sure to check in advance when booking, as policies can vary. There are also plenty of dog-friendly beaches that are every bit as beautiful as the regular ones.

At To Tuscany, we’re proud to offer a wide selection of dog-friendly villas. More than half of our properties welcome dogs, with options to suit every budget. Whether you’re looking for a cozy villa in a hamlet with a shared pool or a luxurious retreat with a private pool, there is something for everyone.

All our dog-friendly villas allow one dog up to 30 kilograms by default. If you are traveling with more than one dog, we are happy to contact our local teams to see if additional dogs can be accepted.

Ready to discover Tuscany with your dog?
Here are some of our favorite villas for an unforgettable holiday with your four-legged companion.

3 bedrooms, 3 bathrooms / Private Pool

Poggio Tondo is a beautiful villa perched on a hill in the heart of Chianti Classico, just a short drive from Castellina in Chianti. The setting is truly breathtaking, with panoramic views that capture the essence of Tuscany. Dog owners will be pleased to know that the entire property is fully fenced, offering peace of mind and plenty of space for four-legged guests to roam safely.

https://www.to-tuscany.com/poggiotondo/

4 bedrooms, 4 bathrooms / Private Pool

Set on a hilltop in the Garfagnana, one of Tuscany’s most unspoiled regions, Colle Santa Cristina boasts generous gardens and truly spectacular views. The area is rich in charm, with nearby mountain villages to explore and outdoor activities such as hiking and canoeing on the Serchio River. Some of Tuscany’s most famous sights, including the iconic Ponte della Maddalena (also known as the Devil’s Bridge), as well as the historic towns of Lucca and Pisa, are also within easy reach.

https://www.to-tuscany.com/collesantacristina/

2 bedrooms, 2 bathrooms / Shared Pool

Villa Rosabella is one of seven apartments in a charming, well-maintained hamlet on the edge of the tiny village of San Regolo. Unlike most hamlets, each villa here features its own fully fenced garden, making them especially appealing for dog owners. The property is just 1 km from the famous Brolio Castle, where small dogs are welcome in both the gardens and the wine tasting room.

https://www.to-tuscany.com/sanregoloinbrolio/villarosabella/

2 bedrooms, 2 bathrooms / Private Pool

Sassolaia is a beautiful villa set in a peaceful rural location in the heart of Chianti. With its comfortable interior and a well-maintained, fully fenced garden, it’s ideal for relaxed holidays with a dog. The surrounding area is perfect for scenic walks, and the picturesque village of Lecchi and the charming town of Radda in Chianti are just a short drive away.

https://www.to-tuscany.com/sassolaia/

9 bedrooms, 7 bathrooms / Private Pool

Poggio Lungo is the ideal villa for a holiday with extended family or friends - including the four-legged kind. It features a beautifully maintained interior and large, fully fenced gardens with plenty of cosy seating areas and a spacious pool. With room to relax, play, and explore, the villa offers something for all ages. The historic city of Arezzo is just a 30-minute drive away, and both Siena and the rolling hills of the Chianti region are also within easy reach.

https://www.to-tuscany.com/poggiolungo/

3 bedrooms, 2 bathrooms / Private Pool

La Casa di Radda is a beautiful villa just a short walk from the historic centre of Radda in Chianti. With its well-appointed interior and fully fenced, beautifully kept garden, it offers everything needed for a relaxing holiday with family or friends. The picturesque villages, castles, and renowned wineries of the Chianti region are all within easy reach, as are the iconic cities of Siena and Florence.

https://www.to-tuscany.com/lacasadiradda/

Need further inspiration? To Tuscany’s entire villa collection promises to have something for everyone. Whether you seek luxury, tranquillity, or family fun, there's a villa waiting for you and your four-legged companion.

Or speak to one of our Villa Specialists, available every day, who can provide personal recommendations and answer any of your questions, ensuring you find your perfect Tuscan villa.

1. Can we bring our dog to the villa?
Yes, you're welcome to bring one dog (up to 30kg) to any of our dog-friendly villas. These are clearly marked with a dog symbol, and you can use the “Dog-Friendly Villas” filter when searching to find the right fit.

2. Can I bring more than one dog?
Possibly. One dog (up to 30kg) is automatically allowed at all dog-friendly villas. If you’d like to bring more than one, please contact our Villa Specialists before booking. We’ll check with the on-site team and let you know what’s possible. Additional charges may apply.

3. Are there any rules for staying with a dog?
Yes, just a few simple rules. Their sole purpose is to help make everyone’s stay as enjoyable as possible.

a) Dogs are not allowed in the pool – pool  filtration systems are sensitive to fur and can be costly to repair. If your dog needs to cool off, feel free to ask the site manager for a hose or a tub.

b) Please keep dogs off furniture such as sofas, armchairs, and beds, as these are difficult to clean and may result in extra charges for hair removal or damage.

c) In shared outdoor areas, dogs must be kept on a lead. We also ask that owners clean up after their dogs and dispose of waste responsibly.

d) Even in fully fenced villas, we ask that you supervise your dog at all times. A new environment brings lots of new scents, and curious dogs can sometimes find gaps or spots we humans might overlook.

For more information about bringing your dog on holiday to Tuscany, take a look at our guide. It’s packed with helpful tips for traveling to and around Italy, as well as staying in one of our villas with your pet. You’ll find everything you need to plan the perfect trip.

If you have any questions or would like further clarification, so not hesitate to contact us.