Tuscany Holiday Homes with Staff

We selected the 1248 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Tuscany

A Glass Of Chianti

A Glass Of Chianti

  • 2 guests

  • 1 bedrooms

Montespertoli, Florence

This apartment shares its location with a family-run farm in pretty Montespertoli. The family produces wine and olive oil from a picturesque spot amid the gentle Chianti hills, surrounded by vineyards, olive groves and woods – it’s delightfully rustic.

Tropical Palms

Tropical Palms

  • 6 guests

  • 2 bedrooms

Lido di Camaiore, Camaiore

This stunning holiday home is perfectly positioned in Lido di Camaiore, just moments from the beach. It’s an attractive, modern home-from-home, beautifully decorated in peaceful neutral tones.

The Main Event

The Main Event

  • 10 guests

  • 5 bedrooms

Metelliano, Cortona

Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arrival, you’ll want to pause to admire the unique charm of this setting.

Whispering Cypresses

Whispering Cypresses

  • 6 guests

  • 3 bedrooms

Montevarchi, Arezzo

On the border between Valdarno and Chianti, this hilltop villa in the heart of Tuscany is just a short drive from the town of Montevarchi and within an hour of Arezzo. The rustic interior may feel dated to some, though we think it’s part of the charm.


We selected the top 3% holiday homes in Tuscany Holiday Homes with Staff

Explore the 1248 most perfect homes in our collection

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Most popular homes in Tuscany

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

Chianti Beauty

Chianti Beauty

  • 8 guests

  • 4 bedrooms

Vertine, Gaiole in Chianti

Thermae

Thermae

  • 4 guests

  • 2 bedrooms

San Miniato, Pisa

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

Vineyard Sunset

Vineyard Sunset

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

Sunshine Burst

Sunshine Burst

  • 8 guests

  • 4 bedrooms

Chiusi, Siena

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Tuscan Hills

Tuscan Hills

  • 4 guests

  • 2 bedrooms

Monte Sante Marie, Asciano

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Check upcoming rates & availability for Tuscany Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Tuscany, Italy? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Tuscany, Italy as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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