Tuscany Holiday Homes with Staff

We selected the 2788 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

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Home spotlights in Tuscany

Tuscan Solarium

Tuscan Solarium

  • 10 guests

  • 5 bedrooms

Arezzo, Tuscany

Perched on a hill just south of the ancient town of Arezzo, this villa will scratch that itch for an authentic countryside escape. Once you set foot in its idyllic outdoor living area, you won’t want to leave.

Under the Tuscan Sky

Under the Tuscan Sky

  • 11 guests

  • 5 bedrooms

Pieve Santo Stefano, Arezzo

Escape to your own private sanctuary in the hills of Tuscany. This charming villa is set in a vast garden among olive groves and cypress trees, with a sun-kissed swimming pool that’s especially inviting when you’ve been out and about exploring.

Chianti Kisses

Chianti Kisses

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

Nestled among the lush greenery of an expansive 1,000-acre private estate, this beautifully restored stone villa is ideally located to allow you to enjoy the ultimate holiday with your family or a group of close friends. Picture yourself serenely floating in the infinity pool while taking in the view of the rolling Tuscan hills below.

The Olive Tint

The Olive Tint

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request.


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

Explore the 2788 most perfect homes in our collection

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Most popular homes in Tuscany

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

Giardino Joy

Giardino Joy

  • 6 guests

  • 3 bedrooms

Reggello, Florence

Umbrian Bliss

Umbrian Bliss

  • 2 guests

  • 2 bedrooms

Perugia, Umbria

East of the Sun

East of the Sun

  • 10 guests

  • 5 bedrooms

Citta di Castello, Città di Castello

A Home's Embrace

A Home's Embrace

  • 2 guests

  • 1 bedrooms

Pietrapiana, Reggello

A Painted Place

A Painted Place

  • 12 guests

  • 6 bedrooms

Città della Pieve, Perugia

La Gioconda

La Gioconda

  • 12 guests

  • 6 bedrooms

Ripoli, Monterchi

The Valley Museum

The Valley Museum

  • 10 guests

  • 4 bedrooms

Anghiari, Tuscany

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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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