Tuscany Holiday Homes with Staff

We selected the 1347 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

0

Home spotlights in Tuscany

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Cypress Reflections

Cypress Reflections

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

Step back in time and experience this Tuscan home, a beautifully restored estate dating back to around 1000 AD. This luxurious countryside escape has a private riverside beach, a swimming pool and plenty of areas to relax and dine in the sun.

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has been updated with a stunning glass pavilion that offers 270-degree views of rolling Tuscan hills covered in cypress trees and olive groves.

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Treat yourself to a relaxing stay at this rustic villa in the heart of Chianti, one of the Old World’s best known wine regions. Fully renovated in 2016, this authentic Italian home will delight even the most discerning guest with its characterful design features – think wooden ceilings and gargantuan stone fireplaces – and comprehensive selection of modern amenities.


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

Explore the 1347 most perfect homes in our collection

View on map

Most popular homes in Tuscany

Rosemary & Olive

Rosemary & Olive

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

Eternal Etruscan

Eternal Etruscan

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

Aqua Olive

Aqua Olive

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

Chianti Classico

Chianti Classico

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Tuscany

La Grande Villa Rosa

La Grande Villa Rosa

  • 14 guests

  • 7 bedrooms

Lucca, Tuscany

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

Hazy Days of Summer

Hazy Days of Summer

  • 8 guests

  • 4 bedrooms

Marina di Pietrasanta, Pietrasanta

View all

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.

Search Our Collection