Rent from owners direct in Tuscany

Book a holiday rental with owners direct in Tuscany. At Clickstay we have over 30 properties in Tuscany where you can contact the owner directly. Book via our secure payment system for peace of mind when you make your owners direct Tuscany booking.

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Our best owners direct Tuscany holiday rentals

Have direct contact with our best owner managed holiday rentals in Tuscany
Villa in Castiglion Fiorentino, Italy

Arezzo Province villa to rent

4 bedroom owner direct Tuscany villa • Sleeps 8

This beautiful stone villa in medieval style is situated in a splendid location, romantically strategic. It overlooks the valleys of the Valle di Chiana and the Val di Chio offering a panorama of th

From £220 per week
Country_house in Civitella in Val di Chiana, Italy

Arezzo Province holiday home rental with private pool

4 bedroom owner direct Tuscany country house • Sleeps 10

The Casale is equipped with four double bedrooms and 2 baths , rooms can accommodate more people with the addition of bunk beds.

From £1,374 per week
Villa in Cortona, Italy

Villa with private pool in Arezzo Province, Tuscany

2 bedroom owner direct Tuscany villa • Sleeps 4

Villino Cortona - Holiday home based in Cortona, with private pool, wifi, a/c - Tuscany. Nearby: Assisi, Montepulciano, Pienza, Siena

From £733 per week
Chalet in Trequanda, Italy

Sienna Province holiday chalet rental with shared pool

3 bedroom owner direct Tuscany chalet • Sleeps 6

Villa Cielo - Cignella Resort Luxury Accommodation in Tuscany

From £1,920 per week
Villa in Poggibonsi, Italy

Villa rental in Sienna Province, Tuscany, with private pool

12 bedroom owner direct Tuscany villa • Sleeps 20

Cosmic Villas is proud to propose an excellent site for a massive gathering of friends or family, combining all you need for a week or two in Tuscany..

From £16,400 per week
House in Chianni, Italy

Holiday home to rent in Pisa Province, Tuscany

2 bedroom owner direct Tuscany house • Sleeps 4

Nestled in a quiet piazza 'Il Mirtilllo' is one of ten houses that make up this ancient square, the oldest part of Chianni village.

From £475 per week
Apartment in Volterra, Italy

Pisa Province holiday apartment rental with shared pool

1 bedroom owner direct Tuscany apartment • Sleeps 4

Apartment inserted in a structure divided into three independent apartments. Ideal for a couple or a couple + 1/2 children. Only 1 km far from a village with shops and services near Volterra.

From £513 per week
Village_house in Trequanda, Italy

Holiday home with shared pool in Sienna Province, Tuscany

2 bedroom owner direct Tuscany village house • Sleeps 4

Villa Falco - Cignella Resort Luxury accommodation in Tuscany

From £2,533 per week

Our best owners direct in Tuscany

Choose from over 31 self catering properties from holiday home owners based in the Tuscany. Our holiday home owners have holiday lettings in the most popular destinations.

  • Fausto
    Fausto
    Private owner • From Vicenza, Italy • Joined February 2006
    I am a retired medical doctor. With my wife (see photo) we are renting our vacation properties in Tuscany (Italy) since 5 years, and I think my guests are usually very satisfied.
  • Roy
    Roy
    Private owner • From Chianni, Pi, Italy • Joined September 2022
    A keen amateur photographer who moved to Italy in 2019 from England. I am a frequent traveller who uses Clickstay to rent rooms, making many new friends in the process. I love working in the beautiful Tuscan countryside and having received exceptional hospitality around the world, I now look forward to extending the hand of hospitality to others. I look forward to welcoming you to my small village and hope you enjoy exploring Rivalto and the beautiful countryside around Toscana.
    Lowest price pledge
  • Michele
    Michele
    Private owner • From Cortona, Italy • Joined August 2020
    Il Villino di Cortona is a new property, restored the first time in 2010 and now in 2019. It's open to Friends / Guests from summer 2011. I'm really happy for this.
    Lowest price pledge
  • Calarco
    Calarco
    Private owner • From Arezzo, Italy • Joined September 2010
    Calarco has a 4 bedroom country house with private pool in Civitella in Val di Chiana, Italy.
  • Salvatore
    Salvatore
    Private owner • From Montespertoli, Italy • Joined December 2024
    Salvatore has a 5 bedroom villa with private pool in Montespertoli, Italy.
  • Adrian
    Adrian
    ★★★★★ (24)
    Private owner • From Cetona, Italy • Joined November 2006
    Adrian has a 1 bedroom apartment in Cetona, Italy.

Our newest direct owners in Tuscany

See our new owners in Tuscany - and make direct contact for a great holiday.

  • Cecilia
    Cecilia
    Private owner • From Montepulciano, Italy • Joined March 2025
    Cecilia has a 4 bedroom villa with private pool in Montepulciano, Italy.
    Villa with private pool in Sienna Province, Tuscany
    Villa with private pool in Sienna Province, Tuscany
    From £4,251 per week
  • Katia
    Katia
    Private owner • From Volterra, Italy • Joined March 2018
    Katia has 2 properties including a 3 bedroom apartment with shared pool in Volterra, Italy and a 1 bedroom apartment with shared pool in Volterra, Italy.
    Pisa Province apartment to rent
    Pisa Province apartment to rent
    From £641 per week
    Pisa Province holiday apartment rental with shared pool
    Pisa Province holiday apartment rental with shared pool
    From £513 per week
  • Costanza
    Costanza
    Private owner • From viareggio, Italy • Joined July 2024
    Costanza has 4 properties including a studio apartment in Viareggio, Italy and a 1 bedroom apartment in Viareggio, Italy.
    Holiday studio in Lucca Province, Tuscany
    Holiday studio in Lucca Province, Tuscany
    From £925 per week
    Apartment to rent in Lucca Province, Tuscany
    Apartment to rent in Lucca Province, Tuscany
    From £1,704 per week
  • Fabio
    Fabio
    Private owner • From Poggibonsi, Italy • Joined February 2022
    My wife and I have been managing our Podere Oliveta for 25 years. It was an old farm dating back to the end of the 1700s, we restored it and divided it into 5 apartments. We still produce Chianti wine and olive oil. We are located in the center of Tuscany in the middle of the Chianti hills from where the most interesting places can easily be reached. We guarantee a peaceful and relaxing stay. We advise our customers on excursions, where to eat, where to shop and help them with any need.
    Sienna Province farm house to rent
    Sienna Province farm house to rent
    From £550 per week
  • Giuseppe
    Giuseppe
    Private owner • From Castiglion Fiorentino, Italy • Joined March 2014
    Giuseppe has a 4 bedroom villa with private pool in Castiglion Fiorentino, Italy.
    Arezzo Province villa to rent
    Arezzo Province villa to rent
    From £220 per week
  • Marina
    Marina
    Private owner • From Pergine Valdarno, Italy • Joined January 2012
    Marina has 9 properties including a 2 bedroom farm house with shared pool in Pergine Valdarno, Italy and a 15 bedroom farm house with shared pool in Pergine Valdarno, Italy.
    Farm house to rent in Arezzo Province, Tuscany
    Farm house to rent in Arezzo Province, Tuscany
    From £898 per week
    Arezzo Province holiday farm house rental with shared pool
    Arezzo Province holiday farm house rental with shared pool
    From £8,363 per week

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  • Save £100's booking your holiday letting
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  • Price comparison made easy
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    Have direct contact with our owners by using our messaging system. We don't filter out messages between you and the owner.
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Lowest price pledge

Owners have the lowest prices on Clickstay

Clickstay logo
5%*
Airbnb logo
14 - 18%
Booking dot com logo
15 - 25%
Vrbo logo
15%
*5% paid by the owner.
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Choose Clickstay's owner direct Tuscany holiday rentals

Book directly with owners in Tuscany for a personal holiday rental. By using our secure message system you can have direct contact with our owners in Tuscany to make sure you get the most from your holiday rental.