Rent from owners direct in Tuscany

Book a holiday rental with owners direct in Tuscany. At Clickstay we have over 20 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.

Our best owners direct Tuscany holiday rentals

Have direct contact with our best owner managed holiday rentals in Tuscany
Villa in Italy, Castellina in Chianti

Villa Chianti

3 bedroom owner direct Tuscany villa • Sleeps 6

Villa Chianti is a scenic Chianti Classico retreat for up to 6 guests, with a private pool, garden and terrace, stunning vineyard views, and easy access to wineries, Siena, Florence and San Gimignano.

From £2,763 per week
Villa in Italy, Cortona

Villa Corrente

1 bedroom owner direct Tuscany villa • Sleeps 4

Villa Corrente is a restored Tuscan mill near Cortona with total privacy, woodland views, a heated pool, outdoor jacuzzi, enclosed garden, barbecue, al fresco dining, and modern comforts.

From £817 per week
Villa in Italy, Castiglion Fiorentino

Villa Senaia

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 £1,999 per week
Farm house in Italy, Vinci: Casa Eden

Casa Eden

7 bedroom owner direct Tuscany farm house • Sleeps 17

Self catering 7 bedroom stone built farmhouse with swimming pool, near Vinci, birthplace of the great Leonardo, in the heart of Tuscany with great views over the countryside and the Arno valley.

From £2,120 per week
Villa in Italy, Cortona

Villino Cortona

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 £858 per week
Apartment in Italy, Palazzo A Merse

Mulino Verde

2 bedroom owner direct Tuscany apartment • Sleeps 4

Mulino Verde is a charming Tuscan apartment with a private terrace, rustic interiors, shared pool and gardens, set in peaceful countryside near Siena and Tuscany's most beautiful destinations.

From £937 per week
Studio apartment in Italy, Viareggio

Suite With Bath Tub

1 bedroom owner direct Tuscany studio apartment • Sleeps 3

Immerse yourself in a refined and welcoming atmosphere, where time seems to stop and well-being takes over. Our suite welcomes you with fine furnishings, soft fabrics and delicate colors.

From £933 per week
Chalet in Italy, Trequanda: Villa Cielo Cignella Resort - Living

Villa Cielo - Cignella Resort

3 bedroom owner direct Tuscany chalet • Sleeps 6

Villa Cielo - Cignella Resort Luxury Accommodation in Tuscany

From £1,879 per week

Our best owners direct in Tuscany

Choose from over 25 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.
  • 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
  • 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
  • Jukka
    Jukka
    Private owner • From Bellevue Hill, Australia • Joined February 2026
    We are a Finnish–Australian family and bought this house in 2007 after searching through dozens of properties across Tuscany. The moment we walked through the door, we knew. It was love at first visit. It’s a traditional Tuscan stone house, beautiful and wonderfully spacious inside. The large west-facing private garden and pool enjoy sunshine all day, followed by the most stunning sunsets in the evening. Under a beautiful old tree sits our twelve-seat garden table, offering natural shade for long lunches and relaxed afternoon drinks. From the beginning, this house has felt like home — full of light, warmth, and special memories.
  • 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.
  • Chiara
    Chiara
    Private owner • From Vinci, Italy • Joined May 2026
    Hi, I am Chiara, I grew up in Vinci but moved to London when I was 23 years old where I lived and worked for 9 years. In 2002 I moved back to Vinci with my husband Ian. Casa eden is the house next to our home. We love the view and the area. We find that although Casa Eden is a large property, it feels cosy and friendly and we hope you will love it too.

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 La Valiana
    Villa La Valiana
    From £4,085 per week
  • Salvatore
    Salvatore
    Private owner • From Montespertoli, Italy • Joined December 2024
    Salvatore has a 5 bedroom villa with private pool in Montespertoli, Italy.
    Villa Albertina
    Villa Albertina
    From £4,377 per week
  • Katia
    Katia
    Private owner • From Volterra, Italy • Joined March 2018
    Katia has 2 properties including a 1 bedroom apartment with shared pool in Volterra, Italy and a 3 bedroom apartment with shared pool in Volterra, Italy.
    Apartment Ginestra
    Apartment Ginestra
    From £481 per week
    Apartment Spiga
    Apartment Spiga
    From £601 per week
  • Adrian
    Adrian
    (24)
    Private owner • From Cetona, Italy • Joined November 2006
    Adrian has a 1 bedroom apartment in Cetona, Italy.
    Casa Degli Olivi, Siena Tuscany
    Casa Degli Olivi, Siena Tuscany
    From £651 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 studio apartment in Viareggio, Italy.
    Suite With Bath Tub
    Suite With Bath Tub
    From £933 per week
    Suite With Jacuzzi
    Suite With Jacuzzi
    From £906 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.
    Podere Oliveta  Gufo  Apartment
    Podere Oliveta Gufo Apartment
    From £538 per week

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Owners have the lowest prices on Clickstay

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5%*
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14 - 18%
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15 - 25%
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15%
*5% paid by the owner.

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.