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.

  • Save £100's booking your holiday letting
    Clickstay is a low cost holiday home rental website offering direct bookings with owners. We don't charge service fees, making it unlikely for you to find a cheaper holiday property elsewhere.
  • Price comparison made easy
    Our owners provide links to their listings on Airbnb, Booking.com and Vrbo - making it easy for you to compare prices. You should always find the lowest price on Clickstay.
  • Easy communication with owners
    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

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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.

Our 10 best owners direct Tuscany holiday rentals

Have direct contact with our best owner managed holiday rentals in Tuscany
  • Villa in Poppi, Italy

    Villa in Arezzo Province, Tuscany

    6 bedroom owner direct Tuscany villa • Sleeps 15

    Private villa in Poppi, Tuscany, near Arezzo/Florence. Very large garden, bbq, pizza stone oven, volleyball, ping pong, fireplace, etc. Sleeps max 15 adults and 2 toddlers in cots (under 3)

    From £1,359 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 £1,375 per week
  • 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
  • Villa in Cortona, Italy

    Holiday villa in Arezzo Province, Tuscany, with private pool

    4 bedroom owner direct Tuscany villa • Sleeps 8

    Perfect property for an unforgettable holiday in Tuscany with fantastic views and a large private pool

    From £1,146 per week
  • Villa in Poggibonsi, Italy

    Sienna Province holiday villa rental 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
  • Villa in Trequanda, Italy

    Villa with shared pool in Sienna Province, Tuscany

    2 bedroom owner direct Tuscany villa • Sleeps 6

    Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the Borgo, “Podere Pascianella,” this quiet villa is perched up on a hilltop.

    From £2,222 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

    Lowest price pledge
    From £733 per week
  • Farm_house in San Casciano in Val di Pesa, Italy

    Florence Province farm house to rent

    4 bedroom owner direct Tuscany farm house • Sleeps 9

    Country house vacations located in an ideal point for visiting the Chianti Classic area, between Florence and Siena. Swimming pool (13 x 7 meter)

    From £2,096 per week
  • Chalet in Trequanda, Italy

    Sienna Province chalet to rent

    3 bedroom owner direct Tuscany chalet • Sleeps 6

    Villa Cielo - Cignella Resort Luxury Accommodation in Tuscany

    From £1,921 per week
  • Chalet in Trequanda, Italy

    Chalet rental in Sienna Province, Tuscany, with shared pool

    2 bedroom owner direct Tuscany chalet • Sleeps 4

    Chalet "Basilico" - Cignella Resort Luxury Accommodation in Tuscany

    From £1,604 per week

Our best owners direct in Tuscany

Choose from over 30 self catering properties from holiday home owners based in the Tuscany. Our holiday home owners have holiday lettings in the most popular destinations.

  • Rocky
    Rocky
    Private owner • From Trequanda, Italy • Joined November 2022
    Originally from Canada, our dream was to purchase a home in Tuscany. Throughout our journey to find the perfect home, we agreed that the view was a must-have. We wanted to have a view that was breathtaking and that we could have those panoramic views. When we found this home it had those views and one surprise was that we were astonished at how beautiful the sunsets were. Every night we experienced a different sunset and each one was more beautiful than the other. We decided to name our home Casa Ora d'Oro meaning "Golden Hour". We want to share the experience and feeling that we had for the first time and still have today. We hope you enjoy it as much as we do and experience the same wonder and beauty that we do. We are situated in a peaceful and tranquil location with the ability to immerse yourself in nature. While being in what we feel is the most perfect spot in Tuscany, we are located just over a couple of hours from Rome and a little over an hour from Florence. You can reach Pienza, Montepulciano, and Montalcino within minutes. Enjoy all the wonderful things Italy has to offer while still being able to live like a local. We offer a typical and traditional Tuscan experience while still having access to modern amenities such as Air conditioning, Dishwasher, Wifi, Washer, and Dryer. We want you to spend your time enjoying and experiencing Italy.
  • Kirsten
    Kirsten
    Private owner • From Noordbeemster, Netherlands • Joined June 2023
    We are Mark and Kirsten Bradley and we rediscovered Cortona in 2015. During our holiday in a beautiful agriturismo in Borgo San Lorenzo near Florence we realized that Tuscany is the place to enjoy the perfect holiday. Authentic people, rich in history, tranquility, delicious food and wines! We found our dream home in Cortona and we fell in love straight away. We would like to share this feeling with others....
  • 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
  • Adrian
    Adrian
    (24)
    Private owner • From Cetona, Italy • Joined November 2006
    Adrian has a 1 bedroom apartment in Cetona, Italy.
  • 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.

Our newest direct owners in Tuscany

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

  • 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
  • Maria
    Maria
    Private owner • From Perugia, Italy • Joined January 2020
    Maria has a 6 bedroom villa in Poppi, Italy.
    Villa in Arezzo Province, Tuscany
    Villa in Arezzo Province, Tuscany
    From £1,359 per week
  • Giorgia
    Giorgia
    Private owner • From florence, Italy • Joined July 2015
    Ho una famiglia con un figlio adolescente e due gatti Amo la natura, viaggiare, lo yoga e la meditazione. Dipingo miniature. Amo il mare e la casa che sto dando in affitto...ci sono cresciuta e ci passo le mie vacanze My family's composed by 2 cats, a teen-ager (my son) and me. I love living in the nature, yoga and meditation. I paint fantasy toy soldiers and love to travel, too I love the house I rent in Elba Island. I spent most of my holidays there, till I was born. The house you see in the picture on the back of the one I rent in Florence is the house where I live
    Villa in Livorno Province, Tuscany
    Villa in Livorno Province, Tuscany
    From £733 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
  • Massimiliano
    Massimiliano
    Private owner • From San Casciano in Val di Pesa, Italy • Joined May 2013
    Massimiliano has a 4 bedroom farm house with private pool in San Casciano in Val di Pesa, Italy.
    Florence Province farm house to rent
    Florence Province farm house to rent
    From £2,096 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 £8,368 per week

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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.