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.

Our 10 best owners direct Tuscany holiday rentals

Have direct contact with our best owner managed holiday rentals in Tuscany
  • Villa in Poppi, Italy
    6 bedroom owner direct Tuscany villa • Sleeps 15

    Holiday villa in Arezzo Province, Tuscany

    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
  • Villa in Castiglion Fiorentino, Italy
    4 bedroom owner direct Tuscany villa • Sleeps 8

    Arezzo Province villa to rent

    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 San Donato in Collina, Italy
    8 bedroom owner direct Tuscany villa • Sleeps 16

    Florence Province villa to rent

    Cosmic Villas is pleased to provide this restored holiday property in Tuscany's Valdarno valley.

    From £6,627 per week
  • Villa in Gaiole in Chianti, Italy
    4 bedroom owner direct Tuscany villa • Sleeps 8

    Holiday villa in Sienna Province, Tuscany, with private pool

    Cosmic Villas is pleased to showcase this lovely home in the heart of Chianti Classico, around 5 kilometres from Gaiole in Chianti, a historic village famous for the L'Eroica vintage cycling event.

    From £9,942 per week
  • Villa in Cortona, Italy
    4 bedroom owner direct Tuscany villa • Sleeps 8

    Villa to rent in Arezzo Province, Tuscany

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

    From £1,146 per week
  • Villa in Cortona, Italy
    2 bedroom owner direct Tuscany villa • Sleeps 4

    Villa with private pool in Arezzo Province, Tuscany

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

    From £733 per week
  • Villa in Cetona, Italy
    10 bedroom owner direct Tuscany villa • Sleeps 20

    Villa to rent in Sienna Province, Tuscany

    Cosmic Villas is proud to offer this lovely residence in a 5,000 square metre park with sweeping views of the surrounding countryside just outside the historic village of Cetona.

    From £6,185 per week
  • Villa in Monsummano Terme, Italy
    7 bedroom owner direct Tuscany villa • Sleeps 15

    Holiday villa in Pistoia Province, Tuscany, with private pool

    Cosmic Villas is pleased to showcase this typical, eighteenth-century Tuscan farmhouse encased in original stone, framed by peaceful gardens.

    From £5,465 per week
  • Villa in Gaiole in Chianti, Italy
    5 bedroom owner direct Tuscany villa • Sleeps 10

    Villa with private pool in Sienna Province, Tuscany

    Cosmic Villas is pleased to showcase this lovely property in Chianti, between Florence and Siena, on a secluded hilltop with 360-degree panoramic views of the gorgeous Tuscan landscape.

    From £16,025 per week
  • Villa in Vicchio, Italy
    7 bedroom owner direct Tuscany villa • Sleeps 19

    Florence Province holiday villa rental with private pool

    This villa in Tuscany will delight you and your entire family, and Cosmic Villas is thrilled to present it.

    From £4,647 per week

Our best owners direct in Tuscany

Choose from over 32 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 • From Trequanda, Italy
    Private owner 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 • From Noordbeemster, Netherlands
    Private owner 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 • From Cortona, Italy
    Private owner 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.
  • Roy
    Roy • From Chianni, Pi, Italy
    Private owner 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.
  • Katia
    Katia • From Volterra, Italy
    Private owner 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.
  • Adrian
    Adrian • From Cetona, Italy
    Private owner joined November 2006
    (24)
    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.

  • Maria
    Maria • From Perugia, Italy
    Private owner joined January 2020
    Maria has a 6 bedroom villa in Poppi, Italy.
    Holiday villa in Arezzo Province, Tuscany
    Holiday villa in Arezzo Province, Tuscany
    From £1,359 per week
  • Giorgia
    Giorgia • From florence, Italy
    Private owner 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 • From Castiglion Fiorentino, Italy
    Private owner 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 • From Pergine Valdarno, Italy
    Private owner joined January 2012
    Marina has 9 properties including a 2 bedroom farm house with shared pool in Pergine Valdarno, Italy and a 3 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 farm house to rent
    Arezzo Province farm house to rent
    From £1,604 per week
  • Calarco
    Calarco • From Arezzo, Italy
    Private owner joined September 2010
    Calarco has a 4 bedroom country house with private pool in Civitella in Val di Chiana, Italy.
    Arezzo Province holiday home rental with private pool
    Arezzo Province holiday home rental with private pool
    From £1,375 per week
  • Alberto
    Alberto • From FIRENZE, Italy
    Private owner joined March 2007
    (1)
    My name is Alberto, I am 70 years old and I manage The Raw Stone Holidays home with my wife Donatella from 14 years. We lives in the ground floor apartment of the converted three-storey, 18th C. hunting lodge. I manage to be both extremely helpful and caring of my guests and property, without ever being invasive and nosey. I knows the region well, justifiably love my home and the Tuscan countryside, and tirelessly keep the spacious and beautiful grounds in trim.
    Apartment rental in Florence Province, Tuscany
    Apartment rental in Florence Province, Tuscany
    From £669 per week
    Apartment to rent in Florence Province, Tuscany
    Apartment to rent in Florence Province, Tuscany
    From £614 per week

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