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Holiday Villas and Vacation Rentals

Rent a villa for your next vacation or holiday and discover the unique experience that millions of people have already enjoyed. Villa and home rentals are quickly becoming a viable alternative to the normal hotel stay. Most villa rental include a private pool, kitchen and complete privacy for your family and friends. Save money by preparing your own meals or hiring a private chef to prepare meals using fresh local ingredients. Daily maid service is also available at most rentals.
Luxury or Economical - You Decide!
The question of which level of comfort to select is in your hands. While luxury villas are the most popular type of rentals, there are many other choices as well including 3 and 4 star properties. There are also multi-unit villas which are large homes that have been divided into individual apartments. Each apartment includes a kitchen, living area, bedrooms and bathrooms. The outdoor area like the swimming pool is shared with all the guests. This is a great alternative for a couple or small group to experience a villa rental without the cost of a private villa.
The Villa Experience
Vacationing in a villa is a unique experience that your can't get with any typical hotel stay. Many villas are very old historic buildings that have been updated with the latest amenities while preserving the historic feel and look of the property. Located near cities and towns in the area, visiting local places off the beaten path becomes an easy drive rather than a hassle. Most people that have rented a villa plan to rent again in the future, this is testimony to the villa experience that no words can describe.

Our vacation rental selection

Our property selection

Montegufoni: Building Exterior, Outdoor, Scenic View
Montegufoni
#1088
fromCAN$157/night
  • 39
  • 163
  • 70
  • 56
Villa Marianna: Balcony / Terrace / Patio, Outdoor
Villa Marianna
#95950
fromCAN$1491/night
  • 8
  • 4
  • 4

Popular Destinations

Last booked properties

Montegufoni: Building Exterior, Outdoor, Scenic View
Montegufoni
#1088
fromCAN$157/night
  • 39
  • 163
  • 70
  • 56
Montaione: Pool
Montaione
#95617
fromCAN$313/night
  • 5
  • 30
  • 15
  • 15
Casale Giulio: Pool
Casale Giulio
#1409
fromCAN$452/night
  • 7
  • 3
  • 2
Gellino: Pool
Gellino
#1774
fromCAN$621/night
  • 2
  • 1
  • 1
Poderino: Pool
Poderino
#1040
fromCAN$271/night
  • 6
  • 2
  • 1
Podere Orietta: Pool
Podere Orietta
#1459
fromCAN$115/night
  • 4
  • 14
  • 6
  • 5
Palazzo Del Capitano: Balcony / Terrace / Patio, Outdoor
Palazzo Del Capitano
#95936
fromCAN$444/night
  • 6
  • 3
  • 3
Il Sole Di Vino: Pool, Summer
Il Sole Di Vino
#95912
fromCAN$146/night
  • 5
  • 25
  • 8
  • 5
Villa Margherita: Pool
Villa Margherita
#1340
fromCAN$247/night
  • 4
  • 2
  • 2
Pozzo Dei Desideri: Pool
Pozzo Dei Desideri
#1030
fromCAN$137/night
  • 2
  • 10
  • 4
  • 4
Il Gualdo: Garden, Pool
Il Gualdo
#4191
fromCAN$78/night
  • 8
  • 34
  • 13
  • 9
Poggio Conca: Building Exterior, Outdoor, Pool, Summer
Poggio Conca
#1251
fromCAN$575/night
  • 12
  • 6
  • 3

What they say about us

Submitted: 19 May 2024

Good

4.0

Nice place and situated near all chianti city’s
Very helpful owner

Frans V. (Nederland)
Submitted: 19 May 2024

Excellent

5.0

Stefano has created a sanctuary within the already transcendent Tuscan hills. The place is not only extraordinary for its natural setting but also, for the elegant yet ...

John C. (US)
Submitted: 21 May 2024

Excellent

5.0

Wir können die Casa Cipressi eindeutig empfehlen. Es hat so viel Charme, eine tolle abgeschiedene und komplett ruhige Lage sowie einen abwechslungsreichen Garten der zum ...

Peter S. (DE)
Submitted: 20 May 2024

Excellent

5.0

Great location and a very comfortable house with friendly hosts

Jorge D. (NL)
Submitted: 22 May 2024

Excellent

5.0

Wat een prachtige plek! Wij hebben genoten! Het appartement is heerlijk ruim. De ligging van het kasteel is mooi. We hebben genoten van het zwembad. Het restaurant heeft een mooi ...

Lenneke P.
Submitted: 22 May 2024

Excellent

5.0

Beautiful castle with all amenities you need. Would definitely recommend!!

Annemarijn P. (Netherlands)