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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$144/night
  • 39
  • 159
  • 68
  • 56
Villa Marianna: Balcony / Terrace / Patio, Outdoor
Villa Marianna
#95950
fromCAN$1641/night
  • 8
  • 4
  • 4

Popular Destinations

Last booked properties

Montegufoni: Building Exterior, Outdoor, Scenic View
Montegufoni
#1088
fromCAN$144/night
  • 39
  • 159
  • 68
  • 56
Panzalla: Garden, Pool
Panzalla
#2108
fromCAN$86/night
  • 5
  • 28
  • 13
  • 7
Villa Roberto: Pool
Villa Roberto
#1798
fromCAN$164/night
  • 4
  • 2
  • 1
Gellino: Building Exterior, Garden
Gellino
#1774
fromCAN$684/night
  • 2
  • 1
  • 1
Villa Agazzi: Pool
Villa Agazzi
#1908
fromCAN$738/night
  • 8
  • 4
  • 4
Poderino: Pool
Poderino
#1040
fromCAN$298/night
  • 6
  • 2
  • 1
Certaldo: Building Exterior, Main Entrance
Certaldo
#1514
fromCAN$103/night
  • 3
  • 10
  • 3
  • 3
Casa Minuccia: Building Exterior, Outdoor, Pool
Casa Minuccia
#96449
fromCAN$211/night
  • 4
  • 2
  • 3
Casa Scopeti: Building Exterior, Garden, Pool
Casa Scopeti
#1309
fromCAN$369/night
  • 12
  • 4
  • 3
Poggiluglio: Pool
Poggiluglio
#3949
fromCAN$121/night
  • 3
  • 6
  • 3
  • 4
Casa Lucia: Garden, Outdoor
Casa Lucia
#1589
fromCAN$243/night
  • 4
  • 2
  • 1
Villa Fiamma: Pool
Villa Fiamma
#95512
fromCAN$574/night
  • 10
  • 5
  • 5

What they say about us

Submitted: 16 June 2025

Excellent

5.0

Sehr schöne Villa wunderbar auf einem Hügel gelegen. Das Haus war ideal für unsere große Familie geeignet, um ein paar ruhige Tage am Pool, bei grillen und Ausflüge in die ...

Steffen H. (Deutschland)
Submitted: 15 June 2025

Excellent

5.0

Wonderful place near Certaldo with a fantastic view of Tuscany Inclusive San Gimignano and Certaldo Alto.

We had all of the three appartments with several well equiped ...

Kristina K. (DE)
Submitted: 13 June 2025

Excellent

5.0

Dit was de 4e of 5e keer dat ik in Montegufoni verbleef. Dit keer in een appartement in het kasteel. Echt prachtig. Mooi en schoon appartement. Het was er rustig. We hebben echt ...

Jessica V. (Netherlands)
Submitted: 09 June 2025

Excellent

5.0

Super Woche

Gernot S. (Österreich)
Submitted: 06 June 2025

Excellent

5.0

Everything was great at the castle. It is absolutely beautiful and would highly recommend staying here. However we did not like the mock pot for coffee. I recommend a " Mr. ...

Linda S. (United States)
Submitted: 11 June 2025

Excellent

5.0

Unbelievably beautiful!

Mike G.