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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$167/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

Vittoriana: Scenic View
Vittoriana
#1812
fromCAN$122/night
  • 4
  • 14
  • 7
  • 6
Casa Legoli: Building Exterior, Garden, Pool
Casa Legoli
#95786
fromCAN$482/night
  • 8
  • 3
  • 2
Montegufoni: Building Exterior, Outdoor, Scenic View
Montegufoni
#1088
fromCAN$167/night
  • 39
  • 159
  • 68
  • 56
Villa Corolle: Pool
Villa Corolle
#3755
fromCAN$418/night
  • 6
  • 3
  • 3
Il Salice: Garden
Il Salice
#1635
fromCAN$288/night
  • 4
  • 1
  • 1
Villa Ancora: Outdoor, Pool, Summer
Villa Ancora
#95954
fromCAN$348/night
  • 6
  • 2
  • 2
Villa Gerlino: Pool
Villa Gerlino
#3862
fromCAN$2406/night
  • 18
  • 9
  • 9
Villa Lorenzo: Pool
Villa Lorenzo
#1781
fromCAN$543/night
  • 20
  • 9
  • 7
Villa Agazzi: Pool
Villa Agazzi
#1908
fromCAN$738/night
  • 8
  • 4
  • 4
Palazzo Del Capitano: Balcony / Terrace / Patio, Outdoor
Palazzo Del Capitano
#95936
fromCAN$488/night
  • 6
  • 3
  • 3
Arturo: Garden, Outdoor, Pool, Scenic View
Arturo
#1938
fromCAN$402/night
  • 3
  • 16
  • 6
  • 4
Casale La Valle - Castelfalfi: Garden, Pool, Scenic View, Summer
Casale La Valle - Castelfalfi
#4110
fromCAN$373/night
  • 3
  • 12
  • 6
  • 6

What they say about us

Submitted: 13 January 2025

Good

4.0

Great staying a Villa Osbert, during New Eve's holidays with the family. The villa easily hosts up to 8 people and has plenty of space to relax in front of the fireplace with a ...

Luca L. (Italia)
Submitted: 21 January 2025

Excellent

5.0

utto perfetto, appartamento ristrutturato da poco, tutto ordinato e pulito. Ottimo posto da cui andare a visitare Certaldo, San Gimignano, Volterra, Monteriggioni.... Host molto ...

Umberto C.
Submitted: 02 December 2024

Excellent

5.0

This location was magical!

Rita B. (US)
Submitted: 25 November 2024

Good

4.0

Overall, a lovely place in an absolutely stunning location. Waking up to the sun rising over the Tuscan landscape was amazing. Enzo was a lovely host — very welcoming and ...

Andrew J. (New Zealand)
Submitted: 11 November 2024

Excellent

5.0

L'unico vero neo della località sono le stradine per raggiungerla. Ma allo stesso tempo questo leggero isolamento rende il paesino e la sistemazione, un piccolo gioiello e quindi ...

Roberto G. (IT)
Submitted: 18 November 2024

Excellent

5.0

I had a great stay at the Castle. The view was absolutely beautiful & there was so much to see. Seriously, you could spend a couple hours walking the grounds admiring the ...

Sarah R. (FL)