Florence, Italy
This villa belonged to the Medici family in the 15h century! For only $3,500 a night you get a butler, pool access, breakfast buffet and even a solarium! The staff on site can arrange you a yoga or cooking class, or horseback riding! This property can accommodate 25 people and host up to 120 guests.

Florence Italy
Pointe Milou, St. Barts
This St. Barts estate is listed at $10,000-a-night on Airbnb. Why? Well, it does have insane ocean views throughout its 7,000-square-foot space. It has six bedrooms and an infinity pool that extends into the Carribean. The cost depends on the time to rent it. You can rent this pad can be rented for as little as $3,330 a night during the offseason, but prepare to pay as much as $19,000 a night during the winter holidays!

Pointe Milou St. Barts