Cortona Vacation Home Rentals from P6,807: Search Top Private Vacation Homes for Rent

A hillside town with historic buildings, a church, and vineyards.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cortona vacation homes

A rustic brick building with a mural, a clock, and various potted plants.

1. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

P6,807 total

includes taxes & fees

Dec 15 - Dec 16

A dining area with a wooden table and chairs, a piano, and a sofa.

2. La Corte dei Servi - Locazione Turistica

Sansepolcro

P12,518 total

includes taxes & fees

Nov 28 - Nov 29

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Cortona Hotel Reviews

Villa Santa Margherita

10/10 Excellent

"Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they showed us to the hotel."