Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United States
Trip Planner
List your property
Help
My trips
Sign in
Vrbo just got better
Earn rewards across our family of brands with One Key™
Sign in
Sign in as an owner
Learn about One Key
Feedback
Going to
Going to
Dates
Dates
Travelers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am traveling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
300+ properties
How our sort order works
Opens in a new window
Search results showing properties in Monsigliolo, Cortona, Tuscany, Italy
Google map showing 500 properties
Photo gallery for Belvilla by OYO Balmy Villa in Cortona with Pool
Holiday Home Exterior [summer]
Show previous image for Belvilla by OYO Balmy Villa in Cortona with Pool
Show next image for Belvilla by OYO Balmy Villa in Cortona with Pool
Premier Host
Villa · 0.2 mi (0.4 km) to Monsigliolo center
Belvilla by OYO Balmy Villa in Cortona with Pool
Sleeps 8 · 4 bedrooms · 4 bathrooms
10
10 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
Unavailable
More information about Belvilla by OYO Balmy Villa in Cortona with Pool, opens in a new tab
Photo gallery for Casa Capanni alla Fila - Typical manor with private pool situated near Cortona
Pool
Show previous image for Casa Capanni alla Fila - Typical manor with private pool situated near Cortona
Show next image for Casa Capanni alla Fila - Typical manor with private pool situated near Cortona
House · 0.3 mi (0.4 km) to Monsigliolo center
Casa Capanni alla Fila - Typical manor with private pool situated near Cortona
Sleeps 19 · 9 bedrooms · 7+ bathrooms
Unavailable
More information about Casa Capanni alla Fila - Typical manor with private pool situated near Cortona, opens in a new tab
Photo gallery for Villa "Casale Il Terranova" with Shared Garden & Wi-Fi
Room
Show previous image for Villa "Casale Il Terranova" with Shared Garden & Wi-Fi
Show next image for Villa "Casale Il Terranova" with Shared Garden & Wi-Fi
Villa · 0.1 mi (0.2 km) to Monsigliolo center
Villa "Casale Il Terranova" with Shared Garden & Wi-Fi
Sleeps 7 · 3 bedrooms · 4 bathrooms
Unavailable
More information about Villa "Casale Il Terranova" with Shared Garden & Wi-Fi, opens in a new tab
Apartment · 0.1 mi (0.2 km) to Monsigliolo center
Apartment "Casale il Terranova Depandance" with Shared Garden & Wi-Fi
Sleeps 3 · 1 bedroom · 1 bathroom
Unavailable
More information about Apartment "Casale il Terranova Depandance" with Shared Garden & Wi-Fi, opens in a new tab
Villa · 0.2 mi (0.4 km) to Monsigliolo center
Stunning private villa for 8 people with private pool, WIFI, TV, pets allowed and panoramic view
Sleeps 8 · 4 bedrooms · 4 bathrooms
10
10 out of 10
Exceptional
exceptional
1 review
(1 review)
Unavailable
More information about Stunning private villa for 8 people with private pool, WIFI, TV, pets allowed and panoramic view, opens in a new tab
Villa · 0.2 mi (0.4 km) to Monsigliolo center
Villa in Cortona with 4 bedrooms sleeps 8
Sleeps 8 · 4 bedrooms · 4 bathrooms
10
10 out of 10
Exceptional
exceptional
11 reviews
(11 reviews)
Unavailable
More information about Villa in Cortona with 4 bedrooms sleeps 8, opens in a new tab
House · 0.2 mi (0.3 km) to Monsigliolo center
Villa San Simone
Sleeps 10 · 5 bedrooms · 5 bathrooms
Unavailable
More information about Villa San Simone, opens in a new tab
Apartment · Cortona Old Town, 2.89 mi from Monsigliolo
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.8
9.8 out of 10
Exceptional
exceptional
55 reviews
(55 reviews)
Unavailable
More information about Sun-Soaked Private View Terrace in the Historical Centre of Cortona., opens in a new tab
Apartment · 8.87 mi from Monsigliolo
Lake View Apartment- Martyrdom Room, Sofa Bed, Kitchen, Porch
Sleeps 3 · 1 bedroom · 1 bathroom
Unavailable
More information about Lake View Apartment- Martyrdom Room, Sofa Bed, Kitchen, Porch, opens in a new tab
Apartment · Fratticciola, 1.97 mi from Monsigliolo
Casina in authentic Tuscany
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.8
9.8 out of 10
Exceptional
exceptional
50 reviews
(50 reviews)
Unavailable
More information about Casina in authentic Tuscany, opens in a new tab
Apartment · Fratticciola, 1.98 mi from Monsigliolo
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
20 reviews
(20 reviews)
Unavailable
More information about Tuscany as it once was, opens in a new tab
Cottage · 5.64 mi from Monsigliolo
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.8
9.8 out of 10
Exceptional
exceptional
25 reviews
(25 reviews)
Unavailable
More information about Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana, opens in a new tab
House · Cortona, 1.02 mi from Monsigliolo
Cute independent house in a farmhouse in the tuscany country
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.0
8.0 out of 10
Very Good
very good
1 review
(1 review)
Unavailable
More information about Cute independent house in a farmhouse in the tuscany country , opens in a new tab
Apartment · Cortona Old Town, 2.9 mi from Monsigliolo
La Finestra sul Teatro
Sleeps 4 · 2 bedrooms · 1 bathroom
9.8
9.8 out of 10
Exceptional
exceptional
29 reviews
(29 reviews)
Unavailable
More information about La Finestra sul Teatro , opens in a new tab
Apartment · Cortona Old Town, 2.93 mi from Monsigliolo
Prestigious apartment with panoramic terrace, located in the center of Cortona.
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.6
9.6 out of 10
Exceptional
exceptional
5 reviews
(5 reviews)
Unavailable
More information about Prestigious apartment with panoramic terrace, located in the center of Cortona., opens in a new tab
House · Tuoro sul Trasimeno, 6.14 mi from Monsigliolo
Villa: Idylle on the hill above the Lago Trasimeno, border Umbria-Tuscany
Sleeps 6 · 3 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
41 reviews
(41 reviews)
Unavailable
More information about Villa: Idylle on the hill above the Lago Trasimeno, border Umbria-Tuscany, opens in a new tab
House · Cortona, 2.92 mi from Monsigliolo
Belvilla by OYO Cicerchia
Sleeps 6 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
9 reviews
(9 reviews)
Unavailable
More information about Belvilla by OYO Cicerchia, opens in a new tab
House · Cortona, 3.14 mi from Monsigliolo
This picturesque property in the hills is located about 3 km from Cortona.
Sleeps 15 · 6 bedrooms · 6 bathrooms
Unavailable
More information about This picturesque property in the hills is located about 3 km from Cortona., opens in a new tab
Tell us how we can improve our site
Share feedback