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Search results; Over 1,000 homes in Cortona

Guest favorite
This converted-stable apartment near Cortona gives you a veranda, pool, and jacuzzi
1 bedroom, 1 bed, 1 private bath
Sep 15 – 20
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4.89 out of 5 average rating, 144 reviews
Top guest favorite
From this historic Cortona house’s terrace, you’ll take in valley and lake views
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 22 – 27
Top guest favorite
Look out over the Valdichiana from 2 terraces at this country chic Cortona apartment
4.99 out of 5 average rating, 184 reviews, 3 bedrooms, 3 beds, 1 bath
Sep 26 – Oct 1
Top guest favorite
Look out over Valdichiana and Lake Trasimeno from this top-floor Cortona apartment
4.97 out of 5 average rating, 179 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 15 – 20
Superhost
This three-level Cortona townhouse gives you spacious rooms and a panoramic terrace
3 bedrooms, 3 beds, 3 baths
Sep 7 – 12
Top guest favorite
A secret garden and jetted tub await you at this Cortona townhouse
5.0 out of 5 average rating, 75 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 24 – 29
Top guest favorite
Look out over Lake Trasimeno from this renovated Cortona apartment
4.97 out of 5 average rating, 186 reviews, 1 bedroom, 1 bed, 1 bath
Aug 21 – 26
Top guest favorite
Look out over Piazza Signorelli from this renovated Cortona apartment
4.98 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bath
Aug 20 – 25
Top guest favorite
Wake to Val di Pierle views at this Cortona farmstay with a pool and fireplace
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
Gaze over Lake Trasimeno from the infinity pool at this hilltop Cortona villa
5.0 out of 5 average rating, 95 reviews, 5 bedrooms, 8 beds, 4 baths
Sep 20 – 25
Top guest favorite
This newly renovated Cortona apartment gives you a private terrace with a barbecue
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
This Cortona house gives you a private pool, sauna, and garden all to yourself
4.97 out of 5 average rating, 71 reviews, 2 bedrooms, 4 beds, 2.5 baths
Sep 2 – 7
Top guest favorite
Tuscan terracotta and whitewashed beams greet you at this shabby chic Cortona apartment
4.96 out of 5 average rating, 416 reviews, 1 bedroom, 2 beds, 1 bath
Oct 27 – Nov 1
Top guest favorite
Look out over Piazza Signorelli from this renovated Cortona apartment
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 16 – 21
Guest favorite
This two-level Cortona apartment gives you 180 sqm in the historic center
4.79 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 17 – 22
Guest favorite
Look out over Trasimeno Lake from this Cortona house with a private garden
5.0 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 26 – 31
Top guest favorite
This renovated Cortona condo gives you views of Lake Trasimeno and the Valdichiana
4.99 out of 5 average rating, 219 reviews, 1 bedroom, 2 beds, 2 baths
Oct 26 – 31
Top guest favorite
Soak in theater views from the jacuzzi at this 15th-century Cortona apartment
4.99 out of 5 average rating, 75 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 15 – 20
Guest favorite
This renovated Cortona house puts you along the Etruscan walls with valley views
4.96 out of 5 average rating, 99 reviews, 4 bedrooms, 5 beds, 2 baths
Aug 13 – 18