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Search results; Over 1,000 homes in Castiglion Fiorentino

Top guest favorite
Cottage in Castiglion Fiorentino
Restored tobacco barn with a private pool
2 bedrooms, 3 beds, 2 private baths
Oct 5 – 10
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4.98 out of 5 average rating, 43 reviews
Top guest favorite
Home in Castiglion Fiorentino
500-year-old home on 33 private acres
5.0 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 baths
Oct 26 – 31
Superhost
Condo in Castiglion Fiorentino
19th-century stone farmhouse in Tuscan hills
New place to stay, 1 bed, 1 bath
Aug 16 – 21
Home in Castiglion Fiorentino
Exposed beams and a private whirlpool
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Top guest favorite
Apartment in Castiglion Fiorentino
Rustic apartment with original wooden beam
5.0 out of 5 average rating, 64 reviews, 1 bedroom, 1 bed, 1 bath
Aug 29 – Sep 3
Top guest favorite
Apartment in Castiglion Fiorentino
Stone farmhouse with a private garden
5.0 out of 5 average rating, 36 reviews, 1 bedroom, 1 bed, 1 bath
Sep 18 – 23
Top guest favorite
Home in Castiglion Fiorentino
Private pool with a waterfall in Tuscany
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 5 – 10
Guest favorite
Apartment in Castiglion Fiorentino
Exposed beams with panoramic hilltop views
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bath
Aug 22 – 27
Top guest favorite
Apartment in Castiglion Fiorentino
Modern, elegant Tuscan home with garden
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 18 – 23
Guest favorite
Condo in Castiglion Fiorentino
Quiet medieval palazzo in historic center
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 17 – 22
Top guest favorite
Apartment in Castiglion Fiorentino
Garden with gazebo, 2 min from train
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Villa in Castiglion Fiorentino
Private spa and pool among olive trees
5.0 out of 5 average rating, 21 reviews, 6 bedrooms, 5 baths
Aug 27 – Sep 1
Apartment in Castiglion Fiorentino
Art-filled home with alfresco dining
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Guest favorite
Home in Castiglion Fiorentino
Renovated home in a medieval old town
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 17 – 22
Top guest favorite
Apartment in Castiglion Fiorentino
Inside an ancient abbey from 1114 AD
4.98 out of 5 average rating, 61 reviews, 1 bedroom, 2 beds, 1 bath
Aug 15 – 20
Top guest favorite
Villa in Cortona
Stone villa with castle and valley views
4.8 out of 5 average rating, 107 reviews, 4 bedrooms, 5 beds, 2 baths
Oct 5 – 10
Top guest favorite
Apartment in Arezzo
Frescoed apartment overlooking Piazza Grande
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 baths
Nov 1 – 6
Apartment in Case Frappi
Tuscan countryside with a pool and garden
New place to stay, 2 bedrooms, 3 beds, 2 baths
Sep 6 – 11
Top guest favorite
Apartment in Cortona
Newly renovated with a private terrace
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3