Holiday Homes in Cortona
Change your mindBook hotels with free cancellation
Be pickySearch 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 holiday homes
1. Vacation home with a panoramic terrace, ideal for families and couples
Vacation home with a panoramic terrace, ideal for families and couplesCortona
The price is €77
includes taxes & fees
14 Nov - 15 Nov
2. Montecchio di Cortona
Montecchio di CortonaMontecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Monica S.
The price is €93
includes taxes & fees
17 Nov - 18 Nov
3. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-FiCortona
The price is €403
includes taxes & fees
8 Dec - 9 Dec
4. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-FiCortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
Bonnie B.
The price is €126
includes taxes & fees
24 Nov - 25 Nov
5. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air ConditioningCortona
10.0 out of 10, Exceptional, (2 reviews)
"Pros: The spaciousness of the modern house was perfect.
We felt right at home.
The big pool was highly appreciated.
Cons: -"
Anonymous traveller
The price is €536
includes taxes & fees
15 Nov - 16 Nov
6. Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Villa 'Loft' with Shared Pool, Wi-Fi and Air ConditioningCortona
The price is €917
includes taxes & fees
15 Nov - 16 Nov
7. Dolce Casa 2 by Tiny Away
Dolce Casa 2 by Tiny AwayRigutino
The price is €98
includes taxes & fees
15 Nov - 16 Nov
8. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air ConditioningFoiano della Chiana
The price is €81
includes taxes & fees
15 Nov - 16 Nov
9. Dolce Casa 1 by Tiny Away
Dolce Casa 1 by Tiny AwayRigutino
The price is €103
includes taxes & fees
15 Nov - 16 Nov
10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casa di Cristina - Tra Montepulciano e il Lago TrasimenoCasamaggiore
10.0 out of 10, Exceptional, (1 review)
"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
The price is €97
includes taxes & fees
14 Nov - 15 Nov
11. Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Tolletta 10 e Lode - One Bedroom House, Sleeps 4Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Maria Gemma
The price is €169
includes taxes & fees
15 Nov - 16 Nov
12. Holiday Home 'La Casina All'angolo'
Holiday Home 'La Casina All'angolo'Civitella in Val di Chiana
The price is €145
includes taxes & fees
16 Nov - 17 Nov
13. Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Double room with private bathroom in the countryside, 5 minutes from MontepulcianoToscana
The price is €156
includes taxes & fees
9 Dec - 10 Dec
14. Arc two-bedroom apartment
Arc two-bedroom apartmentCortona
The price is €274
includes taxes & fees
14 Nov - 15 Nov
15. La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
John L.
The price is €126
includes taxes & fees
19 Nov - 20 Nov
16. Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and UmbriaLisciano Niccone
The price is €2,702
includes taxes & fees
13 Dec - 14 Dec
17. Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air ConditioningCastiglion Fiorentino
The price is €682
includes taxes & fees
8 Dec - 9 Dec
18. Holiday Home 'La Limonaia' with Pool, Private Terrace and Wi-Fi
Holiday Home 'La Limonaia' with Pool, Private Terrace and Wi-FiMonte San Savino
6.0 out of 10, (2 reviews)
"My husband and I booked this place and were unable to stay due to lack of communication regarding check-in procedure. The listing states the host will make contact 3 days before which didn’t happen. We sent several messages the day of check-in and didn’t hear from the host until well after the check-in time (4pm). Given the remote location and time of day, we were worried we wouldn’t have anywhere to stay for the night so we booked a hotel in Arezzo which we were lucky to get on a holiday...
Anonymous traveller
The price is €203
includes taxes & fees
16 Nov - 17 Nov
19. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private BathroomLisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
Anonymous traveller
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Apartments
Villas
Save an average of 15% on thousands of hotels when you're signed in
Top Cortona Hotel Reviews
Villa Santa Margherita
10/10 Excellent
Find out more about Cortona
Cortona Holiday Homes information
Number of reviews | 16 |
|---|---|
Accommodation | 209 Holiday Homes |
Lowest Price | €77 |
Highest Price | €2,702 |
Explore a world of travel with Expedia
- 3 Star Hotels in Arezzo
- 4 Star Hotels in Arezzo
- 4 Star Hotels in Montepulciano
- 5 Star Hotels in Cortona
- 5 Star Hotels in Monte San Savino
- Residences in Amorosa
- Apartments in Arezzo
- B&B in Arezzo
- Adventure Sport Hotels in Arezzo
- Hotels with Parking in Arezzo
- Hotels with Restaurant in Arezzo
- Pet Friendly Hotels in Arezzo
- Hotels with Spa in Arezzo
- Arezzo Hotels
- Town Houses in Arezzo
- Villas in Arezzo
- Camucia Hotels
- Castiglion Fiorentino Hotels
- Civitella in Val di Chiana Hotels
- Farmstay in Cortona
- Apartments in Cortona
- B&B in Cortona
- Beach Hotels in Cortona
- Hotels with Restaurant in Cortona
- Hotels with Spa in Cortona
- Cortona Hotels
- Cortona Old Town Hotels
- Province of Arezzo Hotels
- Foiano della Chiana Hotels
- Hotels with Bar in Lucignano
- Lucignano Hotels
- Mercatale di Cortona Hotels
- Montagnano Hotels
- Montanare Hotels
- Monte San Savino Hotels
- Apartments in Montepulciano
- B&B in Montepulciano
- Hotels with Pool in Montepulciano
- Holiday Homes in Montepulciano
- Villas in Montepulciano
- Hotels with Bar in Palazzo del Pero
- Pietraia Hotels
- Pieve Vecchia Hotels
- B&B in Province of Arezzo
- Holiday Homes in Province of Arezzo
- Hotels near San Donato Hospital
- Sinalunga Hotels
- Torrita di Siena Hotels
- Hotels near Valdichiana Outlet Village
- Amorosa Holidays
- Arezzo Equestrian Centre
- Arezzo Exhibition Center
- Arezzo Holidays
- Visit Arezzo
- Visit Camucia
- Visit Centoia
- Centro Chirurgico Toscano
- Cortona Holidays
- Visit Cortona
- Farneta Abbey
- Fattoria Le Capezzine
- Il Cassero
- Visit Metelliano
- Visit Misciano
- Visit Monte San Savino
- Visit Montepulciano
- Pergo Holidays
- Visit Poggioni
- Province of Arezzo Holidays
- Visit Province of Arezzo
- San Donato Hospital
- Tennis Club Castiglionese
- Valdichiana Outlet Village
- Avis Rental Cars in Cortona
- Car hire Arezzo
- Car hire Camucia
- Car hire Castiglion Fiorentino
- Car hire near Cortona Old Town
- Car hire Cortona
- Europcar Rental Cars in Arezzo
- Greenmotion Rental Cars in Arezzo
- Hertz Rental Cars in Arezzo
- Keddy By Europcar Rental Cars in Arezzo
- Mex Rent A Car Rental Cars in Arezzo
- Sicily By Car Rental Cars in Cortona
- Surprice Car Rentals Rental Cars in Cortona