57 holiday houses and holiday apartments for your holiday in Cortona
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Top-Listing
House only 4 km from Cortona, sleeps 12. Private pool, AC, Wi-Fi and small gym!
- 6 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 12 guests
- • 350 m²
- Wi-fi available
- TV available
- Pets not allowed, dogs allowed
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Top-Listing
Independent villa near Cortona with 3 bedrooms. Private pool, A/C and Wi-Fi!
- 3 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 8 guests
- • 170 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
House with private pool in Tuscany, WiFi, garden and parking space, exclusive use. Discount from May 24th to June 7th
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 135 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Historical country estate in Cortona, large fenced garden with pool (14x7 m) for private use, air conditioning, pizza oven, table tennis, football and p...
- 12 Bedroom(s) (+9)
- • 11 Bathroom(s)
- • Max. 22 guests
- • 780 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Ancient stone farmhouse with private swimming pool and tennis court. On the border between Tuscany and Umbria, 25 km from Cortona. Suitable for fam...
- 9 Bedroom(s)
- • 6 Bathroom(s)
- • Max. 18 guests
- • 240 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
The charming Villa Fonte, in Tuscany, Arezzo region, near Cortona, for 6 people, with private pool
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 50 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Casale indipendente, immerso nel verde, ottimo per ospitare famiglie e gruppi di amici fino a 18 persone.
- 9 Bedroom(s) (+1)
- • Max. 18 guests
- • 300 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- barrier-free
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Nestled in the heart of Cortona’s historic landscape, this elegant villa blends Tuscan charm with modern comfort, creating a serene escape for families ...
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 160 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Perched above Lake Trasimeno, Villa Serena is a peaceful, pet-friendly stone house designed for comfort, charm, and unforgettable views.
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 120 m²
- Wi-fi available
- Pets & dogs allowed
- barrier-free
- pool available
- sauna available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Farmhouse on the border between Tuscany and Umbria, situated in a hilly and panoramic position. Equipped with family entertainment such as private ...
- 7 Bedroom(s)
- • 6 Bathroom(s)
- • Max. 16 guests
- • 250 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
This lovingly furnished vacation apartment with pool and views is located on the second floor of an old stone house.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 75 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- washing machine available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Farmhouse with private pool in a panoramic position on the border between Tuscany and Umbria. Fenced garden ideal for those who go on holiday with ...
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 9 guests
- • 150 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Top-Listing
I Cipressi is a two-storey villa preserving the elements typical of the Tuscan rustic style combined with all modern comforts.
- 5 Bedroom(s)
- • 4 Bathroom(s)
- • Max. 12 guests
- • 300 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Fantastic villa with pool and air conditioning, located in a panoramic position in the countryside of Castiglion Fiorentino, near Cortona.
- 4 Bedroom(s) (+3)
- • 3 Bathroom(s)
- • Max. 11 guests
- • 250 m²
- Pets & dogs allowed
- pool available
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Large villa with private pool, garden and outdoor hot tub, located in the beautiful countryside of Valdichiana, near Cortona.
- 10 Bedroom(s) (+10)
- • 10 Bathroom(s)
- • Max. 20 guests
- • 650 m²
- Pets & dogs on request
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Elegant villa with private garden and pool, located in the splendid countryside of Valdichiana, near Cortona.
- 8 Bedroom(s)
- • 7 Bathroom(s)
- • Max. 15 guests
- • 600 m²
- Pets & dogs on request
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This holiday home in Cortona perfectly merges stone walls and other authentic features with bright and colourful walls, beautifully blending in natural ...
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 110 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The cosy and stylish décor in this complex will make you feel at home straight away. And you have a private terrace with a lounge area.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 120 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Located in the scenic countryside of Cortona, this pet-friendly holiday home for 4 guests offers a peaceful retreat with the charm of traditional Tuscany.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 55 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This 2-bedroom holiday home in Cortona can accommodate a family or group of 4. It is a part of Tuscany agritourismo and offers a peaceful retreat.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 90 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This serene 2-bedroom holiday home is in Cortona. It is ideal for a family or friends, it can accommodate 3 people with ease.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 55 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This quaint 1-bedroom farmhouse in Cortona can accommodate 4 people. Ideal for a family, it features a shared swimming pool to cool off and a shared gar...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 65 m²
- Wi-fi available
- Pets & dogs allowed
- barrier-free
- pool available
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Located in Cortona is a lovely private villa with 2 bedrooms and is ideal for small families or couples.
The cities Montepulciano, Castelnuovo Berarden...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 75 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The cottage is a charming 2-bedroom house for 4 people in the hills near Cortona. You have breathtaking views over the Valdichiana and a swimming pool w...
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 120 m²
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This pet-friendly villa in Cortona, Tuscany, has 4 bedrooms to accommodate 8 people comfortably. Perfect for families, it has free WiFi and a swimming p...
- 4 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 8 guests
- • 230 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
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