Skip to main content

Villas in Cortona

Find the villas that appeal to you the most

The best villas in Cortona

Check out our pick of great villas in Cortona

Filter by:

Review score

Agriturismo Casa Paradiso

Cortona

Located just 30 km from Piazza Grande, Agriturismo Casa Paradiso offers accommodation in Cortona with access to free bikes, a garden, as well as full-day security.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews
Price from
US$137.49
1 night, 2 adults

Borgo Syrah

Cortona

Situated in Cortona, within 37 km of Piazza Grande and 31 km of Terme di Montepulciano, Borgo Syrah features accommodation with an outdoor swimming pool as well as free private parking for guests who...

E
Elizabeth
From
Hong Kong
Great Gym, and huge shared pool and gardens with lovely views. The apartments are newly appointed and whilst not luxurious are comfortable with good A/C. Only short drive to Camucia with many supermarkets, shops, restaurants and up the hill to Cortona.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 18 reviews
Price from
US$245.59
1 night, 2 adults

Nonna Nesti

Cortona

Featuring air-conditioned accommodation with a patio, Nonna Nesti is set in Cortona. This property offers access to a balcony, free private parking and free WiFi.

Z
Zala
From
Slovenia
The house is very clean, cosy, romantic and has a charming atmosphere and beautiful surroundings.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 84 reviews
Price from
US$78.05
1 night, 2 adults

Gli Ulivi

Cortona

Featuring quiet street views, Gli Ulivi provides accommodation with pool with a view and a balcony, around 32 km from Piazza Grande.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
US$293.79
1 night, 2 adults

La Casa Dei Nonni

Cortona Old Town, Cortona

La Casa Dei Nonni is set in the Cortona Old Town district of Cortona, 37 km from Terme di Montepulciano, 48 km from Perugia Train Station and 50 km from Corso Vannucci.

W
Wendell
From
Belgium
Very friendly host and great price and quality for an ideally situated stay in Cortona.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 20 reviews
Price from
US$169.22
1 night, 2 adults

Maine case vacanza

Cortona

Boasting pool views, Maine case vacanza features accommodation with patio, around 37 km from Piazza Grande. With mountain views, this accommodation provides a balcony and a swimming pool.

E
Elkedvl
From
Belgium
Close by Cortona, nice area Our room was next to the garden and the big and clean swimmingpool Friendly hosts Private parking
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 22 reviews
Price from
US$164.52
1 night, 2 adults

Holiday Home Il Moro Novo

Cortona

Located in Cortona, in a historic building, 33 km from Piazza Grande, Holiday Home Il Moro Novo is a holiday home with a seasonal outdoor swimming pool and free bikes.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 7 reviews
Price from
US$123.39
1 night, 2 adults

San Lazzo Luxury Room - ROOM & PERSONAL SPA

Castiglion Fiorentino (Near Cortona)

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

G
Granit
From
Switzerland
What a dream! Everything is so cool you want to stay there more and more!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 112 reviews
Price from
US$251.48
1 night, 2 adults

Casale21

Castiglion Fiorentino (Near Cortona)

Boasting a garden and views of garden, Casale21 is a recently renovated holiday home set in Castiglion Fiorentino, 20 km from Piazza Grande.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 20 reviews
Price from
US$317.29
1 night, 2 adults

VILLA Podere IL GIARDINO

Castiglion Fiorentino (Near Cortona)

Located in Castiglion Fiorentino, within 48 km of Terme di Montepulciano, VILLA Podere IL GIARDINO is an accommodation offering pool views.

J
Juergen
From
Switzerland
Surrounded by nature with a well-kept garden. Very quiet but not secluded. To Castiglion Fiorentino 5min by car. There you will find many good restaurants and the little town has charm. Shopping facilities (supermarkets, bakery, butcher's, pastry shop and two great alimentari in short distance. You immediately feel at home and are convinced that you have made the right choice. The house has been beautifully renovated with much attention to detail. From the bedrooms to the living room, through an ideal kitchen (very well equipped). Bathrooms and the other rooms are extremely clean. Lovely 14m pool for lounging, swimming. I can't find anything negative and we dream of coming back.... Daniela is a great host, she looks after the property and the pool every morning and is on hand to advise and assist guests. If you want to get a professional manicure contact Istituto Di Bellezza Caterina E Paola, if you are looking for a great haircut/ highlights contact Alida Co
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
US$564.07
1 night, 2 adults
All villas in Cortona

Top picks for Cortona hotels

Explore our most popular hotels in Cortona

Filter by:

Review score

Agriturismo Casa Paradiso

Cortona

Located just 30 km from Piazza Grande, Agriturismo Casa Paradiso offers accommodation in Cortona with access to free bikes, a garden, as well as full-day security.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews
Price from
US$137.49
1 night, 2 adults

Borgo Syrah

Cortona

Situated in Cortona, within 37 km of Piazza Grande and 31 km of Terme di Montepulciano, Borgo Syrah features accommodation with an outdoor swimming pool as well as free private parking for guests who...

E
Elizabeth
From
Hong Kong
Great Gym, and huge shared pool and gardens with lovely views. The apartments are newly appointed and whilst not luxurious are comfortable with good A/C. Only short drive to Camucia with many supermarkets, shops, restaurants and up the hill to Cortona.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 18 reviews
Price from
US$245.59
1 night, 2 adults

Nonna Nesti

Cortona

Featuring air-conditioned accommodation with a patio, Nonna Nesti is set in Cortona. This property offers access to a balcony, free private parking and free WiFi.

Z
Zala
From
Slovenia
The house is very clean, cosy, romantic and has a charming atmosphere and beautiful surroundings.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 84 reviews
Price from
US$78.05
1 night, 2 adults

Gli Ulivi

Cortona

Featuring quiet street views, Gli Ulivi provides accommodation with pool with a view and a balcony, around 32 km from Piazza Grande.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
US$293.79
1 night, 2 adults

La Casa Dei Nonni

Cortona Old Town, Cortona

La Casa Dei Nonni is set in the Cortona Old Town district of Cortona, 37 km from Terme di Montepulciano, 48 km from Perugia Train Station and 50 km from Corso Vannucci.

W
Wendell
From
Belgium
Very friendly host and great price and quality for an ideally situated stay in Cortona.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 20 reviews
Price from
US$169.22
1 night, 2 adults

Maine case vacanza

Cortona

Boasting pool views, Maine case vacanza features accommodation with patio, around 37 km from Piazza Grande. With mountain views, this accommodation provides a balcony and a swimming pool.

E
Elkedvl
From
Belgium
Close by Cortona, nice area Our room was next to the garden and the big and clean swimmingpool Friendly hosts Private parking
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 22 reviews
Price from
US$164.52
1 night, 2 adults

Holiday Home Il Moro Novo

Cortona

Located in Cortona, in a historic building, 33 km from Piazza Grande, Holiday Home Il Moro Novo is a holiday home with a seasonal outdoor swimming pool and free bikes.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 7 reviews
Price from
US$123.39
1 night, 2 adults

San Lazzo Luxury Room - ROOM & PERSONAL SPA

Castiglion Fiorentino (Near Cortona)

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

G
Granit
From
Switzerland
What a dream! Everything is so cool you want to stay there more and more!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 112 reviews
Price from
US$251.48
1 night, 2 adults

Casale21

Castiglion Fiorentino (Near Cortona)

Boasting a garden and views of garden, Casale21 is a recently renovated holiday home set in Castiglion Fiorentino, 20 km from Piazza Grande.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 20 reviews
Price from
US$317.29
1 night, 2 adults

VILLA Podere IL GIARDINO

Castiglion Fiorentino (Near Cortona)

Located in Castiglion Fiorentino, within 48 km of Terme di Montepulciano, VILLA Podere IL GIARDINO is an accommodation offering pool views.

J
Juergen
From
Switzerland
Surrounded by nature with a well-kept garden. Very quiet but not secluded. To Castiglion Fiorentino 5min by car. There you will find many good restaurants and the little town has charm. Shopping facilities (supermarkets, bakery, butcher's, pastry shop and two great alimentari in short distance. You immediately feel at home and are convinced that you have made the right choice. The house has been beautifully renovated with much attention to detail. From the bedrooms to the living room, through an ideal kitchen (very well equipped). Bathrooms and the other rooms are extremely clean. Lovely 14m pool for lounging, swimming. I can't find anything negative and we dream of coming back.... Daniela is a great host, she looks after the property and the pool every morning and is on hand to advise and assist guests. If you want to get a professional manicure contact Istituto Di Bellezza Caterina E Paola, if you are looking for a great haircut/ highlights contact Alida Co
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
US$564.07
1 night, 2 adults
All villas in Cortona

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Cortona and surroundings in the past month

See all

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 110 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 8 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 18 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 79 reviews

Popular with guests booking villas in Cortona

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 84 reviews

Great access to the city centre. Check these villas in Cortona and nearby

Villa Chiara

Cortona
Central location
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set only 32 km from Piazza Grande in Cortona, Villa Chiara offers accommodation fitted with a terrace, garden and seasonal outdoor pool.

Casa Primo

Cortona
Central location
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 20 reviews

Situated in Cortona in the Tuscany region, Casa Primo features a terrace. Guests staying at this holiday home have access to a patio.

La Casa Dei Nonni

Cortona
Central location
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 20 reviews

La Casa Dei Nonni is set in the Cortona Old Town district of Cortona, 37 km from Terme di Montepulciano, 48 km from Perugia Train Station and 50 km from Corso Vannucci.

The Small Castle

Cortona
Central location
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 23 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, The Small Castle offers accommodation with free WiFi in a historic building.

Situated in Cortona, 30 km from Piazza Grande and 36 km from Terme di Montepulciano, Casa delle Rose - Together in Tuscany features air-conditioned accommodation with a terrace and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Offering a garden and garden view, Casa Bacco - Together in Tuscany is located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Located in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, La vecchia casa di moda provides air-conditioned accommodation with a balcony and free WiFi.

Sweet Cortona

Cortona
Central location
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 45 reviews

Featuring a spa bath, Sweet Cortona is located in Cortona. The property is set 37 km from Terme di Montepulciano, 47 km from Perugia Train Station and 48 km from Corso Vannucci.

Villas with swimming pools in Cortona and nearby

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 15 reviews

Situated in Cortona, Villa in Cortona with pool features accommodation with free WiFi, air conditioning, water sports facilities and access to a garden with an outdoor pool.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Situated within 31 km of Piazza Grande and 38 km of Terme di Montepulciano in Cortona, Belvilla by Oyo Villa Letizia features accommodation with seating area.

Situated in Cortona, Casa del Sole 4, Emma Villas features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews

Situated only 30 km from Piazza Grande in Cortona, Villa Calcinaio by PosarelliVillas features accommodation fitted with a balcony, garden and seasonal outdoor pool.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 13 reviews

Boasting accommodation with a private pool, mountain view and a balcony, Agriturismo Le Celle is set in Cortona. This property offers access to a terrace, free private parking and free WiFi.

Located only 30 km from Piazza Grande in Cortona, Villa I Cocciai provides accommodation equipped with a terrace, garden and seasonal outdoor pool.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 11 reviews

Boasting air-conditioned accommodation with a private pool, L'Antico Casale Tuscany Charme & Unique Pool 5-star is situated in Cortona.

L'Orangerie

Cortona
Swimming pool

Featuring a garden, private pool and mountain views, L'Orangerie is located in Cortona. There is an on-site restaurant, plus free private parking and free WiFi are available.

Enjoy breakfast in Cortona and nearby

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 112 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

From US$251.48 per night

Villa Luisella

Cortona
Breakfast options
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Situated in Cortona, 32 km from Piazza Grande and 38 km from Terme di Montepulciano, Villa Luisella offers a garden and air conditioning.

Set in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, The Architects House offers free WiFi, a garden and air conditioning.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 38 reviews

Offering a garden and garden view, La Vista - Together in Tuscany is situated in Cortona, 36 km from Terme di Montepulciano and 47 km from Perugia Train Station.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa Bel Tramonto con giardino privato a Cortona offers air-conditioned accommodation with a balcony and free WiFi.

Fonte al Vento

Cortona
Breakfast options

Set in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, Fonte al Vento offers a garden and air conditioning.

Mulino a Vento

Cortona
Breakfast options

Boasting air-conditioned accommodation with a balcony, Mulino a Vento is set in Cortona. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Casale Fontocchio

Cortona
Breakfast options

Located in Cortona, 31 km from Piazza Grande and 36 km from Terme di Montepulciano, Casale Fontocchio offers air conditioning.

Travelling by car? These villas in Cortona and nearby offer free parking

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 20 reviews

Boasting a garden and views of garden, Casale21 is a recently renovated holiday home set in Castiglion Fiorentino, 20 km from Piazza Grande.

From US$112.76 per night

Set in Cortona, 31 km from Piazza Grande and 36 km from Terme di Montepulciano, Spacious Cortona Villa offers accommodation with free WiFi, air conditioning, a garden and barbecue facilities.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Boasting a garden, private pool and mountain views, Villa Fontocchio is located in Cortona. Both free WiFi and parking on-site are available at the villa free of charge.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 21 reviews

Boasting accommodation with a private pool, mountain view and a balcony, Maestà Del Sasso is set in Cortona. With lake views, this accommodation provides a patio.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews

Offering a garden and garden view, Il Fico di Cortona is set in Cortona, 36 km from Terme di Montepulciano and 46 km from Perugia Train Station.

Casa Delia

Cortona
Free parking
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Cortona, Casa Delia offers a private pool. The 3-star holiday home is 29 km from Piazza Grande. There is a sun terrace and guests can make use of free WiFi and free private parking.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 43 reviews

Offering city views, Casale Vacanze Il Granaio is an accommodation situated in Cortona, 36 km from Terme di Montepulciano and 47 km from Perugia Train Station.

Located in Cortona, 28 km from Piazza Grande, La Casa del Sole del Sodo offers accommodation with free WiFi, a balcony or a patio and access to a garden and an outdoor pool.

FAQ about villas in Cortona

Villas that guests love in Cortona

See all
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 4 reviews
Fantastic small villa for a family of 4 or 2 couples. Very quiet location in the countryside near Cortona with a view on the mountains. Ideal spot to go and check the central part of Tuscany. Villa has a great pool and garden. House is cosy, but has everything you need.
Guest review by
Ben
Family with young children
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 112 reviews
We rented two of the villas with friends and family and it was just a dream! Lazing by the pool all day, having long table dinners at night, and only a 10 min drive up the hill to Cortona. Lots of local co-ops/shopping markets to buy all the pasta and prosecco you like! This was my third time to Villa Augusto, and I'll be back again.
Guest review by
Rogerson
Group