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Our top choices for Cortona vacation rentals
1. CASA AMBRA
CASA AMBRACortona Old Town
The price is ₩272,765
₩272,765
₩302,264 total
includes taxes & fees
Nov 16 - Nov 17
2. Vicolo Della Scala Rooms - La Luna
Vicolo Della Scala Rooms - La LunaCortona Old Town
The price is ₩132,244
₩132,244
₩151,395 total
includes taxes & fees
Dec 12 - Dec 13
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.
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 vacation rentals that suit your style
Top Cortona Hotel Reviews
Villa Santa Margherita
Villa Santa MargheritaCortona Old Town
10/10 Excellent
Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they showed us to the hotel.
Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they showed us to the hotel.
THUHUONG
La Cantina Relais - Fattoria Il Cipresso
La Cantina Relais - Fattoria Il CipressoArezzo
10/10 Excellent
This is a wonderful B & B that is really top notch. The rooms are very comfortable with every amenity. A very quality establishment. The breakfast was excellent and served in a beautiful restaurant. Your host is very gracious a and will attend to your every need. This is also a great location to explore Tuscany. Close to Cortona and Sienna and Arezzo.
This is a wonderful B & B that is really top notch. The rooms are very comfortable with every amenity. A very quality establishment. The breakfast was excellent and served in a beautiful restaurant. Your host is very gracious a and will attend to your every need. This is also a great location to explore Tuscany. Close to Cortona and Sienna and Arezzo.
Steve
Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & SpaCortona Old Town
10/10 Excellent
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
Eric
Locanda agli Amici
Locanda agli AmiciCortona
10/10 Excellent
This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...
This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...
Kaylan
Terra Antica Resort
Terra Antica ResortMontepulciano
10/10 Excellent
Amazing stay for our family of 4!! 1000% recommend for the views, the pool, the room, the helpful staff, the breakfast, the location and how convenient it is to so many towns around Tuscany.
Amazing stay for our family of 4!! 1000% recommend for the views, the pool, the room, the helpful staff, the breakfast, the location and how convenient it is to so many towns around Tuscany.
Nikhil
The Monteleone
The MonteleoneMonteleone d'Orvieto
10/10 Excellent
Beautiful property, rooms were spacious and well appointed. Staff were wonderful and helpful, Paolo welcomed us and provided many helpful recommendations
on restaurants and sites nearby. Breakfast was delicious, pasteries and bread freshly baked and staff very welcoming. Loved our stay.
Beautiful property, rooms were spacious and well appointed. Staff were wonderful and helpful, Paolo welcomed us and provided many helpful recommendations
on restaurants and sites nearby. Breakfast was delicious, pasteries and bread freshly baked and staff very welcoming. Loved our stay.
Paul
Hotel Boutique Castiglione del Lago
Hotel Boutique Castiglione del LagoContrada Castello
10/10 Excellent
The staff went above and beyond to care for us.
The staff went above and beyond to care for us.
Anonymous traveler
Relais Val d'Orcia
Relais Val d'OrciaPienza
10/10 Excellent
Nicolas and all other staff members were very accommodating and made us feel very welcome the moment we set foot on the property. The whole time we were able to talk to them via Whatsapp and they always kept us informed!
Nicolas and all other staff members were very accommodating and made us feel very welcome the moment we set foot on the property. The whole time we were able to talk to them via Whatsapp and they always kept us informed!
Justine
I Borghi dell'Eremo
I Borghi dell'EremoPiegaro
10/10 Excellent
Absolutely Stunning! The grounds and rooms are first class! The staff is friendly and helpful in all aspects during the stay. Peaceful and serene is an understatement. Food and breakfast at the resort is top notch. Other dining options near the resort are amazing. Al Baciamano and Seven Cafe are great stops. Close enough to Tuscany day trips. Will definitely stay again and share with friends looking for a relaxing first class stay and amenities.
Absolutely Stunning! The grounds and rooms are first class! The staff is friendly and helpful in all aspects during the stay. Peaceful and serene is an understatement. Food and breakfast at the resort is top notch. Other dining options near the resort are amazing. Al Baciamano and Seven Cafe are great stops. Close enough to Tuscany day trips. Will definitely stay again and share with friends looking for a relaxing first class stay and amenities.
Tyler
Lupaia
LupaiaTorrita di Siena
10/10 Excellent
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
KC Traveler
Podere San Giuseppe
Podere San GiuseppeCastiglione del Lago
10/10 Excellent
Set up like a country manor. Elegant chandeliers, marble staircase, beautiful table setting for breakfast. Personable host, nice room and view of country side.
Best to call host on Whats Ap for directions to the property once you turn on to the dirt road
Set up like a country manor. Elegant chandeliers, marble staircase, beautiful table setting for breakfast. Personable host, nice room and view of country side.
Best to call host on Whats Ap for directions to the property once you turn on to the dirt road
Timothy
Podere La Rocca
Podere La RoccaMontepulciano
10/10 Excellent
Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...
Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...
B
B&B Country House Poggio del Drago
B&B Country House Poggio del DragoCivitella in Val di Chiana
10/10 Excellent
Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!
Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!
Kristen
Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA EsperienzeMontepulciano
10/10 Excellent
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
RAP
Agriturismo Merigge Wellness & Spa
Agriturismo Merigge Wellness & SpaMontepulciano
10/10 Excellent
Truly an excellent experience from start to finish. Really surpassed our expectations.
Truly an excellent experience from start to finish. Really surpassed our expectations.
Francisco
Poggio Paradiso Resort & Spa
Poggio Paradiso Resort & SpaTorrita di Siena
10/10 Excellent
Staff
Staff
Danielle
Relais La Corte dei Papi
Relais La Corte dei PapiCortona
10/10 Excellent
Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!
Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!
Traci
Agriturismo Villa Augusto
Agriturismo Villa AugustoCortona
10/10 Excellent
Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany.
Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany.
Kristian
Palazzo Carletti
Palazzo CarlettiMontepulciano
10/10 Excellent
Wonderful place to stay in the most charming town in Tuscany! Spacious and beautifully appointed room with warm and gracious hospitality and they serve a delicious breakfast. Only we we had stayed 2 nights.
Wonderful place to stay in the most charming town in Tuscany! Spacious and beautifully appointed room with warm and gracious hospitality and they serve a delicious breakfast. Only we we had stayed 2 nights.
Naomi
Find out more about Cortona
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Frequently Asked Questions
Can I find vacation rentals in Cortona?
Yes, there are vacation rentals close to the most popular sights in Cortona, or you can go with a secluded option if you're looking for a relaxing stay. Cortona is known for its cathedral and monuments. Make sure you have time to check out the temples and musical theater during your trip.
How many vacation rentals are there in Cortona?
With 171 Expedia vacation rentals, you're sure to find just the right place for your Cortona stay.
What’s there to see and do in Cortona?
Cultural attractions include Museum of the Etruscan Academy and Signorelli Theatre, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Villa Bramasole are other places worth a visit.
What’s a vacation rental in Cortona like?
A vacation rental is a private property where you can stay for a long or short time in Cortona. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.