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Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

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Nestled into the hillside of Cortona. A short walk into town
A sparkling refreshing pool with view over the Tuscan vista
Views to Lake Trasimeno and over the Valdichiana Valley
A perfect place to sit, relax and enjoy nature
Don’t you just love drone views!

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms2 bathroomsSleeps 4150 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2 - can be set up as a twin or king beds

1 King Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

VILLA ROSA IN CORTONA, TUSCANY:

Experience the Italian dolce vita in beautiful Tuscany by staying at Villa Rosa, a private house nestled in the hills of Cortona with panoramic views of the valley and rolling hills. A truly wonderful location for exploring the Hill Top Town of Cortona (within walking distance) and the wider regions of Tuscany and Umbria.

* A fully furnished luxury private home
* Private Pool
* Olive Grove & garden
* Patios for outdoor dining, BBQ’s, relaxation and poolside.
* Fully air-conditioned
* Excellent internet connection via Starlink
* A short walk from the vibrant town of Cortona.
* No other guests on the property
* Professional cleaning and maintenance
* Relaxed cancellation policy

Villa Rosa is a stunning luxury home nestled in the tranquil Tuscan hills, just a few minutes' drive or walk from the vibrant town of Cortona. With a pool and essential Wi-Fi, it is beloved by couples, families and friends. It feels like paradise.

With air conditioning, two bedrooms, two bathrooms, laundry and a fully furnished house. Linens are provided, including pool towels. Comfortable indoor and outdoor living spaces with a stunning pool and patios. Quiet, secluded, and with expansive views of the Tuscan countryside.

You'll find Villa Rosa to be in the perfect location, a retreat that instills a special calm that makes your vacation fabulous.

Reaching us is easy. By car or with the airport valet service, or by train to the local station. Whatever your means of transportation, you'll be delighted to discover the ease of travel, driving directly to the main gate and avoiding the hassle of navigating steep, narrow single-lane roads, hairpin bends, and unpaved roads.

Villa Rosa is pure bliss.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Children love the hammocks and pool
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Events

Events allowed: family gatherings, birthday parties, weddings
Excellent al fresco connected patio, lawn pool
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Pets

Pets allowed: dogs less than 10 kg per pet (limit one pet total)
Property only partially fenced
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Smoking

Smoking allowed: in designated areas
Smoking allowed outside only.

Check-out instructions

The host requires you to complete the following before checking out:
Start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please leave Villa Rosa clean and tidy. Many thanks.
If agreed with the Manager, leave keys on hook in double cupboard when leaving and close self locking shutter on exit.
Failure to complete these may result in a negative review from the host.
All linen, bath towels and pool towels are supplied and changed on a weekly basis. The house is fully furnished.
All local taxes are included in weekly rental charges

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Note from host: excellent al fresco connected patio, lawn pool
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number CIN IT051017C2W25LF6X4

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed GBP 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is recommended for transport to and from this property

About the area

Cortona

Located in Cortona, this villa is in a rural area and in the mountains. The area's natural beauty can be seen at Lake Trasimeno and Parterre Garden, while Signorelli Theatre and Museum of the Etruscan Academy are cultural highlights. Power boating and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
View more Villas in CortonaOpens in a new window
Map
Cortona, Tuscany

What's nearby

  • Villa Bramasole - 2 min walk - 0.2 km
  • Santa Margherita Basilica - 8 min walk - 0.7 km
  • Giuseppe Garibaldi Memorial - 15 min walk - 1.3 km
  • Piazza della Repubblica - 15 min walk - 1.3 km
  • Cortona Cathedral - 16 min walk - 1.4 km

Getting around

  • Camucia-Cortona Station - 15 min drive
  • Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) - 58 min drive

Restaurants

  • ‪Caffe La Saletta - ‬20 min walk
  • ‪Ristorante La Loggetta - ‬3 min drive
  • ‪Cortona Bistrot - ‬19 min walk
  • ‪Trattoria Etrusca - ‬4 min drive
  • ‪Trattoria Toscana - ‬3 min drive

Frequently asked questions

Does Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy?

As of 30 March 2026, prices found for a 1-night stay for 2 adults at Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy on 28 May 2026 start from NZ$992, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 10 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy?

On-site parking is available at the property.

What time is check-in at Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy?

Check-in begins at 4:00 PM.

What time is check-out at Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy?

Checkout is at 10:00 AM.

Where is Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy located?

Situated in the mountains, this villa is within 1 mile (2 km) of Villa Bramasole, Santa Margherita Basilica and San Domenico Church. Fortress of Girifalco and Giuseppe Garibaldi Memorial are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 27 reviews
Rating 8 - Good. 1 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Patricia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares
Stayed 14 nights in Aug 2025
Verified

10/10 Excellent

Mike O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Early Spring Visit

Home, gardens and location were perfect for our stay. For two couples, it is ideal. The grounds and views over Tuscany are amazing - enjoying breakfast and reading outside are a charm.Looking forward to a return visit.
Stayed 8 nights in May 2025
Verified

10/10 Excellent

Betsy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Villa

We had a great and relaxing time at the villa. Nice outdoor space. The location is perfect - a short walk into Cortona and an easy drive to other towns in both Tuscany and Umbria.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

phil R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect villa in a stunning location.

Absolutely stunning location with amazing views. Rural but with a nice bar a 5 minute walk away and beautiful Cortona a 20 minute walk or 10 minute drive. I definitely recommend Villa Rosa and Cortona for a perfect holiday in Tuscany.
Stayed 10 nights in May 2019
Verified

10/10 Excellent

Marc L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice week in Cortona

We enjoyed our stay in Villa Rosa. Very nice view and swimming pool. Inside and outside are pleasant places to relax. Communication was good and easy. Cortona is beautiful and an excellent starting point to visit Toscana and Umbria.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Jim L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Picturesque Villa

Beautiful location in the hills of Cortona. Fully equipped with all kitchen items to cook and instructions for everything you may use in the Villa.
Stayed 6 nights in May 2019
Archival

10/10 Excellent

Christine M.

Autumn Glory in Tuscany

Beautiful days, golden views, walks, Cortona is a gem. House is exceptional. Just wonderful. Highly recommend.
Verified

10/10 Excellent

Chris A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just Gorgeous!

Christine’s home is lovely. Her extra touches make it feel just like home. It is even better than we expected. The pool and outdoor area are great. All communication was prompt. Would definitely stay here again. Cortona is a wonderful city. We hated to leave!
Stayed 6 nights in Sep 2023
Archival

10/10 Excellent

Amanda T.

Simply amazing

Villa Rosa is nothing short of amazing. The views, the amenities, the pleasure of working with the owner Christine. Everything was immaculate. The kitchen was well supplied (and I love to cook!). We will certainly be back and would HIGHLY recommend this place to anyone. We were two couples travelling together and there was plenty of privacy. Cortona is beautiful and everything Christine recommended we do was superb.
Verified

10/10 Excellent

Siena C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Favourite Villa Ever in Cortona

We absolutely loved our week in this gorgeous Tuscan Villa. It’s in a great location as we can easily walk into Cortona most days for lunch,dinner or aperitivo. The Villa is beautiful and has everything we need. It’s private, quiet, clean and the scenery around it is stunning. It was super hot in Tuscany and we used the pool everyday (our 10 year old grandson pretty much just stayed there). The description of the Villa is accurate as advertised. We were in Cortona 20 years ago and promised ourselves we will return soon to Villa Rosa - the perfect holiday home away from home. A special thanks to Christine who is an amazing communicator from the time we made the booking to the day we leave. Thank you for recommending Dejan to pick up our family from Rome airport, he helped us numerous times including during the national train strike - totally reliable. Oh and don’t forget to have dinners at Silvia’s restaurant Locanda Agli Amici which is just few minutes up the road. Superb food & views - so good we went back twice.
Stayed 7 nights in Jun 2025
Verified

8/10 Good

lawrence C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We were a bit spoilt by our first holiday rental in lucca before we arrived so living up to that was a challenge. However we found the house comfortable (esp the beds). The house is a 30 minute walk into Cortona but the walk is not for the faint hearted esp on the way back. You need to be fit! The location means that evenings are cool so sitting outdoors in the evening is not what you normally expect in summer evenings in Italy but the weather was not as hot as we have experienced before in Italy. There were a few issues for us. The septic tank means the bathroom smells. The rubbish isn’t collected so you have to take it yourself to the receptacles, and the Wi-Fi was very poor.However, I am being picky TBH and if we had gone to this house before the first we stayed in, I would have loved it more. I would recommend this house
Stayed 7 nights in Jul 2025
Archival

10/10 Excellent

Karen C.

Gorgeous villa with views to match

Christine's villa is perfectly appointed and gorgeous - and her surrounding garden and pool are perfection. We stayed here in August with our three young children and did a fair amount of touring around Tuscany - but our favorite part of each day was returning to Villa Rosa and sitting with a glass of wine by the pool while our children were swimming. The view is breathtaking. I also loved that we could walk to town from Villa Rosa as Cortona is my favorite Tuscan hill town. Christine also kindly provides a number of recommendations for things to do, where to go, where to eat, and goes out of her way to ensure that you are having a lovely vacation. I highly recommend Villa Rosa and am grateful to Christine for opening her home!
Verified

10/10 Excellent

ANNE J.

Gorgeous home with unbelievable views of mountains, towns, etc

If you ever have the opportunity to visit the amazing town of Cortona, this is the home you should try and book. All the modern amenities you could possibly want. Olive trees, fig trees, and gorgeous landscaping all around. We stayed for 6 nights and didn't want to leave. We walked to town, ate a great restaurants, shopped the darling stores, and bought fresh fruits, veggies and had meat specially cut so we could cook at the house on the outdoor BBQ. Cortona is a beautiful town, so clean and historical. We had stayed in Florence prior to visiting Cortona. While Florence is an amazing big city, Cortona is a more relaxing area, and many of the residents we talked to said they came to Cortona to visit, and ended up moving there because the town, people, and area are so amazing. I now understand why they moved here. I would love to go back there....and would definitely stay at Villa Rosa!!!!!!!!!!!!!!!!!!!!!
Stayed 6 nights in Oct 2018
Verified

10/10 Excellent

Steve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at "Villa Rosa"

We loved our stay at “Villa Rosa”. The owner was very informative and provided all the detail and recommendations we would ever need. Alex the property manager was there to greet us to show us around and later provided further answers. The Villa is very comfortable with all the amenities you could possibly need. Great Wi-fi too. We enjoyed particularly the pool area which is very private and secluded with great views over the rolling hills. My husband is a keen wildlife enthusiast, so he was pleasantly surprised if not overjoyed with the abundance of butterflies in the garden. The location is very convenient for travelling to the nearby Tuscan hill towns like Montepulciano, Montalcino and Pienza to name a few. We also visited Montone across the border to Umbria. The Villa itself is located just outside of Cortona which is a lovely Tuscan town and has many great restaurants to choose from. You must try the Tomahawk Steaks and the Cortona Syrah. Delicious. Fair to say, we had a very enjoyable stay!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Edwin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

I can't imagine a better place to stay in Tuscany. The location is beautiful, surrounded by extensive landscaping and with a drop-dead view overlooking the countryside. The villa itself is well-kept and tastefully appointed. Christine, the owner, has thoughtfully equipped the house and property with everything conceivable that guests could want or need, right down to a generous supply of seasoned firewood for the fireplace, much appreciated on chilly Spring days. For serious chefs, the kitchen has high-end utensils and cookware--not the usual hodge-podge of gear found in most rentals. Although the pool was a little chilly during our stay in early May, it would be ideal for the warmer months and has comfortable, attractive outdoor seating and dining areas. Christine and her site manager, Ale, could not have been more helpful. Booking and subsequent communications were seamless. I was particularly impressed with the 18 page instruction booklet/area guide that Christine provided ahead of the visit. It included not only detailed information about the villa, but also recommendations on restaurants, activities and points of interest. In summary, we can't wait to return. Thanks Christine!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Susan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of heaven in Tuscany

We truly enjoyed our stay at Villa Rosa. The location was perfect and the grounds and the Villa itself were lovely. The views spectacular. It was fun to walk up and visit Lucca in the morning for coffee and croissants. This is a must for all guests. Are’ was the perfect on site manager and attentive to our needs. We would definitely stay at Villa Cortona again and recommend it to others.
Stayed 9 nights in Sep 2022
Verified

10/10 Excellent

Werner O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wunderschönes Haus in herrlicher Umgebung

Wir haben uns sehr erholt. Das Haus und das Grundstück lässt keine Wünsche offen. Die Lage ist hervorragend mit kurzen Wegen in die toskanischen und umbrischen Städte. Das Städtchen Cortona ist unser großer Faavorit
Stayed 14 nights in Aug 2021
Verified

10/10 Excellent

Claudia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Un posto paradisiaco

Un posticino fantastico, la villa Rosa è bellissima, in piccolo bijou! La veduta è bellissima. Siamo stati più che bene!!! Grazie Christine!
Stayed 12 nights in Jul 2020
Verified

10/10 Excellent

Thomas M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise in Tuscany

Villa Rosa is a very special little gem. It is exactly like the gorgeous pictures. The house was perfect and well equipped, if you should decide to eat at home. The garden and views are magnificent. We will remember this vacation fondly for a long time. Derry and Tom
Stayed 7 nights in Sep 2019
Verified

10/10 Excellent

Bernard C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic

So calm, a splendid view, a superb location... A recommender pour tous les amoureux de la Toscane
Stayed 14 nights in Aug 2019
Verified

10/10 Excellent

Teresa P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous escape in Tuscany

My family of four (2 adults, 2 teens) loved staying at Villa Rosa! First the views are so impressively beautiful. The grounds are very well maintained with a fig tree, lemon trees, olive trees, and lavender. There are flat areas and terraced areas and it was extremely private and serene. The pool was very refreshing with endless views. The house was the perfect size for our family and we dined outside a few nights under the wisteria trellis. The kitchen is extremely well equipped with salts, oils, spices, and all the utensils and cooking gear you may need as well as a great coffee/espresso maker. The items in the house were very well organized so you could find almost anything you can think of from flashlights to lighters. We loved Christine’s collection of books on her numerous bookshelves and my kids both finished two books in the 5 days we were there. This was a beautiful escape near the town of Cortona, where we spent many nights walking along the public garden into town. It can be a steep walk in the heat wave we had so sometimes we drove to the tennis courts and walked from there. Oh and without any advertisement, Villa Rosa is situated right next to the famed Villa Bramasole from “Under the Tuscan Sun”. It’s literally right next door, but you’d never know it. I might not have booked if I knew that because I’d be fearful of tourists, but despite being there in late June, there was no fanfare and it sat quietly and beautifully alone. It is a lovely sight with beautiful gardens too!
Stayed 6 nights in Jun 2019
Verified

10/10 Excellent

Michele M.

Wishing to be there again...

I cannot tell you how often I close my eyes and wish I was back 'Under the Tuscan Sun' in Cortona. Listening to the footfalls of people walking up the road; there is a perfect circuit from Villa Rosa for those who want a brisk workout or a meander. Watching the aeroplane trails high above in a perfect sky. Eating local food on the terrace, purchased from the Co-op in Camuchia. Checking out boar trails and markings on the road to town where they have dug in the olive groves. Eating gelato from Snoopys. The parking warden giving us the thumbs up for parking correctly. I highly recommend Villa Rosa. It was spotless, very well appointed, obviously much loved and maintained.
Archival

10/10 Excellent

Chris G.

Beautiful Villa

Had a wonderful time at Villa Rosa. A spectacular view, modern, updated facilities along with an excellent location make this a perfect vacation spot!
Stayed 6 nights in Oct 2017
Archival

10/10 Excellent

Phil A.

Peaceful, idyllic piece of Tuscan heaven

As a couple looking for a tranquil, secluded place where we could both laze about, swim and read or get out and explore the local architecture, history and food, this place ticked all the boxes. Gazing at the stunning views across the hills and valley from the bedroom, the terrace, the pool as part of an early morning swim or from the gentle swing of the 'Fat Boy' hammock never failed to move us and will be a memory that we'll always keep. The house is perched high on the hillside which gives it such fantastic views right over to Lake Trasimeno and plenty of little paths that pass through the olive groves and other trees surrounding the property. The steep slopes and pool depth probably make it challenging for families with small children. Everywhere was very clean, the kitchen is really well equipped, stocked and easy to use which we took full advantage of eating at the big table on the terrace several evenings. The air-conditioning consists of one stand alone unit in the main bedroom which wasn't working properly (housekeeper Graziella was aware), and was the only minor issue in the hot nights. However, the ceiling fans worked well and the level of thought given to cover all other eventualities (rain, sun & insects etc.) was evident. Whilst there is so much to see in the region (lots of suggestions and information were available beforehand and at the villa), the main difficulty is choosing whether and where to go, as spending time at the house was such a joy. We only had a week, didn't want to leave and definitely left a piece of our hearts in that place.
Stayed 7 nights in Jul 2017
Archival

10/10 Excellent

Nick I.

Incredible Villa

The location was perfect. Quiet with beautiful views of the country with Cortona just down the road. The villa has everything you need for a relaxing stay. Wouldn't change anything.

About the host

Hosted by Christine

Host profile image
Villa Rosa is my home away from home. Made comfortable over many years from a ruin to a home.

Why they chose this property

The house is a privately owned and is nestled into the hillside of the historic and vibrant hill-top town of Cortona in beautiful Tuscany.

It is a place of dreams, uniquely situated with amazing ambiance with views to die for. A home that is a blend of old and new with home comforts that make you melt into your surroundings and never want to leave.

What makes this property unique

Located just a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families & friends love it. It is heaven.

Languages:

English, Italian, Romanian
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