Search Villas in Ossaia

"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...

"Our family of 11 stayed at the villa in early June. The owner and manager of the property were available and very helpful. The Villa was spacious and very clean. We enjoyed the outdoor spaces and the pool. Plenty of room to spread out and enjoy the beautiful view. Grocery and small shopping mall very close. Easy access to the towns in Tuscany. Highly recommended!"

"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."

"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."

"We enjoyed a lovely week in Val di Chiana in this beautiful remote spot. The hosts helped us to find the property when we first got there. The house is great. There were some issues with the water supply but they responded to the problem very promptly."

"Great area to visit. Handy to a lot of spectacular sights. Barbara is the best!"

"Absolutely superb hosts. Nothing was too much trouble. We had two delicious meals cooked by Linda and we left with her homemade limoncello and olive oil. Peaceful, beautiful grounds with wonderful walks straight from the house. Tennis club 5 min drive away, and a local train station that whisked us off to Florence for the day. Don't miss Snoopy's gelato in the local town. This holiday was a 5* experience."

"This house is not a "normal" house but with a lot of different rooms. Filled with nice arts and decorated with some old furniture. Real characteristic Italian house. Nice garden with different places to seat. The only comment what I can give is the small kitchen. The garden and the swimming pool is maintained daily. We stayed here with 6 adults ad 4 children. Nice place to be."

"We had a tranquil week in the 3 bedroom villa. This VRBO can plan meals, tours and events for you if you choose. Any needs we had were promptly attended to by the staff. Our cooking class fun and the meals that the staff prepared were first class. Chef's kiss! The tours are superb. Highly recommend as an easy and efficient way to see central Italy. Citta della Pieve was a 20 minute walk and has great restaurants, stunning views and interesting history. Thank you for pampering us. This is not...

"Our stay at the villa was the icing on the cake after a month long vacation in Italy and Mediterranean cruise. Cecilia was a gracious host and we feel we have made a new friend. We enjoyed the Villa package she put together for us consisting of a wine tour, cooking class, breakfasts and chef dinners. We highly recommend you take advantage of this! The setting was spectacular with wonderful views of the vineyards, olive groves and rolling hills of Tuscany. We rented a van for the 6 of us and...

"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...

"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...

"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"

"This is a stunning property with a stunning view that photos simply cannot do justice to. My only reservation was the very poor directions to find it and some difficulty getting a hot water issue sorted out . The garden is stunningly beautiful and lavender bushes a hive of activity for bees and gorgeous butterflies that did not desturb us in any way even when standing in their midst observing them closely. We took our children and grandchildren and had a great time. The views are to die for the...

"We had a fantastic week in this lovely villa. It really does have everything you could possibly need - a real home from home. Lots of lovely spaces inside and out to enjoy. We loved sitting out in the evenings having dinner and we’re lucky to be there during the Perseus meteor shower and saw lots of shooting stars in the clear skys. We also ate out in the lovely town of Cortona - la buccia with beautifully presented food and a couple of more casual restaurants which were also excellent. The...

"Villa Messi is located in a lovely quiet village of Casalini. The property itself is quite large, furnished with nice art and artefacts, giving it an initially opulent feel. Outside, there is an open eating area, complete with inbuilt barbeque, wood-fired pizza oven, hob, sink and even a fridge. We enjoyed using these facilities during our stay, including making and baking our own pizzas from scratch. The bedrooms are all en-suite. Messi and Dante were on hand when required during our stay and...

"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...

"Villa Gagnoni is a well restored authentic Tuscan farmhouse in a superb, tranquil "away from it all" natural setting. It is an excellent, well located base for exploring central Tuscany with many of the top attractions anywhere from a short drive to an easy day trip away. The nearby village of Lucignano is charming. The quality of the architectural restoration is of a high standard. The furnishings include some impressive antique sideboards and wardrobes and is otherwise comfortably...

"Total erholsam. Schönes Haus mit drei Schlafräumen (incl) Wohnzimmer couch). Irres großes Grundstück, ideal für unsere beiden Hunde. Toller Pool. Störend waren lediglich die Mücken und Bremsen, aber dafür kann ja der Vermieter nichts. Wir würden wiederkommen"

"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."