
House vacation rentals in Trestina
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Top-rated house rentals in Trestina
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House rentals with a pool

Cottage surrounded by nature
Stayed here last week for 5 days. On arrival we were met with a welcome basket of food a bottle of wine a bottle of homemade olive oil and also bottles of water on arrival. The pictures don’t do it justice it felt like a place out of a fairytale, the property is surrounded by tons of olive trees and greenery. If you want a quiet relaxing holiday this is place to go. Rosella was amazing with quick responses and extremely welcoming, we are definitely going again next year.

Italian Interior
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!

Family Forest - Pool in the Crete Senesi
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

[Little Escape] 4 Beds + Private Panoramic Pool
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!

Villa Oleandra Umbrian Retreat
Beautiful house, scenic and comfortable. Well equipped kitchen and laundry. Lots of games and things to do as a family. Maybe the best part was having pizza night with Ana and Franco which was arranged by Alberto. Just loved this spot!

B&B "Alle cime"
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)

San Cristoforo 1500
We had a very nice vacation. The place was clean and very nicely decorated, and the hosts were very dedicated and friendly. We would recommend this place at any time!

Il Posto Umbria - downstairs - apartment for 8
Our stay at Il Posto was something out of a dream. Truly the best Airbnb stay we’ve ever had. Rachel and Delfo are the kindest and most thoughtful hosts and are available for any questions and recommendations. The rooms are very spacious and the beds are so comfortable. We felt at home immediately and hope to visit again and again! Delfo is an incredible chef and Rachel pairs the perfect wines. We recommend the truffle hunt with their neighbor Luca, if you visit during the season. The rectory is very cozy but has a lot of space for a big group, including our almost 2 year old son. It’s really the perfect place to visit with friends and family. There’s a lot of hiking nearby and the town is super close. Rachel has excellent recommendations. Il Posto is also a working farm. The eggs, olive oil, and honey are soo fresh! We are already talking about our next trip!
Weekly house rentals

Casa Ora d"Oro - Panoramic Views
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Colonial house immersed in a natural park.
Ronaldo and Patrizia are great hosts and wonderful people, Bamboo is the best companion. The place itself is full of magic. Beautiful views, wonderful nature, sunrise in your windows. Close to Arezzo with its amazing history and culture. Our stay here was more than holiday. It was like gaining equilibrium in life. And we also tasted the best ever olive oil made by Rolando! We will come back for sure. I told Ronaldo when we were leaving - we left part of our hearts here. Thank you Ronaldo and Patrizia. All the best for you and see you again, Joanna and Tomek

House of Roses
Denyse's place was perfect for our 6 day vacation in Cortona. We wanted a restful spot with easy access for day trips. For 2 couples it was wonderful with one large bedroom and bath on different floors, up to date kitchen and best of all -- the rooftop terrace. Since the place is next to the city wall -- we had sweeping views of the Tuscan valley and the historic buildings. Easy walking distance to plazas and restaurants (be prepared for some uphill). Someone from Together in Tuscany was usually at the Tourist Info center so it was wonderful to stop there and speak to Isabella if we had any questions or issues. . She was very responsive on What's App too. Denyse always responded promptly before and during our visit as well. They also arranged a walking tour of Cortona for us. This place was a gem and I highly recommend it to anyone who needs a peaceful and restorative vacation.

Beach House, on the shores of Lake Trasimeno
To value this property, you have to start with the HOST, a professional in every sense. From the minute 0 of the reservation, until check-out; always attentive, very friendly and very professional. It's a pleasure to meet serious people and this gives the app value. The beach house is a paradise in Italy. Easy access, attention to detail, peace, nature, comfort. Our trip was as a family with our two poodles and I think they were the ones who enjoyed the property the most, seeing them run and jump through the green areas of the property and live with many birds, rabbits is priceless. Our daughter enjoyed her stay studying and with the peace and quiet of the place, it was easy for her to concentrate. We, on the other hand, did some sightseeing in the area, everything is very close and well connected by road. It is a very well-kept, safe property and above all, enjoying its sunset, sitting on a lounger, enjoying a good wine (from the area) is an unrepeatable experience. Thank you Maurizio.

Villa Medici Donnini Superior Apartment
We had a wonderful week-long visit. I wish we had stayed longer. The villa is beautiful. It is spacious, clean, with modern amenities and appliances but also has some very nice antique furniture and decor. The outdoor patio is really amazing, with views of distant Tuscan hills and farms, olive and cypress trees - a great place to eat and relax outdoors. Nearby Arezzo is a great place to visit. There are many interested museums, churches and places to visit in the older section of the town (including the Basilica di San Francesco with frescoes by Piero della Francesca), but there are also more modern parts of town with shops and restaurants, and ample parking. The villa is also within easy driving distance of many other surrounding towns (such as Cortona) and places to visit. Our hosts were super helpful and friendly, and we especially enjoyed the olive oil that is provided and made from the trees growing on the property. We would definitely stay here again.

the oasis of the foxes
Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.

La Casetta
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

Montana House in Stone-Garden-Panorama-Jacuzzi
Fantastic location in the last village before you really go into the mountains! And yet, the inhabited world and the supermarket are less than 10 minutes away by car. The house was spacious enough for the two of us, quirky and comfortable. Michele is a great host who is nearby in a pleasant way and communicates quietly. We got fresh eggs and fish stew from him and he gave us some good tips about the area. We didn't use the jacuzzi, but we did use the yoga studio. The villagers - and there aren't many - were also very friendly.
Private house rentals

Wonderful country house
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Villa with panoramic lakeview "RenzosOlivengarten"
We felt very comfortable from the beginning in this charming and quiet house with the magnificent view of olive trees and the lake. The location is idyllic, the furnishings thoughtful and comfortable. The atmosphere has triggered a feeling of retreat and deceleration in us – almost like in a mountain hut: safe, relaxed and welcome. A heartfelt thank you to Victoria and Samira for the always attentive and loving care!

The Terrace of Victory
Alessandro is a very nice and thoughtful host. The place and the view is great. It has everything you need for your trip (probably best for couples or on your own). Having a car is almost non negotiable but that also makes it very calm and quiet. Groceries and some great ice cream are close by. Can only recommend!

The small tower
Franco is very welcoming, the apartment is a beautiful renovation equipped with every comfort. Highly recommended! Luca and Noélie

House on the Meadow
The stay at Andreas and Natchana's was very nice, quiet, relaxing and dog-friendly. The fenced garden, which is also protected from wildlife by a pasture fence, not only offers a well-maintained pool, but has everything you need for your needs. There are plenty of different seating/reclining options and a barbecue corner with its own sink. In general, the garden in the evening with its lighting, the lake in the background and the fireflies is an absolute dream ambience. The house is very cozy and furnished to a high standard. There is everything in dishes and spices, so you only have to buy food. Who books this place won't be sorry for you.

La Scuderia: Farmhouse in the heart of Umbria_Gubbio
Wonderful place, felt very welcome!

Casa San Ripa: Relax Oasis with Private Pool
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!

Casa Isa - Perugia
Beautiful accommodation with Tuscan flair! Communication went smoothly and the host was extremely helpful. Highly recommended!
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- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Misano World Circuit
- Frasassi Caves
- Riminiterme
- Miramare Beach
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Santa Maria della Scala
- Fiabilandia
- Basilica of St Francis
- Tenuta Le Velette
- Villa delle Rose
- Portoverde
- Pubblico Palace
- Castiglion del Bosco Winery
- Mount Subasio
- Cantina Colle Ciocco
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Furlo Gorge Nature Reserve
- Cantina de' Ricci
- Spiaggia Della Rosa
- Cantina Contucci
- Madonna del Latte