
House holiday rentals in Castiglione del Lago
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Top-rated house rentals in Castiglione del Lago
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House rentals with a pool

Hidden gem in Tuscany
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

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.

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!

Il nido del Rondone
You will not regret your stay! From the moment we were greeted by Elisa’s father on arrival we felt welcomed. The accomodation exceeded our expectations with absolutely everything that you would need with the bonus of being able to access to the amazing pool. It is only a short walk down to the city centre. To top this all off, the hosts are extremely generous and friendly. Thank you for sharing your little piece of paradise with us. We will look at returning one day!

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

I Fuochi Farmhouse | Casa Melograno
Lovely family to deal with..warm and extremely friendly..makes your stay dreamlike

House in the heart of Tuscany with A/C and pool!
My husband and I absolutely loved staying here! We felt like we were on on honeymoon, in a private cottage scene in Tuscany, with a private pool and easy access to everything we wanted to see. Mari and Marcella were very kind and we even had our room cleaned and they gifted a beautiful bottle of Chianti wine! The town of Lucignano is very close and we went to dinner there several times thanks to recommendations by Mari :). We drove to both Florence and Rome during our stay - we rented a car to be able to do this. Tuscany is very spread out but we knew that and were prepared. You cannot beat the "This is home" feeling of this villa and the friendly hosts. We will be back! :)
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!

Villa with panoramic lakeview "RenzosOlivengarten"
We felt very comfortable in this charming and quiet house with the magnificent view of olive trees and the lake from the beginning. The location is idyllic, the furnishings well thought-out 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 big thank you to Victoria and Samira for their 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!

Da nonna Ornella - nest in Val d'Orcia
Except for the communication being a little disappointing (this can also be communicated through the translator), it was really the best accommodation. I want to give a perfect score to everything from the location to the host. Our honeymoon was perfect because of the fantastic scenery and the warm and considerate kind diva. It's too far, but if I get the chance, I definitely want to come back. We express our respect, gratitude, and admiration to Diva for giving us the best experience. You are truly the best, Diva!

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.

"L'Antico Metato" house in the woods
We were there for 4 days and it was simply fantastic. The arrival was smooth and Flavia welcomed us very warmly on site. After a short tour of the house and a short briefing, the holiday could begin. A note with restaurant recommendations and excursion destinations was ready on the table. After a short thunderstorm, we had a power outage, but Flavia was immediately available and within 5 minutes we had power again. Shopping and restaurants are easily accessible by car. I can recommend this accommodation to anyone who longs for peace and wants to enjoy nature. We will be happy to come back!

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

Typical stone farmhouse
Rossella was the perfect host. The house was stunning and in the perfect location. It was a great stay for everyone.
Private house rentals

casa Marino
We had a fantastic stay at Casa Marino. Patrizia was very attentive and generous. The place was absolutely spotless and had everything we needed. We attended a wedding at Villa Baroncino which was very easy to walk to. I would highly recommend this place and thanks to Patrizia for being such a lovely host.

House on the Meadow
The stay with Andreas and Natchana 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.

Romantic cottage
My partner and I stayed in the little house for a weekend and everything was perfect: from the welcome of the hosts, to the structure (decor, amenities, garden, pool and silence) and finally the view. As soon as we can, we'll definitely be back!

[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!

Lovely home to dream
This place is definitely a piece of Tuscany Italy. it will always hold a special place in my wife's and my heart with how beautiful and amazing the house was and the town it is located in. it seemed very well located, close to hot springs, multiple other cities, beautiful country side with horse back riding, world class winery's, ect. She is a great host and I would highly recommend this Airbnb to anybody looking for a one of a kind experience in Italy.

Hortus Conclusus House
Apartment was centrally located in the town. Very walkable to shops and restaurants. Beautiful sunrises through bedroom window. Very responsive hosts, especially with getting to the apartment from the train station (no Uber or taxi services when we arrived, so my advice is to get off at the previous stop if coming from Florence or make advance taxi arrangements). The hosts were very helpful and called their go-to cab driver. Beautiful with town and can’t wait to return!

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 birds view
The apartment was in a great location. Sunsets have been etched in the retina forever :) What a great view! Easy to walk to all the restaurants and other attractions in Montepulciano.
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- Lake Trasimeno
- Lake Bolsena
- Avignonesi Winery Fattoria Le Capezzine
- Santa Maria della Scala
- Terme Dei Papi
- Basilica of St Francis
- Tenuta Le Velette
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Castiglion del Bosco Winery
- Mount Subasio
- Villa Lante
- Pubblico Palace
- Cantina Colle Ciocco
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Furlo Gorge Nature Reserve
- Cantina de' Ricci
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Casa Del Cioccolato Perugina
- Podere Il Cocco
- Cantina Stefanoni