
Villa holiday rentals in Montebenichi
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Top-rated villa rentals in Montebenichi
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Popular amenities for villa rentals in Montebenichi
Private villa rentals

Tuscan Villa
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.

Villa La Cingallegra
Fantastic all around experience. Thank you Elio and team 🙏🙏

Villa Pietrenta
This is a very comfortable house with beautiful views and a terrific pool. The house really consists of two apartments which works great when traveling with family. The living spaces are not large but work well- we spent most of our time outside anyway. About a 35-40 minute walk into the center of town. Parking in Cortona is tricky, so it’s nice to have the option to walk. Overall, a very good value, comfortable, well-maintained, and easy to use as a hub getting around the small villages of Tuscany and Umbria.

Villa Leopoldina in the heart of Tuscany
Our family had an amazing stay. Beautiful location in the hills with an easy drive to the center of the city. The property is optimally set up for a large family gathering, and the pool area was perfect . We took advantage of the tasting and the cooking class , and both were executed perfectly . A completely memorable trip with great wine, food and views. Marta from the property management was incredibly responsive and friendly .

Villa il Palagio in the Tuscan countryside
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!

Terra Antica Suites & Villas - Villa Vino - Private Jacuzzi
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!

Villa near Florence: Pool, AC, Vast natural garden
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.

Casa Faraona, villa with private pool
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.
Luxury villa rentals

Exclusive Villa with pool in San Gimignano
Even better and nicer than in the pictures. Perfect for a large group like our family of 21. Edi is an amazing host. Absolutely recommend

Villa Angiolina
Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!

The House of the Sole del Sodo
We chose Il Sole del Sodo because it had 6 en-suite rooms, a pool, was close to a town and a train station and had a well- regarded host who could provide extras like breakfast, dinners, cooking classes and olive oil tastings e.g. Claudia! While rustic, the villa’s charm and peaceful spaces draw you right in and Claudia’s hospitality is unsurpassed. The villa fronts to the road to Cortona and backs to a field of sunflowers. Our family and friends dined on the private patio and found a back way to walk up to Cortona for exercise. A unique and wonderful experience!

Villa Montemaggio
Valeria’s place was so beautiful. The most amazing view. The house was comfortable and pristine. So gorgeous and we loved doing the wine tour with llaria. She was so sweet and set up all dinners and an amazing driver we used every night. The house was amazing. Hasiba the housekeeper and cook left us a mulberry pie that was out of this world. The gym and sauna were also just a walk away and gorgeous. I high recommend staying here and bringing back lots of wine like my friend and I did.

villa "La Fonticina"
We had an amazing time staying at La Fonticina. Such a beautiful house and location, which came with everything that we needed. Cesare was a fantastic host and made our stay even better. He couldn't have been more responsive, accomodating and friendly. Highly recommend and wouldn't hesitate to return!
Villa with exclusive pool
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!

Villa Lualdi
Had a lovely week at the villa. Amazing place and beautiful views! Florence a short drive away, but we also enjoyed walking about 35 minutes to Fiesole for restaurants and views.

Chianti Villa in Tuscany near Siena & Arezzo
Lovely place in the middle of Tuscany. It’s a beautiful home. It’s about 30-60 minutes to get to all the major places in Tuscany. He made us a great dinner upon checking in as well!
Villa rentals with a pool

Villa Pongina - Tuscany - private pool - air with
This villa was absolutely perfect for what I was hoping for. It was even better than the pictures, and the surroundings were beautiful. We loved the secluded feel of the villas, and the size of the villas was perfect for our group. Serena was super helpful and very flexible, so I can't recommend this place enough!

Villa in Montepulciano with a Pool
Alex, u show such hospitality to our family!! We love how well u maintained the place. The view from our hotel brings smile to my face every morning! It’s spectacular. I’ll definitely come back! Hope the price is reasonable the next time 🥰

Romantic villa with pool and mesmerizing view
This an absolutely wonderful house with so many qualities inside as well as outside. Extremely well decorated and dreamy wonderful house inside, superb and beautiful views outside in a big and calming garden. Janine is fantastic, super friendly and extremely helpful. We forgot our passport and it was brought to Florence. This is just one example. Nothing to add, amazing to stay here.

Chianti Villa at Mulino del Cerchiaio
Thanks!! We enjoyed our vacation with 9 girlfriends! A little humidity due to the weather, but the place is ideal in summer and comforting by the fire when the good weather is not present!

Private Villa with swimming pool in Tuscany
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!

Elisa Villa
Beautiful house in the vines surrounded by sumptuous hillsides in an incredible postcard setting. Perfect for gatherings for families or with friends. The location is ideal to radiate between Siena, Florence and Chianti or resting while enjoying the pool. Elisa, always attentive, is very responsive and will respond almost without delay.

Villa Fortuna with Hot-Tub and pool near Tuscany
We stayed here for 4 weeks and it really felt like home. The house is wonderful, kitchen has everything you need for cooking in, bedrooms are comfortable, small laundry room, and you can tell the house has been really well cared for. The outdoor area is spacious and private. We were there in Autumn so the hot tub was open, really beautiful at night. The front yard overlooks the lake, beautiful views everywhere you look. Finally, the house is just 5 minutes from lovely Paciano and only 20 from several other larger towns, and you don’t need to go far to find great food and things to do.

Casa Vacanze Il Noce - Villa with private pool
Wonderful place to surround yourself with nature & getting away from the crowds. Quiet. Peaceful. Warm. Beautiful. Comfortably fit all of us. 5 including two young adults. Will definitely book again and be better prepare bringing all essentials to my stay as the town is like 15 min drive through small roads. Thanks for such a beautiful place for our Tuscany experience.
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