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Vacation rentals in Toppole

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Popular amenities for Toppole vacation rentals

Other great vacation rentals in Toppole

Guest favorite
An expansive view of a serene outdoor setting, featuring a sparkling swimming pool surrounded by neatly arranged sun loungers. Lush gardens and trees in vibrant bloom provide a natural backdrop against a rustic stone building set atop a hill, with a blue sky adorned by soft, white clouds.
Vacation home in Vitignano
4.97 out of 5 average rating, 34 reviews

Podere Vittoria Apartment: Heart of Chianti

CraigRating, 5 stars2 weeks ago
We absolutely loved this apartment, it was spacious and spotless, with modern bathrooms and the most perfect “farmhouse” kitchen. The view from the apartment and infinity pool was breathtaking. It’s the best Airbnb we have stayed in!
Top guest favorite
A traditional Tuscan villa is captured from an exterior view, showcasing its stone facade and arched doorways. Lush greenery surrounds the property, with well-maintained gardens and planters. The scene is complemented by a clear blue sky, adding to the serene countryside atmosphere.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favorite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Condo in Montepulciano
4.92 out of 5 average rating, 127 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

CassiRating, 5 stars2 days ago
Maria’s place was beautiful and exactly as described! It was bigger than expected and had a cute balcony we really enjoyed spending late afternoons relaxing! We had a great time in Montepulciano, it was relaxing and slow paced after a busy few weeks before ☺️ Maria provided local recommendations and was always responsive. If you’re thinking of booking here I highly recommend!
Top guest favorite
Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviews

Cipressini 2 - piscina e vista mozzafiato

BrandonRating, 5 stars3 weeks ago
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!
Superhost
An aerial view showcases the expansive green landscape surrounding the property, with a spacious garden and a private pool. Nearby, a charming stone building and lush trees create a serene environment, complemented by rolling hills in the distance.
Home in Lucignano
4.85 out of 5 average rating, 40 reviews

La Casetta

EllaRating, 5 stars3 weeks ago
Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!
Guest favorite
An aerial view captures a rustic stone building surrounded by lush greenery and tall cypress trees. A sparkling swimming pool is visible in the yard, complemented by sun loungers. Rolling vineyards stretch into the background, enhancing the serene landscape.
Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviews

Castello di Orgiale Charme Residenz

ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Top guest favorite
A rustic building is positioned atop a gently sloping landscape, surrounded by trees. Stone steps lead up to a well-maintained pathway lined with wooden railings. Flower pots with vibrant blooms add color to the scene, enhancing the serene ambiance of the countryside.
Villa in Anghiari (Arezzo)
4.96 out of 5 average rating, 82 reviews

Beautiful and panoramic view Mezzacosta Anghiari

Annette KjærRating, 5 stars9 months ago
Franco and Cinzia are perfect hosts always trying to make their guests feeling welcome. The homemade bread and cakes were just sooo deliscious, and all the delicate Italian specialities in the fridge were fantastic. Mezzacosta feels like a home abroad. It is cozy and you definitely have all you need - and much more. You can relax in the garden, or experience the beautiful area. There are lots to see at a small distance. Anghieri is a very picturesque Medieval village and feels very local and Italian - our favorite. We definitely recommend to stay here.
Top guest favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 378 reviews

Typical Tuscan country house

AlexaRating, 5 stars3 weeks ago
I cannot recommend Giovanni’s properties enough! His place is absolutely stunning, a million times better than the photos - and the photos are great! He provided a really helpful list of local recommendations long before we arrived, and kindly booked a Tuscan cooking class for us at a local restaurant (which was brilliant). Giovanni was extremely welcoming and provided us with a delicious selection of antipasti and a glass of wine each after a tour of the stunning grounds. Our property was very well equipped - with a fantastic coffee machine that deserves particular mention. It was spotless throughout and the beds were very comfortable. The highlight for us was the outdoor terrace, where we dined with stunning olive grove views - and the roof terrace, where we had a private hot tub with views to die for. I think the best reflection of how much we loved this place is that my husband and I both want to come back, and we never retrace our footsteps because there is so much world to see!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Toppole