Toppole Holiday Rentals from €1,207: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Toppole has to offer?

Agriturismo Nestore : This holiday home rental outside Toppole offers a garden, an arcade/games room and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

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Holiday Rentals in Toppole

Our top choices for Toppole holiday rentals

"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "

"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "

"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"

"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"

"Family of 7 adults spent 1 week in beautiful secluded Tuscan farmhouse. Great location for visiting the region - Arezzo short drive. Florence Pisa approx. 1.5 hours. Beautiful hilltop villages, olive groves and vineyards. Quintessential Tuscany!"

"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."

"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...

"Fantastic maintained Villa with great layout for a big family. Beautiful surroundings. Staff easy to reach 24/7. Definatly a place to return to."

"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."

"Foi tudo bem. Lugar simples mas muito agradável. "

"Federica and Giuseppe were wonderful hosts - great communication throughout the stay and always available. The house was immaculate and well presented. The pool and facilities (swing, table tennis, football pitch etc) were superb. Views were incredible and the area was so peaceful. Highly recommend this villa for a restful break!"

"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."

"Great location in Tuscany! tight roads in and out of the property, must it has the most spectacular views around. 3 min. drive to Cortona.The villa is spacious and very accomodating. Just be sure to ask how to use the dishwasher and washing machine. "

"Wir fühlten uns in der Toskana sehr wohl. Die Übergabe war sehr gut und die Vermieterin sehr freundlich. Die Wegbeschreibung könnte etwas genauer sein. Das Geschirr war leider schmutzig. Nachdem wir es gespült hatten, fühlten wir uns wohl. Wetterbedingt war es sehr kalt und feucht in der Wohnung. Wir bekamen auf Nachfrage den Pelletofen angemacht. Für die Pellets hatten wir Zusatzkosten, dass muss man wissen. Ohne Heizung hätte man es nicht ausgehalten. Leider hat es im auch sehr aus dem Ausguss...

"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"

"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."

"Our stay was really nice. The house is wonderful, the pool and the garden also. The kitchen is huge Just right for 8 people. The sight from the pool over the hills is great"

"We had a joint family holiday and a small wedding towards the end of the week. The location is beautiful and Chiara was very pleasant to communicate with. We recommend the wine tasting! "

includes taxes & fees

3 Sept - 4 Sept

"Beautiful views, clean facilities, top notch meals and care from Chef Julio, fabulous coordination by Chiara the manager. Highly recommended "

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Top Toppole Hotel Reviews

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Everything you need to know about Toppole holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Toppole holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Toppole holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Toppole holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Toppole. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Toppole holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Toppole holiday rentals we have selected for you start as low as €1,207 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Toppole rentals

At Expedia, we put the best Toppole holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Toppole rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Toppole holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Toppole. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Toppole?

Yes, there are holiday rentals close to the most popular sights in Toppole, or you can select a more secluded option if you're looking for a relaxing stay. Toppole is known for its wineries.

What are some of the best holiday rentals that Toppole has to offer?

Agriturismo Nestore: This holiday home rental outside Toppole offers a garden, an arcade/games room and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

What’s there to see and do in Toppole?

Explore the area and family-friendly sights such as Aboca Museum, or get out into nature at a spot like Piazza Guido Monaco. In the wider area, you’ll find Anghiari Historic Town Center and Madonna del Parto Museum.

What’s a holiday rental in Toppole like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Toppole. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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Holiday Rentals in Toppole

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Holiday Rentals in Toppole

Our top choices for Toppole holiday rentals

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Casina in authentic Tuscany

Farmhouse in the hills with panoramic view and swimming pool

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.

17th century farmhouse with private pool and Wi-Fi and air conditioning

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

Luxury Cortona view hilltop Villa

Pretty Tuscan House next Anghiari, 8/14 guest,Pool, A.C WI.FI Family LAST WEEK

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Agriturismo Nestore

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

Casa Bacco - private house with a remarkable garden in the centre of Cortona

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Typical Tuscan Residence near the farm la Vialla

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Beautiful Tuscan Villa with large garden and ample outside space

Villa Vallorsaia with private pool, lake view, no neighbors

Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

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Frequently asked questions