Toppole Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Toppole

Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (74)
"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.)"
Farmhouse in the hills with panoramic view and swimming pool
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Outdoor dining

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

3.0 out of 10, (2)
"The property is beautifully located in a very tranquil hamlet. At the moment the house and garden are not being maintained adequately. During our stay we had no hot water for the first few days and the internet connection that was advertised was not available. The kitchen had not been properly cleaned and there was food in the cupboards that had gone out of date long before our arrival. During our stay there was a hornets' nest in the chimney with hornets regularly entering the kitchen. When we...
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Luxury Cortona view hilltop Villa
Outdoor dining

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"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...
Luxury Cortona view hilltop Villa
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

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

9.6 out of 10, Exceptional, (71)
"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! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Fridge, microwave, oven, stovetop

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (132)
"This was the absolute best part of our time in Italy. This house is just amazing, and Stefano is the most generous and charming host. The house is clean, well provisioned, and has historic significance with modern comforts. What a treat to stay in this wonderful house that is close to everything. "
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Dining

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

9.4 out of 10, Exceptional, (12)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Agriturismo Nestore
Seasonal outdoor pool

Agriturismo Nestore

9.8 out of 10, Exceptional, (7)
"Foi tudo bem. Lugar simples mas muito agradável. "
Agriturismo Nestore
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

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

9.2 out of 10, Wonderful, (39)
"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. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"This is a great place! But it does put the HILL in hill town. So be prepared. Once at the place it is fantastic. The little garden is Lovely to sit in for breakfast and in the evening."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Pool

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

10.0 out of 10, Exceptional, (43)
"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!"
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Property grounds

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

9.8 out of 10, Exceptional, (35)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Casina in authentic Tuscany
Exterior

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (68)
"My mom and I stayed at Casina del Bibo for four days. The location is perfect if you want to stay in a small village away from all of the hustle of the Tuscan hill towns. You will definitely need a car, though. We stayed in the upstairs apartment, which had two large rooms with king sized beds (and air conditioning, which was much needed!). The sitting room is cozy. There is a small kitchen that seems well equipped, although we didn't cook anything. Anna Maria and her daughter Lorella were very...
Casina in authentic Tuscany
Typical Tuscan Residence near the farm la Vialla
Outdoor spa tub

Typical Tuscan Residence near the farm la Vialla

9.2 out of 10, Wonderful, (13)
"Das Haus ist über 300 Jahre alt und gut restauriert. Wir haben von dort aus Sehenswürdigkeiten besucht und bewundert, wie z. B. Siena. Nach den Ausflügen konnten wir uns am Pool abkühlen.Die Gastgeber waren immer für uns ansprechbar und haben uns viele Tipps gegeben, auch zu Flussbadestellen, die wir gern besucht haben."
Typical Tuscan Residence near the farm la Vialla
Beautiful Tuscan Villa with large garden and ample outside space
Outdoor pool, a heated pool

Beautiful Tuscan Villa with large garden and ample outside space

10.0 out of 10, Exceptional, (57)
"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"
Beautiful Tuscan Villa with large garden and ample outside space
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Outdoor pool

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

10.0 out of 10, Exceptional, (18)
"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"
The price is AU$4,019
includes taxes & fees
2 Nov - 3 Nov
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Holiday Villa With Swimming Pool In Arezzo.
Property grounds

Holiday Villa With Swimming Pool In Arezzo.

10.0 out of 10, Exceptional, (36)
"We enjoyed every minute of our stay! The house is beautiful, as well as the garden and the swimming pool. Andrea and Francesca are excellent hosts and amazing cooks. We have had the best dinners, no restaurants needed! We really recommend staying at Villa Carda for a fantastic holiday!"
Holiday Villa With Swimming Pool In Arezzo.
Villa Vallorsaia with private pool, lake view, no neighbors
Pool

Villa Vallorsaia with private pool, lake view, no neighbors

10.0 out of 10, Exceptional, (14)
"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! "
Villa Vallorsaia with private pool, lake view, no neighbors
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (21)
"Beautiful views, clean facilities, top notch meals and care from Chef Julio, fabulous coordination by Chiara the manager. Highly recommended "
The price is AU$3,052
includes taxes & fees
4 Oct - 5 Oct
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Casa Vacanze Le Fornaci
Terrace/patio

Casa Vacanze Le Fornaci

9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
The price is AU$245
includes taxes & fees
4 Oct - 5 Oct
Casa Vacanze Le Fornaci
Beautiful country house in the heart of Tuscany
Property grounds

Beautiful country house in the heart of Tuscany

"Wonderful house in a beautiful location, with fantastic grounds and pool with views looking out over the hills. Superb service at check in and out. A great base to explore from but equally lovely to stay and relax in the house and grounds. Would thoroughly recommend. "
Beautiful country house in the heart of Tuscany
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Toppole Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful, unique property! Stunning views of the countryside. The staff were all very helpful and friendly. We will definitely recommend!"
Brian 3-night trip
Posted 6 days ago
Monastero di Cortona Hotel & Spa

Find out more about Toppole

Find out more about Toppole

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, 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 favourite 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 depend 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 AU$245 per night. Entering your travel dates in the search wizard might find you 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 of 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.