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Toppole Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Toppole holiday rentals

Pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$142
includes taxes & fees
5 Nov - 6 Nov
iConic Wellness Resort
A modern kitchen with wooden cabinets, a microwave, and a black countertop.

2. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (3 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is AU$127
includes taxes & fees
19 Oct - 20 Oct
Limehome Arezzo Duomo
A building with a balcony, multiple windows, and a door.

3. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
The price is AU$90
includes taxes & fees
23 Oct - 24 Oct
Dolce Rosa Centro Storico
A view of a historic town with prominent buildings and a church tower.

4. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is AU$138
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
A modern hotel room with large windows, a bed, a desk, and a chair.

5. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (82 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is AU$129
includes taxes & fees
4 Nov - 5 Nov
B&B 52cento
A stone building with arched windows and a gravel driveway.

6. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is AU$164
includes taxes & fees
9 Nov - 10 Nov
Villa La Ginestra
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

7. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
The price is AU$200
includes taxes & fees
18 Oct - 19 Oct
Locanda del Viandante
Room

8. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
The price is AU$137
includes taxes & fees
19 Oct - 20 Oct
Bibi Boutique
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

9. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$208
includes taxes & fees
15 Oct - 16 Oct
San Michele al Borgo
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

10. Allegra Toscana - Affittacamere & Guest House Arezzo

Allegra Toscana - Affittacamere & Guest House Arezzo
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is AU$125
includes taxes & fees
11 Nov - 12 Nov
Allegra Toscana - Affittacamere & Guest House Arezzo
A hotel room with a bed, two bedside tables, a painting on the wall, and a vase with flowers on one of the tables.

11. Room-two-room Apartment

Room-two-room Apartment
Saione
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is AU$195
includes taxes & fees
28 Oct - 29 Oct
Room-two-room Apartment
A cozy living room with a stone wall, a wine rack, and two sofas.

12. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AU$195
includes taxes & fees
21 Oct - 22 Oct
Villa Cassia di Baccano
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

13. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is AU$194
includes taxes & fees
15 Oct - 16 Oct
Casa Vacanze Le Fornaci
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

14. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is AU$347
includes taxes & fees
17 Oct - 18 Oct
Rustic Holiday Home in Citta di Castello With Swimming Pool
An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is AU$181
includes taxes & fees
19 Oct - 20 Oct
Locanda Antico Borgo
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

16. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$224
includes taxes & fees
15 Oct - 16 Oct
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

17. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is AU$402
includes taxes & fees
15 Oct - 16 Oct
Fontelunga Hotel & Villas
Property entrance

18. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is AU$257
includes taxes & fees
28 Oct - 29 Oct
Palazzo Tarlati Residenza d'Epoca
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

19. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AU$334
includes taxes & fees
12 Nov - 13 Nov
CASA AMBRA
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

20. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is AU$167
includes taxes & fees
21 Oct - 22 Oct
Vicolo Della Scala Rooms - Il Sole
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
"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"
lise 1-night trip
Posted 12 hours ago
Monastero di Cortona Hotel & Spa

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$2,260 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?

Holiday Home in Umbria with Pool: This holiday home rental outside of Toppole offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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.