Toppole Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Toppole vacation rentals

Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$124 nightly
The price is $137
Jun 18 - Jun 19
Total with taxes and fees
Villa Cassia di Baccano
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (37 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
$98 nightly
The price is $115
Jun 7 - Jun 8
Total with taxes and fees
iConic Wellness Resort
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (6 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
$353 nightly
The price is $391
Jul 5 - Jul 6
Total with taxes and fees
Fontelunga Hotel & Villas
Exterior

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
$136 nightly
The price is $154
Jun 6 - Jun 7
Total with taxes and fees
San Michele al Borgo
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (22 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$132 nightly
The price is $150
Jun 22 - Jun 23
Total with taxes and fees
B&B Piccolo Hotel
Porch

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (185 reviews)
"This property met all our needs for a one night stay. It is conveniently located near the train station and near the old town area. The people we encountered were friendly and helpful. The breakfast choices were plentiful and the breakfast area on the rooftop patio was beautiful. The only negative was that the walks of the room were thin and we could hear neighbors quite a bit. "
United States
Roger
$90 nightly
The price is $106
Jul 1 - Jul 2
Total with taxes and fees
Cameracaffè Centro
Breakfast area

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 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
$111 nightly
The price is $122
Jun 15 - Jun 16
Total with taxes and fees
Locanda Antico Borgo
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.6 out of 10, Exceptional, (5 reviews)
"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."
United States
Gregory
$145 nightly
The price is $163
Jun 7 - Jun 8
Total with taxes and fees
Casa Vacanze Le Fornaci
Front of property

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
$105 nightly
The price is $115
Jul 3 - Jul 4
Total with taxes and fees
Villa La Ginestra
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (79 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
$84 nightly
The price is $99
Jun 15 - Jun 16
Total with taxes and fees
B&B 52cento
Deluxe Apartment, City View | Iron/ironing board, free WiFi

CASA AMBRA

CASA AMBRA
Cortona Old Town
$132 nightly
The price is $149
Jul 4 - Jul 5
Total with taxes and fees
CASA AMBRA
Reception

Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
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
$130 nightly
The price is $155
Jun 10 - Jun 11
Total with taxes and fees
Allegra Toscana - Affittacamere Guest house
Classic Apartment, 3 Bedrooms | Exterior

Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
$254 nightly
The price is $279
Jun 5 - Jun 6
Total with taxes and fees
Rustic Holiday Home in Citta di Castello With Swimming Pool
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$96 nightly
The price is $111
Jun 23 - Jun 24
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
Daily local cuisine breakfast for a fee

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
$137 nightly
The price is $151
Jun 5 - Jun 6
Total with taxes and fees
Locanda del Viandante
Room, 1 Bedroom, Accessible, Smoking | 1 bedroom

Room-two-room Apartment

Room-two-room Apartment
Arezzo
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
$122 nightly
The price is $141
Jun 7 - Jun 8
Total with taxes and fees
Room-two-room Apartment
Apartment, 1 Bedroom, Smoking, Balcony | 1 bedroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Arezzo
8.0 out of 10, Very Good, (1 review)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
$139 nightly
The price is $160
Jun 7 - Jun 8
Total with taxes and fees
Two-room Apartment for 3 People With Kitchen and Private Bathroom
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
$108 nightly
The price is $123
Jun 15 - Jun 16
Total with taxes and fees
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

Hotel San Michele

Hotel San Michele

8/10 Good
"The location is fantastic. Just steps from the shopping and restaurants. The hotel is old fashioned and charming. The bathrooms are in need of an upgrade both fixtures and lighting. But it’s quirky ways also are the very thing that makes it charming. I would ask for a room furthest away from Via Nationale as that street can be loud at night. They have a nice breakfast each morning w an option to eat in the outdoor courtyard. Their sweet staff will bring you speciality coffees to enjoy!"
Susannah 5-night trip
Posted 1 day ago
Hotel San Michele

Find out more about Toppole

Everything you need to know about Toppole vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Toppole vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Toppole vacation 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 low season months. For more hustle and bustle, you may prefer to visit Toppole in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Toppole rentals

At Expedia, we put the best Toppole vacation 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 vacation.

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 vacation rentals in Toppole?

Yes, you can find vacation rentals near popular local attractions in Toppole, or you can go with a more remote option if you'd like a relaxing place to stay. Toppole is known for its wineries.

What are some of the best vacation home rentals in Toppole?

Podere Casorbica with free parking, large garden, private pool.: This vacation home rental outside of Toppole is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a balcony and a garden.

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 larger area, you’ll find Anghiari Historic Town Center and La Madonna di Citerna di Donatello.

What’s a vacation rental in Toppole like?

Vacation rentals are private properties where you can stay for several days or longer in Toppole. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.