Toppole Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

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
$153 nightly
The price is $169
May 11 - May 12
Total with taxes and fees
Villa Cassia di Baccano
Offices

Dolce Casa 2 Summary:

Dolce Casa 2 Summary:
Arezzo
$126 nightly
The price is $126
May 12 - May 13
Total with taxes and fees
Dolce Casa 2 Summary:
Exterior

Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning

Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning
IL Vignale
$110 nightly
The price is $117
May 12 - May 13
Total with taxes and fees
Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning
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
$124 nightly
The price is $137
May 14 - May 15
Total with taxes and fees
Villa La Ginestra
Exterior

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
$180 nightly
The price is $180
May 25 - May 26
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
$98 nightly
The price is $114
May 18 - May 19
Total with taxes and fees
iConic Wellness Resort
TV

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
$117 nightly
The price is $121
May 22 - May 23
Total with taxes and fees
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
1 bedroom, WiFi, bed sheets

Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (2 reviews)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
$108 nightly
The price is $118
Jun 2 - Jun 3
Total with taxes and fees
Deluxe room Cartazucchero in the heart of Arezzo
Interior

Suite the Cardinal, historic home in Bibbiena

Suite the Cardinal, historic home in Bibbiena
Bibbiena
Suite the Cardinal, historic home in Bibbiena
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (5 reviews)
"Amazing stay at this hotel I would recommend it. Great hospitality, clean and picture postcard views. "
United Kingdom
Liam
$293 nightly
The price is $325
May 12 - May 13
Total with taxes and fees
Fontelunga Hotel & Villas
1 bedroom, iron/ironing board, free WiFi, bed sheets

Alò - One Bedroom Apartment, Sleeps 2

Alò - One Bedroom Apartment, Sleeps 2
Arezzo
$152 nightly
The price is $152
May 12 - May 13
Total with taxes and fees
Alò - One Bedroom Apartment, Sleeps 2
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
$139 nightly
The price is $158
May 20 - May 21
Total with taxes and fees
San Michele al Borgo
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$103 nightly
The price is $118
May 22 - May 23
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
$139 nightly
The price is $153
May 11 - May 12
Total with taxes and fees
Locanda del Viandante
Outdoor pool

VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
$361 nightly
The price is $368
May 11 - May 12
Total with taxes and fees
VILLA IL MATTO with salt pool, with spa and sauna
1 bedroom, WiFi, bed sheets

Deluxe room Chocolate in the heart of Arezzo

Deluxe room Chocolate in the heart of Arezzo
Arezzo Centro Storico
$99 nightly
The price is $109
May 19 - May 20
Total with taxes and fees
Deluxe room Chocolate in the heart of Arezzo
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3 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
$133 nightly
The price is $150
May 11 - May 12
Total with taxes and fees
Casa Vacanze Le Fornaci
Exterior detail

Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
$139 nightly
The price is $146
May 11 - May 12
Total with taxes and fees
Holiday Home 'La Casina All'angolo'
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
$118 nightly
The price is $130
May 22 - May 23
Total with taxes and fees
Locanda Antico Borgo
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
$106 nightly
The price is $111
Jun 1 - Jun 2
Total with taxes and fees
Happy Nest Tuscany Between Florence and Rome
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
"Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or two of walking up and down the steep hills. Overall we will stay again. It was a beautiful hotel with lovely people working there, filled with so much history."
Rachel 4-night trip
Posted 15 hours ago
Monastero di Cortona Hotel & Spa

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 $150 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 Piazza Grande.

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.