Pergognano Vacation Rentals from CA $90: Short-Term Rentals for 2026

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Our top choices for Pergognano vacation rentals

1. iConic Wellness Resort

Arezzo

Rheymarie

CA $127 total

includes taxes & fees

Oct 25 - Oct 26

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

2. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $214 total

includes taxes & fees

Oct 6 - Oct 7

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

3. B&B Piccolo Hotel

Cortona Old Town

mansoor

CA $227 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

CA $420 total

includes taxes & fees

Oct 11 - Oct 12

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

5. Castello di Gargonza

Monte San Savino

Iain

CA $387 total

includes taxes & fees

Oct 7 - Oct 8

A hotel room with a bed, a bench, a wardrobe, and a shelf with items.

6. Limehome Arezzo Duomo

Arezzo Centro Storico

Florian

CA $124 total

includes taxes & fees

Oct 12 - Oct 13

A spa area with a stone-walled arch, a hot tub, and a small window.

7. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $165 total

includes taxes & fees

Oct 5 - Oct 6

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

8. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town

Dawn H.

CA $156 total

includes taxes & fees

Oct 5 - Oct 6

A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

9. Happy Nest Tuscany Between Florence and Rome

Castiglion Fiorentino

CA $107 total

includes taxes & fees

Oct 5 - Oct 6

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

10. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $134 total

includes taxes & fees

Oct 22 - Oct 23

An arched stone bridge with a white building on the right, featuring a balcony with plants.

11. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

CA $165 total

includes taxes & fees

Oct 9 - Oct 10

A view from a window overlooking a courtyard with stone buildings and a tower.

12. La Finestra sul Teatro

Cortona Old Town

Michelle H.

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

13. CASA AMBRA

Cortona Old Town

CA $485 total

includes taxes & fees

Oct 5 - Oct 6

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

14. Dolce Casa 2 by Tiny Away

Rigutino

CA $171 total

includes taxes & fees

Oct 5 - Oct 6

A view of a historic town with prominent buildings and a church tower.

15. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

CA $137 total

includes taxes & fees

Oct 15 - Oct 16

A modern hotel room with large windows, a bed, a desk, and a chair.

16. B&B 52cento

Arezzo Centro Storico

Tina

CA $121 total

includes taxes & fees

Oct 12 - Oct 13

A staircase with two lit lanterns on the wall.

17. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town

Erin

CA $232 total

includes taxes & fees

Oct 18 - Oct 19

A narrow street with buildings on either side, stone walls, and a clear blue sky.

18. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Arezzo Centro Storico

Maria Gemma

CA $237 total

includes taxes & fees

Oct 5 - Oct 6

A building with a stone facade, multiple windows, and a balcony.

19. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Cortona

Anonymous traveller

CA $458 total

includes taxes & fees

Nov 2 - Nov 3

20. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"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...

Marco

CA $257 total

includes taxes & fees

Oct 5 - Oct 6

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Top Pergognano Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about Pergognano

Everything you need to know about Pergognano 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 Pergognano vacation rental for you. At Expedia, you can take your pick from private vacation 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 Pergognano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pergognano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pergognano. 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 Pergognano vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pergognano vacation rentals we have selected for you start as low as CA $90 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pergognano rentals

At Expedia, we put the best Pergognano 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 Pergognano 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 Pergognano 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 Pergognano. 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 Pergognano?

Yes, you can find vacation rentals near popular local attractions in Pergognano, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Pergognano?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This vacation home rental near Pergognano is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in Pergognano?

While you're exploring the area, Piazza Guido Monaco and Isola Maggiore are a couple of picturesque spots to get outside and enjoy nature. Tennis Club Castiglionese and Cortona Cathedral are a couple of places you'll find in the larger area.

What’s a vacation rental in Pergognano like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Pergognano. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family gatherings.

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Check prices for these dates

Our top choices for Pergognano vacation rentals

1. iConic Wellness Resort

2. San Michele al Borgo

3. B&B Piccolo Hotel

4. Fontelunga Hotel & Villas

5. Castello di Gargonza

6. Limehome Arezzo Duomo

7. DormiVeglia B&B

8. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

9. Happy Nest Tuscany Between Florence and Rome

10. Artisti del Cavallo Tourism

11. Locanda Antico Borgo

12. La Finestra sul Teatro

13. CASA AMBRA

14. Dolce Casa 2 by Tiny Away

15. Cameracaffè Centro

16. B&B 52cento

17. Cortona Shabby Chic House<br>(Independent & balcony)

18. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

19. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

20. Palazzo Tarlati Residenza d'Epoca

Find vacation rentals that suit your style

Top Pergognano Hotel Reviews

Precise Tale Poggio Alla Sala

Palazzo Brandano

Nuovo Etruria Resort

Villa Tiberini Wine Relais

Lupaia

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Minerva

Find out more about Pergognano

Frequently asked questions

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