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Poggiolo Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Poggiolo holiday rentals

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

1. 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$216
includes taxes & fees
23 Aug - 24 Aug
San Michele al Borgo
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is AU$159
includes taxes & fees
22 Aug - 23 Aug
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

3. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is AU$162
includes taxes & fees
22 Aug - 23 Aug
Vicolo Della Scala Rooms - La Luna
A park with picnic tables, a playground, and a gravel path.

4. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AU$147
includes taxes & fees
26 Aug - 27 Aug
Holiday home with panoramic terrace ideal for families and couples
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

5. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$252
includes taxes & fees
21 Aug - 22 Aug
B&B Piccolo Hotel

6. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$194
includes taxes & fees
23 Aug - 24 Aug
iConic Wellness Resort
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

7. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AU$217
includes taxes & fees
20 Sept - 21 Sept
CASA AMBRA
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

8. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AU$175
includes taxes & fees
23 Aug - 24 Aug
Dolce Casa 2 by Tiny Away

9. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AU$184
includes taxes & fees
23 Aug - 24 Aug
Dolce Casa 1 by Tiny Away
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

10. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 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
The price is AU$419
includes taxes & fees
23 Aug - 24 Aug
Fontelunga Hotel & Villas
A view from a window overlooking a courtyard with stone buildings and a tower.

11. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is AU$323
includes taxes & fees
2 Sept - 3 Sept
La Finestra sul Teatro
A staircase with two lit lanterns on the wall.

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

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$239
includes taxes & fees
28 Aug - 29 Aug
Cortona Shabby Chic House<br>(Independent & balcony)
A spa area with a stone-walled arch, a hot tub, and a small window.

13. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AU$197
includes taxes & fees
23 Aug - 24 Aug
DormiVeglia B&B
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

14. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AU$302
includes taxes & fees
31 Aug - 1 Sept
Cortonas Rooftop Nest

15. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$161
includes taxes & fees
24 Aug - 25 Aug
Montecchio di Cortona
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

16. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$134
includes taxes & fees
27 Aug - 28 Aug
Artisti del Cavallo Tourism
A view of a historic town with prominent buildings and a church tower.

17. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is AU$142
includes taxes & fees
30 Aug - 31 Aug
Cameracaffè Centro
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

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
The price is AU$231
includes taxes & fees
23 Aug - 24 Aug
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A balcony with a view of a sunset over a hilly landscape.

19. 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
9.4 out of 10, Exceptional, (3 reviews)
"Great appartment really nice. Great view. Very nice and reactive owner.However it is imperative to have a car to go there, even by walking very fast it takes minimum 50 minutes to go to the center.And also take note that there are stairs to get to the appartment."
United States
Louis / Jeanne M.
The price is AU$171
includes taxes & fees
22 Aug - 23 Aug
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
An arched doorway leading to a building with a wooden door and a staircase.

20. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is AU$150
includes taxes & fees
21 Aug - 22 Aug
Residenza Fabroni
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 Poggiolo Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."
Eric 2-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Poggiolo

Everything you need to know about Poggiolo 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 Poggiolo 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 Poggiolo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Poggiolo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Poggiolo. 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 Poggiolo 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 Poggiolo holiday rentals we have selected for you start as low as AU$150 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Poggiolo rentals

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

Yes, there are holiday rentals close to the most popular sights in Poggiolo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Poggiolo has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This holiday home rental outside of Poggiolo is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Poggiolo?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Poggiolo stay.

What’s there to see and do in Poggiolo?

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

What’s a holiday rental in Poggiolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Poggiolo. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family getaway.