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Poggiolo Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Poggiolo vacation 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
$131 nightly
The price is $149
Sep 9 - Sep 10
Total with taxes and fees
San Michele al Borgo

2. 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
$113 nightly
The price is $131
Sep 2 - Sep 3
Total with taxes and fees
iConic Wellness Resort
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

3. 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
$260 nightly
The price is $291
Sep 1 - Sep 2
Total with taxes and fees
Fontelunga Hotel & Villas
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

4. 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
$152 nightly
The price is $172
Sep 2 - Sep 3
Total with taxes and fees
B&B Piccolo Hotel
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

5. 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.
$108 nightly
The price is $113
Sep 1 - Sep 2
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

6. CASA AMBRA

CASA AMBRA
Cortona Old Town
$131 nightly
The price is $147
Sep 17 - Sep 18
Total with taxes and fees
CASA AMBRA
A view of a historic town with prominent buildings and a church tower.

7. 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
$92 nightly
The price is $108
Sep 7 - Sep 8
Total with taxes and fees
Cameracaffè Centro
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

8. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
$245 nightly
The price is $274
Sep 20 - Sep 21
Total with taxes and fees
Castello di Gargonza
A spa area with a stone-walled arch, a hot tub, and a small window.

9. 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
$117 nightly
The price is $134
Sep 2 - Sep 3
Total with taxes and fees
DormiVeglia B&B
A view from a window overlooking a courtyard with stone buildings and a tower.

10. 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.
$225 nightly
The price is $230
Sep 2 - Sep 3
Total with taxes and fees
La Finestra sul Teatro
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$161 nightly
The price is $182
Sep 2 - Sep 3
Total with taxes and fees
Abbadia Sicille Relais
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
$124 nightly
The price is $124
Sep 1 - Sep 2
Total with taxes and fees
Dolce Casa 2 by Tiny Away
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

13. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$100 nightly
The price is $115
Sep 1 - Sep 2
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna

14. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
$131 nightly
The price is $131
Sep 1 - Sep 2
Total with taxes and fees
Dolce Casa 1 by Tiny Away
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, (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
$115 nightly
The price is $127
Sep 1 - Sep 2
Total with taxes and fees
Locanda Antico Borgo
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

16. 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.
$213 nightly
The price is $217
Sep 1 - Sep 2
Total with taxes and fees
Cortonas Rooftop Nest
A staircase with two lit lanterns on the wall.

17. 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
$164 nightly
The price is $167
Sep 6 - Sep 7
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
A balcony with a view of a sunset over a hilly landscape.

18. 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.
$115 nightly
The price is $119
Sep 1 - Sep 2
Total with taxes and fees
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
A modern hotel room with large windows, a bed, a desk, and a chair.

19. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
$81 nightly
The price is $96
Sep 8 - Sep 9
Total with taxes and fees
B&B 52cento
A park with picnic tables, a playground, and a gravel path.

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

Holiday home with panoramic terrace ideal for families and couples
Cortona
$94 nightly
The price is $94
Sep 3 - Sep 4
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."
Stefania 4-night trip
Posted 9 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Poggiolo

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

Poggiolo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Poggiolo 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 $105 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 Poggiolo rentals

At Expedia, we put the best Poggiolo 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Poggiolo?

Yes, we offer vacation rentals near top sights in Poggiolo, or you can select a secluded option if you're looking for a relaxing stay.

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

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This vacation home rental outside of Poggiolo is located in the city center and has a fireplace, a balcony, 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. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Poggiolo?

With 4 Expedia vacation rentals, you're sure 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. Cassero Tower and Santa Maria Nuova are a couple of places you'll find in the larger area.

What’s a vacation rental in Poggiolo like?

A vacation rental is a private property you can stay in for a couple of days or more in Poggiolo. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.