Poggiolo Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Poggiolo vacation rentals

View from room
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥10,369
￥11,959 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Abbadia Sicille Relais
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Townhouse in Subbiano

Villa La Ginestra
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Balcony
Cameracaffè Centro

Townhouse in Arezzo Centro Storico

Cameracaffè Centro
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is ￥13,103
￥15,520 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Cameracaffè Centro
Exterior
Meublé Il Riccio

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is ￥21,973
￥25,276 total
includes taxes & fees
Jan 2 - Jan 3, 2026
THE MONNA LISA RESORT
Lobby
Residenza Fabroni

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ￥13,749
￥15,862 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Residenza Fabroni
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Lunch, dinner served; Italian cuisine, garden views
Locanda del Viandante

Townhouse in Anghiari

Locanda del Viandante
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is ￥22,620
￥24,881 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Locanda del Viandante
Free daily cooked-to-order breakfast
San Michele al Borgo

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ￥19,077
￥21,722 total
includes taxes & fees
Jan 7 - Jan 8, 2026
San Michele al Borgo
Interior entrance
Poggio del Sole

Vacation Home in Castiglione del Lago

Poggio del Sole
8.0 out of 10, Very Good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ￥27,062
￥30,505 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Locanda di San Francesco
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ￥12,693
￥14,332 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Artisti del Cavallo Tourism
Fridge, oven, stovetop, dishwasher
The Rigomagno Hill

Apartment in Rigomagno

The Rigomagno Hill
10.0 out of 10, Exceptional, (1)
"location meravigliosa, personale comprensivo disponibile ed accogliente, consigliato"
Italy
Giulio
The price is ￥16,588
￥20,090 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Rigomagno Hill
Exterior
Teo's house is the ideal home for relaxation, centrally located in Anghiari

Apartment in Anghiari

Teo's house is the ideal home for relaxation, centrally located in Anghiari
10.0 out of 10, Exceptional, (1)
"The apartment was clean and cozy. I thoroughly enjoyed my stay. It is located on Corso Giacomo Matteotti and directly across from the main town square. Although not in the walled, traditional historic center, its in a very convenient and central location for exploring the entire town. The host Francesca was extremely helpful and checked in often."
United States
Danna J.
The price is ￥23,960
￥42,759 total
includes taxes & fees
Dec 30 - Dec 31
Teo's house is the ideal home for relaxation, centrally located in Anghiari
Outdoor dining
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Vacation Home in Castel Rigone

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
10.0 out of 10, Exceptional, (3)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
The price is ￥16,588
￥20,643 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Luxury Room, Jetted Tub, City View | Free WiFi, bed sheets
B&B 52cento

Townhouse in Arezzo Centro Storico

B&B 52cento
8.0 out of 10, Very Good, (73)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
The price is ￥12,667
￥15,040 total
includes taxes & fees
Jan 8 - Jan 9, 2026
B&B 52cento
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Vacation Home in Cortona

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
The price is ￥17,802
￥18,539 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Property grounds
Deluxe room Cartazucchero in the heart of Arezzo

Apartment in Arezzo Centro Storico

Deluxe room Cartazucchero in the heart of Arezzo
10.0 out of 10, Exceptional, (2)
"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
The price is ￥11,943
￥13,137 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Deluxe room Cartazucchero in the heart of Arezzo
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Vacation Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
The price is ￥12,902
￥16,957 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 11 days ago
Monastero di Cortona Hotel & Spa

Find out more about Poggiolo

Search for holiday rentals in Poggiolo on Expedia! You can easily find your home rentals, villas, holiday apartments in Poggiolo using one of the methods below:

  • View our selection of featured holiday rentals in Poggiolo
  • Use the map to find apartments and other holiday homes in the Poggiolo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Poggiolo while they last

Look no further and take a look at our great range of rental properties in Poggiolo!

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. Tennis Club Castiglionese and Cortona Cathedral 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.