Pergognano Holiday Rentals

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Our top choices for Pergognano holiday rentals

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 AU$118
includes taxes & fees
18 Dec - 19 Dec
Abbadia Sicille Relais
9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is AU$253
includes taxes & fees
15 Dec - 16 Dec
Il Poggio dell'Eremita

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 AU$152
includes taxes & fees
15 Dec - 16 Dec
Residenza Fabroni
9.2 out of 10, Wonderful, (39)
"We stayed as a family of 10 and had a great time. The accommodation is definitely rustic and traditional. It won’t suit everyone but if you’re looking to get back to basics look no further! For us as an Australian family it could have cleaner and we ended up doing cleaning ourselves to make it more comfortable. The bed linen and towels are also ready for a refresh. The host was great and provided a good summary of the local area and sights. Arezzo is a lovely day out. "
Australia
Anonymous traveller
17th century farmhouse with private pool and Wi-Fi and air conditioning

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is AU$172
includes taxes & fees
11 Jan - 12 Jan 2026
Bellarmino Boutique Apartments

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is AU$410
includes taxes & fees
15 Dec - 16 Dec
Il Tosco

Residence in Montepulciano

Osteria del Borgo
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
10.0 out of 10, Exceptional, (50)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Australia
Belinda P.
Luxury Cortona view hilltop Villa
9.8 out of 10, Exceptional, (47)
"We had a very pleasant stay and enjoyed the house and surroundings to the fullest. The view of the lake is breathtaking.We had very good communication with the owner and bought some of his very good wines."
Denmark
Lars B.
House with garden and panoramic view over Lake Trasimeno

Apartment in Pergine Valdarno

Casa Vacanze Le Fornaci
9.4 out of 10, Exceptional, (3)
"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
The price is AU$224
includes taxes & fees
14 Jan - 15 Jan 2026
Casa Vacanze Le Fornaci

Aparthotel in Rapolano Terme

Podere La Chiusella
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
8.4 out of 10, Very good, (46)
"We had a great Family Holiday there. We enjoyed the pool so much and the nice terrasse, where we had all our meals and sat in the evenings to watch the Sunset on the lake. We liked the dogs visiting us and Massimo was always helpful."
Germany
Karin
Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is AU$336
includes taxes & fees
18 Dec - 19 Dec
Delcorto Suites
10.0 out of 10, Exceptional, (18)
"Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. "
United Kingdom
Julie C.
The price is AU$4,195
includes taxes & fees
20 Dec - 21 Dec
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
10.0 out of 10, Exceptional, (133)
"Quaint/Historic/Location/Fabulous Weekend of CelebrationBetween Stefano’s hospitality, terrific meals, market in the park and winning the Jousting tournament we could not choose our best memory! Thank you for sharing your chef talent, comfy car and lovely cottage with us. Enjoy your American treats:)"
United States
Katie J.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
9.6 out of 10, Exceptional, (82)
"This house and location was perfect. Beautiful views and a great kitchen. Montepulciano was our favorite town that we visited on our trip. Easy check in and the host had a document that she sent us that had a lot of great info."
United States
Tom K.
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
The price is AU$166
includes taxes & fees
16 Dec - 17 Dec
Holiday home with panoramic terrace ideal for families and couples

Villa in Castiglione del Lago

Big house
7.8 out of 10, Good, (13)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
United Kingdom
Paul F.
Big house
9.8 out of 10, Exceptional, (35)
"Lovely property with a great pool. Hosts were very friendly and communication good throughout."
United Kingdom
Andrew T.
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
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 Pergognano Hotel Reviews

Find out more about Pergognano

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

Pergognano holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pergognano 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 Pergognano holiday rentals we have selected for you start as low as AU$118 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pergognano rentals

At Expedia, we put the best Pergognano 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 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 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 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 holiday rentals in Pergognano?

Yes, there are holiday rentals close to the most popular sights in Pergognano, 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 Pergognano has to offer?

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Pergognano is located in a rural location, 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. Make the most of garden 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 Agricola Buccelletti Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in Pergognano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pergognano. Holiday 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 sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.