Chiaveretto Holiday Rentals

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Our top choices for Chiaveretto holiday rentals

Farmhouse in the hills with panoramic view and swimming pool

Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
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

Holiday Villa With Swimming Pool In Arezzo.

Holiday Villa With Swimming Pool In Arezzo.
Castel Focognano
10.0 out of 10, Exceptional, (37)
"We had a superb stay which exceeded our expectations. Andrea the host was very kind and welcoming, the house very complete with all requirements and the views fantastic. "
Netherlands
Henk Jan G.
Holiday Villa With Swimming Pool In Arezzo.

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Toscana
3.0 out of 10, (2)
"The property is beautifully located in a very tranquil hamlet. At the moment the house and garden are not being maintained adequately. During our stay we had no hot water for the first few days and the internet connection that was advertised was not available. The kitchen had not been properly cleaned and there was food in the cupboards that had gone out of date long before our arrival. During our stay there was a hornets' nest in the chimney with hornets regularly entering the kitchen. When we...
Netherlands
Thomas C.
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.

Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is AU$271
includes taxes & fees
14 Dec - 15 Dec
Relais Villa Belpoggio - Residenza d'Epoca

Exlusive Villa with swimming pool and SPA 18 guests

Exlusive Villa with swimming pool and SPA 18 guests
poppi
10.0 out of 10, Exceptional, (44)
"I stayed here with my family and we all loved it. Kids were so entertained and didn't want to leave. The villa is amazing and has everything you need. Alessio was so helpful and responsive and he came one night with his mum and made us pizza's which was great. Poppi is a lovely small town and we had cars and there a lots of small places nearby to visit. Would 100% recommend staying here "
United Kingdom
Claire G.
Exlusive Villa with swimming pool and SPA 18 guests

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Arezzo Centro Storico
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)

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
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$222
includes taxes & fees
11 Jan - 12 Jan 2026
Casa Vacanze Le Fornaci

17th century farmhouse with private pool and Wi-Fi and air conditioning

17th century farmhouse with private pool and Wi-Fi and air conditioning
Arezzo
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

Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo
Arezzo
10.0 out of 10, Exceptional, (45)
"This property is just beautiful. One of the best I have ever stayed at. Everyone loved it. The location (right next to a lovely winery) couldn’t be better. Plenty of parking and ample space for our group. Hope to come back and stay again!"
United States
Deepak M.
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

House consists of a "two-room" and a "trilocale", Valdarno Aretino

House consists of a "two-room" and a "trilocale", Valdarno Aretino
Terranuova Bracciolini
10.0 out of 10, Exceptional, (55)
"We had a fantastic stay at this house. The home was spotless, comfortable, and had everything I needed. It was quiet, well-maintained, and clearly cared for with attention to detail.The hosts were friendly, helpful and even went the extra mile for us. Highly recommended for anyone looking for a relaxing and comfortable retreat in this part of Tuscany."
United Kingdom
Matthew L.
House consists of a "two-room" and a "trilocale", Valdarno Aretino

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Arezzo
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$4,141
includes taxes & fees
13 Dec - 14 Dec
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Borgo dei Corsi Holiday House

Borgo dei Corsi Holiday House
Ortignano Raggiolo
9.0 out of 10, Wonderful, (16)
"Very relaxing place, we really enjoyed it specially walking in the mountains! "
United States
Candida
Borgo dei Corsi Holiday House

beautiful tuscan villa with pool, ideal for groups

beautiful tuscan villa with pool, ideal for groups
Cortona
10.0 out of 10, Exceptional, (30)
"I can’t even describe how beautiful this villa is . The first day I walked out of the house into the patio to the smell of wisteria and the sound of bees . It was incredibly relaxing and we fixed wonderful meals and spent time around the pool . There was plenty of room for our family and everyone left feeling rested . There are so many things to do close by. We highly recommend this villa to anyone who will be staying in the region "
United States
Alicia N.
beautiful tuscan villa with pool, ideal for groups

Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (21)
"Wonderfull place for the whole family. The chef was really good and the yoga session was a great way to start the day. The pool area was perfect. "
Denmark
Marie S.
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

Beautiful country house in the heart of Tuscany

Beautiful country house in the heart of Tuscany
Capolona
"Wonderful house in a beautiful location, with fantastic grounds and pool with views looking out over the hills. Superb service at check in and out. A great base to explore from but equally lovely to stay and relax in the house and grounds. Would thoroughly recommend. "
United States
Ruth H.
Beautiful country house in the heart of Tuscany

Charming Tuscan villa with private pool, wide garden and breathtaking view

Charming Tuscan villa with private pool, wide garden and breathtaking view
Arezzo
10.0 out of 10, Exceptional, (123)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Germany
Patrick H.
Charming Tuscan villa with private pool, wide garden and breathtaking view

Villa Vallorsaia with private pool, lake view, no neighbors

Villa Vallorsaia with private pool, lake view, no neighbors
sansepolcro
10.0 out of 10, Exceptional, (15)
"We had a joint family holiday and a small wedding towards the end of the week. The location is beautiful and Chiara was very pleasant to communicate with. We recommend the wine tasting! "
United Kingdom
Lewis E.
Villa Vallorsaia with private pool, lake view, no neighbors

Pretty Tuscan House next Anghiari, 8/14 guest,Pool A.C WI.FI Familys & friends

Pretty Tuscan House next Anghiari, 8/14 guest,Pool A.C WI.FI Familys & friends
Anghiari
10.0 out of 10, Exceptional, (21)
"We stayed here for a week at the end of June and couldn't be happier with our stay. It's a lovely place, we highly recommend it."
United Kingdom
Tracey M.
Pretty Tuscan House next Anghiari, 8/14 guest,Pool A.C WI.FI Familys & friends

Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,

Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,
Pratovecchio
9.2 out of 10, Wonderful, (28)
"The villa is rustic but spacious and beautiful. Monica and family arranged everything beautifully for our party with 26 guests. Very attentive and let us know when special events were going on etc. our stay was wonderful."
United States
Dee G.
Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (16)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
The price is AU$2,586
includes taxes & fees
14 Dec - 15 Dec
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
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 Chiaveretto Hotel Reviews

Find out more about Chiaveretto

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

Chiaveretto holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chiaveretto. 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 Chiaveretto 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 Chiaveretto holiday rentals we have selected for you start as low as AU$222 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chiaveretto rentals

At Expedia, we put the best Chiaveretto 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 Chiaveretto 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 Chiaveretto 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 Chiaveretto. 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

Can I find holiday rentals in Chiaveretto?

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

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Chiaveretto 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 Chiaveretto?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Piazza Guido Monaco. In the wider area, you’ll find Castelnuovo di Subbiano and Cathedral of Saints Peter and Donato.

What’s a holiday rental in Chiaveretto like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chiaveretto. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for families.