Oliveto Holiday Rentals from €142: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Oliveto has to offer?

Borgo Argiano : This holiday home rental outside of Oliveto is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

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Holiday Rentals in Oliveto

Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "

includes taxes & fees

31 Aug - 1 Sept

Enjoy a serene view from this outdoor space with a table and chairs.

"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "

Relax by the serene pool surrounded by lush greenery and vibrant flowers.

"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"

Relax and socialize in this serene outdoor space, surrounded by breathtaking views and comfortable seating.

"Very comfortable stay. "

includes taxes & fees

31 Aug - 1 Sept

Relax by the pool surrounded by lounge chairs and lush greenery.

"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "

Relax by the serene pool surrounded by lush greenery and a charming stone building.

"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"

Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."

includes taxes & fees

9 Aug - 10 Aug

Traditional building with a central arched entrance and stone pillars, set amidst mature trees and a shaded entrance area.

"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"

Relax in a patio area with a comfortable outdoor space for dining and relaxation.

"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."

Relax in a serene hot tub surrounded by a peaceful landscape.

"We enjoyed every minute of our stay! The house is beautiful, as well as the garden and the swimming pool. Andrea and Francesca are excellent hosts and amazing cooks. We have had the best dinners, no restaurants needed! We really recommend staying at Villa Carda for a fantastic holiday!"

"Exvellent Location close to all towns in Tuscany Good communication w Manager"

Enjoy dining under the stars in our beautifully set outdoor area.

"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."

Standalone building surrounded by lush gardens and greenery.

"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "

Stroll through the lush garden, lined with vibrant wisteria vines and surrounded by a variety of trees and shrubs.

"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."

Relax and dine in style on this serene patio, surrounded by lush greenery and a picturesque countryside view.

"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."

Relax by the serene pool surrounded by lush greenery and tall trees.

"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."

Relax by the serene pool surrounded by lush greenery and a tall tree.

"Pictures and description on site can’t explain the quality, or cleanliness, in detail. The villa, location and service where fantastic, as was the hospitality of the owner. Great restaurant across the road and many other convenience stores in walking distance. Cavriglia is well situated for visiting places and of course wine tasting. One of the best holidays had, mostly thanks to the host/owner , the villa and amazing pool (essential during the heatwave)! Thank you and see you again. We want to...

Relax in this inviting space with a high ceiling, sofa, and large windows.

"We really appreciate the place and the quieteness of the house. The house is very beautiful and well equipped. We have spent a great week in Torre di Pancole. "

Stroll through the historic entrance, lined with lush greenery and soft lighting.

"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."

Relax by the pool surrounded by lush greenery and comfortable wicker furniture.

"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"

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Top Oliveto Hotel Reviews

Il Borro - Relais & Châteaux

10/10 Excellent

"The views were spectacular along with the food"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."

Find out more about Oliveto

Everything you need to know about Oliveto 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 Oliveto holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Oliveto holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oliveto holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oliveto. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oliveto 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 Oliveto holiday rentals we have selected for you start as low as €142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oliveto rentals

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

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

Borgo Argiano: This holiday home rental outside of Oliveto is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Oliveto?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Oliveto stay.

What’s there to see and do in Oliveto?

While exploring the area, visit family-friendly sights like Arezzo Equestrian Centre, or get outside and enjoy nature at Piazza Guido Monaco. Il Cassero and Villa a Sesta Polo Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Oliveto like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oliveto. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.

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Holiday Rentals in Oliveto

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Holiday Rentals in Oliveto

Abbadia Sicille Relais

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Farmhouse in the hills with panoramic view and swimming pool

Borgo Argiano

Villa in Montalcino, exclusive for you, stunning view!!!

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

Il Poggio dell'Eremita

Relais Villa Belpoggio - Residenza d'Epoca

Luxury Cortona view hilltop Villa

Holiday Villa With Swimming Pool In Arezzo.

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Castello di Gargonza

Casina in authentic Tuscany

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Montalcino Villa - Breathtaking Views of the Val d'Orcia

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

Beautiful villa for 6 guests with A/C, private pool, WIFI, TV, patio, pets allowed and parking

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

Castello di Modanella

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

Top Oliveto Hotel Reviews

Il Borro - Relais & Châteaux

Dievole Wine Resort

La Certosa di Pontignano

Villa di Piazzano - Small Luxury Hotel of the World

Monastero di Cortona Hotel & Spa

Hotel Minerva

Hotel Continentale

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Villa Marsili

Find out more about Oliveto

Frequently asked questions