Oliveto Vacation Rentals from $139: Search Short-Term Rentals

Q: What's the top vacation rental in Oliveto?

Borgo Argiano : Visitors like this Oliveto vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for Oliveto vacation rentals

An arched stone bridge with a white building on the right, featuring a balcony with plants.

1. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

$105 nightly

Oct 11 - Oct 12

Total with taxes and fees

A spa area with a stone-walled arch, a hot tub, and a small window.

2. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$103 nightly

Oct 6 - Oct 7

Total with taxes and fees

3. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...

Marco

$124 nightly

Sep 30 - Oct 1

Total with taxes and fees

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

4. Castello di Gargonza

Monte San Savino

Iain

$246 nightly

Oct 1 - Oct 2

Total with taxes and fees

5. iConic Wellness Resort

Arezzo

Rheymarie

$75 nightly

Oct 25 - Oct 26

Total with taxes and fees

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

6. Villa Fontis Rapolano

Rapolano Terme

Barbara

$80 nightly

Oct 1 - Oct 2

Total with taxes and fees

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

7. Villa di Sotto

Castelnuovo Berardenga

Philippe

$206 nightly

Oct 1 - Oct 2

Total with taxes and fees

A cozy living room with a stone wall, a wine rack, and two sofas.

8. Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

$192 nightly

Oct 13 - Oct 14

Total with taxes and fees

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

9. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

$277 nightly

Oct 11 - Oct 12

Total with taxes and fees

A villa with a swimming pool, outdoor seating, and a tennis court.

10. Villa Curina Resort

Castelnuovo Berardenga

Deanna

$159 nightly

Oct 7 - Oct 8

Total with taxes and fees

A stone building with a sloped roof, a small porch, and a gravel driveway.

11. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

$96 nightly

Oct 4 - Oct 5

Total with taxes and fees

An arched stone gateway leading to a pathway lined with potted plants and lights.

12. Castello di Modanella

Rapolano Terme

Dennis

$120 nightly

Oct 29 - Oct 30

Total with taxes and fees

A view of a historic town with prominent buildings and a church tower.

13. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

$75 nightly

Oct 7 - Oct 8

Total with taxes and fees

A modern hotel room with large windows, a bed, a desk, and a chair.

14. B&B 52cento

Arezzo Centro Storico

Tina

$70 nightly

Oct 12 - Oct 13

Total with taxes and fees

A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

15. Casa Vacanze Le Fornaci

Pergine Valdarno

Lisette

$126 nightly

Sep 30 - Oct 1

Total with taxes and fees

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

16. La Murata

Rapolano Terme

Elizabeth

$129 nightly

Oct 7 - Oct 8

Total with taxes and fees

A compact kitchen with a microwave, a sink, and wooden cabinets.

17. Limehome Arezzo Duomo

Arezzo Centro Storico

Florian

$74 nightly

Sep 30 - Oct 1

Total with taxes and fees

A stone building with a garden in front.

18. Borgo Argenina

Gaiole in Chianti

Tatevik

$239 nightly

Oct 5 - Oct 6

Total with taxes and fees

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

19. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

$75 nightly

Oct 4 - Oct 5

Total with taxes and fees

A historic building with a tower, a courtyard, and a well-lit entrance.

20. Abbadia Sicille Relais

Trequanda

Robert

$123 nightly

Oct 25 - Oct 26

Total with taxes and fees

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Top Oliveto Hotel Reviews

Castello di Tornano Wine Resort

10/10 Excellent

"This is a special place. A welcome tranquil rest that is renewing. The grounds are large and lovely. You can find everything you need plus! It offers the winery, the restaurant and lounge options, comfortable rooms, a helpful staff, swimming and more."

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about Oliveto

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

Oliveto vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oliveto 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 $139 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 Oliveto rentals

At Expedia, we put the best Oliveto 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 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 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 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 vacation rentals in Oliveto?

Yes, we have vacation rentals near the most popular attractions in Oliveto, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Oliveto?

Borgo Argiano: Visitors like this Oliveto vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Oliveto?

With 5 Expedia vacation rentals, you're sure 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 Siena Circuit, or get outside and enjoy nature at Piazza Guido Monaco. Arezzo Equestrian Centre and Villa a Sesta Polo Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Oliveto like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Oliveto. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

Room 1

Check prices for these dates

Our top choices for Oliveto vacation rentals

1. Locanda Antico Borgo

2. DormiVeglia B&B

3. Palazzo Tarlati Residenza d'Epoca

4. Castello di Gargonza

5. iConic Wellness Resort

6. Villa Fontis Rapolano

7. Villa di Sotto

8. Villa Cassia di Baccano

9. Fontelunga Hotel & Villas

10. Villa Curina Resort

11. Podere La Chiusella

12. Castello di Modanella

13. Cameracaffè Centro

14. B&B 52cento

15. Casa Vacanze Le Fornaci

16. La Murata

17. Limehome Arezzo Duomo

18. Borgo Argenina

19. Artisti del Cavallo Tourism

20. Abbadia Sicille Relais

Find vacation rentals that suit your style

Top Oliveto Hotel Reviews

Castello di Tornano Wine Resort

La Certosa di Pontignano

Villa Tiberini Wine Relais

Borgo Scopeto Wine & Country Relais

Agriturismo Borgo Sette Tigli

Castello di Leonina Relais

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Find out more about Oliveto

Frequently asked questions