Oliveto Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oliveto vacation rentals

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

1. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Hidden gem where you feel like you have your own medieval town to yourself. Nice pool, relaxing spots to unwind. Both restaurant and breakfast we excellent! Quiet"
United States
David
The price is NT$8,920
NT$9,957 total
includes taxes & fees
Nov 16 - Nov 17
Castello di Gargonza
A spa area with a stone-walled arch, a hot tub, and a small window.

2. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is NT$3,818
NT$4,345 total
includes taxes & fees
Nov 16 - Nov 17
DormiVeglia B&B
Pool

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is NT$2,728
NT$3,218 total
includes taxes & fees
Nov 17 - Nov 18
iConic Wellness Resort
An arched stone bridge with a white building on the right, featuring a balcony with plants.

4. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"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. "
United Kingdom
Mr Andy
The price is NT$3,789
NT$4,168 total
includes taxes & fees
Nov 16 - Nov 17
Locanda Antico Borgo
Property entrance

5. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"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...
United States
Marco
The price is NT$5,271
NT$5,798 total
includes taxes & fees
Nov 16 - Nov 17
Palazzo Tarlati Residenza d'Epoca
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

6. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is NT$2,491
NT$2,885 total
includes taxes & fees
Nov 16 - Nov 17
Villa Fontis Rapolano
A stone building with a sloped roof, a small porch, and a gravel driveway.

7. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"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...
United Kingdom
Kevin
The price is NT$3,378
NT$3,861 total
includes taxes & fees
Nov 17 - Nov 18
Podere La Chiusella
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

8. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is NT$3,795
NT$4,283 total
includes taxes & fees
Nov 17 - Nov 18
Casa Vacanze Le Fornaci
A restaurant named 'SALUMERIA FOCACCE E VINI' with outdoor seating and a stone facade.

9. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (6 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is NT$2,306
NT$3,171 total
includes taxes & fees
Nov 17 - Nov 18
Limehome Arezzo Duomo
A view of a historic town with prominent buildings and a church tower.

10. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is NT$3,099
NT$3,626 total
includes taxes & fees
Nov 16 - Nov 17
Cameracaffè Centro
A cozy living room with a stone wall, a wine rack, and two sofas.

11. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NT$3,099
NT$3,408 total
includes taxes & fees
Nov 18 - Nov 19
Villa Cassia di Baccano
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

12. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is NT$4,454
NT$5,045 total
includes taxes & fees
Nov 19 - Nov 20
La Murata
A modern hotel room with large windows, a bed, a desk, and a chair.

13. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.2 out of 10, Very good, (85 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is NT$2,612
NT$3,090 total
includes taxes & fees
Dec 15 - Dec 16
B&B 52cento
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

14. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is NT$2,282
NT$2,691 total
includes taxes & fees
Nov 16 - Nov 17
RESIDENCE LECCIO
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

15. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (36 reviews)
"We had fantastic time here! The property is so beautiful and special! The views are stunning and the breakfast was very delicious! Hope we will come again! Special thanks to Tania who was very friendly and nice all the time!"
Germany
Kristina
The price is NT$5,239
NT$5,762 total
includes taxes & fees
Nov 16 - Nov 17
Relais Villa Belpoggio - Residenza d'Epoca
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

16. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is NT$4,319
NT$4,896 total
includes taxes & fees
Nov 16 - Nov 17
San Michele al Borgo
A bedroom with a large bed, a chandelier, a mirror, and plants.

17. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"The BiBi was perfect for my needs. Its location is excellent, and the room had all the needed amenities. Fabio was a gracious host, orienting me to Arezzo and recommending a wonderful trattoria close by. I highly recommend and hope to return!"
United States
Carol
The price is NT$2,965
NT$3,479 total
includes taxes & fees
Nov 23 - Nov 24
Bibi Boutique
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

18. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is NT$2,105
NT$2,424 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

19. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is NT$2,629
NT$3,037 total
includes taxes & fees
Nov 17 - Nov 18
Artisti del Cavallo Tourism
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

20. Allegra Toscana - Affittacamere & Guest House Arezzo

Allegra Toscana - Affittacamere & Guest House Arezzo
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is NT$3,196
NT$3,878 total
includes taxes & fees
Nov 16 - Nov 17
Allegra Toscana - Affittacamere & Guest House Arezzo
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 Oliveto Hotel Reviews

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
Hotel Le Capanne

Hotel Le Capanne

Hotel Le Capanne
Arezzo

10/10 Excellent

A very enjoyable stay at a rustic secluded hotel in the heart of Tuscany. Our rooms were clean and well maintained and the breakfast buffet is very good. The staff was friendly and helpful
United States
Robert
Reviewed June 18, 2026
Hotel Le Capanne

Find out more about Oliveto

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

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

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

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.