Oliveto Vacation Rentals

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Tonight
Oct 26 - Oct 27
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Oct 27 - Oct 28
Next weekend
Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Oliveto

View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
The price is ￥10,821
￥12,436 total
includes taxes & fees
Nov 6 - Nov 7
Abbadia Sicille Relais
Pool
Farmhouse in the hills with panoramic view and swimming pool
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (75)
"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.)"
Germany
Sebastian K.
Farmhouse in the hills with panoramic view and swimming pool
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!
Villa in Montalcino, exclusive for you, stunning view!!!
10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Terrace/patio
Borgo Argiano
Borgo Argiano
10.0 out of 10, Exceptional, (72)
"Borgo Argiano is a beautiful property, very well run by Dario and staff. We highly recommend staying there if you are interested in exploring the Tuscan region. The apartments are large and they stock the kitchen for convenience It is also a winery and you could get a tour was well as a tasting of the delicious wines."
United States
Aurora
Borgo Argiano
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.6 out of 10, Exceptional, (72)
"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! "
United States
Rainey M.
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Exterior
Il Poggio dell'Eremita
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (57)
"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."
United States
Vivian K.
The price is ￥20,956
￥24,510 total
includes taxes & fees
Oct 26 - Oct 27
Il Poggio dell'Eremita
Outdoor dining
Hilltop house in the heart of Tuscany with private pool
Hilltop house in the heart of Tuscany with private pool
9.8 out of 10, Exceptional, (93)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Outdoor pool
17th century farmhouse with private pool and Wi-Fi and air conditioning
17th century farmhouse with private pool and Wi-Fi and air conditioning
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 traveler
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
10.0 out of 10, Exceptional, (57)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Pool
Wonderful villa for 6 guests with private pool, A/C, WIFI, TV, patio and pets allowed
Wonderful villa for 6 guests with private pool, A/C, WIFI, TV, patio and pets allowed
10.0 out of 10, Exceptional, (13)
"Really great stay here.The villa is absolutely beautiful on the outside and inside.Parking was easy (right in front of property).Location was beautiful and hosts were great."
United States
Mohammed S.
Wonderful villa for 6 guests with private pool, A/C, WIFI, TV, patio and pets allowed
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina
Borgo Argenina
9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
Borgo Argenina
Property grounds
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
9.8 out of 10, Exceptional, (35)
"The villa is absolutely amazing with a beautiful big garden. The villa easily accomodated 9 people (5 adults 4 kids of 4-11yrs), and we even ended up having one spare bedroom. The pool is large and deep enough, with lovely surroundings.As the garden & premises require watering and carekeeping, and therefore the owners were present several night during our stay (living upstairs). They are friendly and did not bother us, but this was something we were not aware in advance.The nearby pizzeria was...
Finland
Laura L.
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Outdoor dining
Luxury Cortona view hilltop Villa
Luxury Cortona view hilltop Villa
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
View from property
Relais Villa Belpoggio - Residenza d'Epoca
Relais Villa Belpoggio - Residenza d'Epoca
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 ￥21,815
￥23,996 total
includes taxes & fees
Oct 26 - Oct 27
Relais Villa Belpoggio - Residenza d'Epoca
Outdoor pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (26)
"Great villa great view fantastic hostage "
Germany
Markus B.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Exterior
Casina in authentic Tuscany
Casina in authentic Tuscany
9.8 out of 10, Exceptional, (68)
"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. "
United States
WILLIAM A.
Casina in authentic Tuscany
Property grounds
Holiday Villa With Swimming Pool In Arezzo.
Holiday Villa With Swimming Pool In Arezzo.
10.0 out of 10, Exceptional, (37)
"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!"
Netherlands
Pieter B.
Holiday Villa With Swimming Pool In Arezzo.
Outdoor spa tub
Typical Tuscan Residence near the farm la Vialla
Typical Tuscan Residence near the farm la Vialla
9.2 out of 10, Wonderful, (13)
"Das Haus ist über 300 Jahre alt und gut restauriert. Wir haben von dort aus Sehenswürdigkeiten besucht und bewundert, wie z. B. Siena. Nach den Ausflügen konnten wir uns am Pool abkühlen.Die Gastgeber waren immer für uns ansprechbar und haben uns viele Tipps gegeben, auch zu Flussbadestellen, die wir gern besucht haben."
Germany
Roswitha M.
Typical Tuscan Residence near the farm la Vialla
Exterior
Podere La Chiusella
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
Smart TV, fireplace, DVD player, stereo
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
10.0 out of 10, Exceptional, (56)
"We had the trip of a lifetime at this wonderful home. Sherri, the property manager, made sure we had everything we needed upon arrival and organized a truffle hunt and wine tasting with her lovely local connections. She also introduced us to her favorite restaurants nearby (they were amazing) and told us where to shop. And the house itself is stunning- it should be in a movie about Tuscany. Cannot wait to go back!"
United States
jen m.
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
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

Dievole Wine Resort

Dievole Wine Resort

10/10 Excellent
"The property was breath taking. Staff was amazing and accommodating. Wonderful experience. "
Gimbert 3-night trip
Posted 4 days ago
Dievole Wine Resort

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 6 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. Il Cassero and Arezzo Equestrian Centre 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.