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Top Holiday Rentals in Oliveto

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is £163
includes taxes & fees
31 Aug - 1 Sept
Abbadia Sicille Relais

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

9.6 out of 10, Exceptional, (69)
"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! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (71)
"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.)"
Farmhouse in the hills with panoramic view and swimming pool

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is £519
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano

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

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

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

9.4 out of 10, Exceptional, (37)
"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. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"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."
Luxury Cortona view hilltop Villa

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"
The price is £194
includes taxes & fees
17 Aug - 18 Aug
Relais Villa Belpoggio - Residenza d'Epoca

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (53)
"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."
The price is £134
includes taxes & fees
12 Sept - 13 Sept
Il Poggio dell'Eremita

Holiday Villa With Swimming Pool In Arezzo.

10.0 out of 10, Exceptional, (33)
"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!"
Holiday Villa With Swimming Pool In Arezzo.

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
Castello di Gargonza

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

10.0 out of 10, Exceptional, (53)
"The views from this charming villa, the beautifully manicured grounds, the outdoor eating space, made our stay fantastic. The living area and kitchen were comfortable and functional. Bedrooms are not super bright but opening the shutters during the day helps immensely and each room has a great view! Luigi was very friendly and responsive. Would 100% book this place again. "
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

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

9.8 out of 10, Exceptional, (32)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (66)
"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. "
Casina in authentic Tuscany

Montalcino Villa - Breathtaking Views of the Val d'Orcia

9.8 out of 10, Exceptional, (43)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Montalcino Villa - Breathtaking Views of the Val d'Orcia

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

9.2 out of 10, Wonderful, (22)
"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."
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

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

10.0 out of 10, Exceptional, (54)
"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!"
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

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

10.0 out of 10, Exceptional, (13)
"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...
Wonderful villa for 6 people with WIFI, A/C, private pool, TV, patio, pets allowed and parking

Typical Tuscan Residence near the farm la Vialla

9.2 out of 10, Wonderful, (11)
"Wir fühlten uns in der Toskana sehr wohl. Die Übergabe war sehr gut und die Vermieterin sehr freundlich. Die Wegbeschreibung könnte etwas genauer sein. Das Geschirr war leider schmutzig. Nachdem wir es gespült hatten, fühlten wir uns wohl. Wetterbedingt war es sehr kalt und feucht in der Wohnung. Wir bekamen auf Nachfrage den Pelletofen angemacht. Für die Pellets hatten wir Zusatzkosten, dass muss man wissen. Ohne Heizung hätte man es nicht ausgehalten. Leider hat es im auch sehr aus dem Ausguss...
Typical Tuscan Residence near the farm la Vialla

Castello di Modanella

7.6 out of 10, Good, (14)
"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."
Castello di Modanella
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

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.