Holiday Rentals in Oliveto

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Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Oliveto

View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is €71
includes taxes & fees
3 Dec - 4 Dec
Abbadia Sicille Relais
Pool
Farmhouse in the hills with panoramic view and swimming pool

Holiday Home in Ristonchia

9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is €142
includes taxes & fees
3 Dec - 4 Dec
Il Poggio dell'Eremita
Outdoor pool
17th century farmhouse with private pool and Wi-Fi and air conditioning

Villa in Arezzo

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 traveller
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino

10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Pool
Stunning villa for 6 guests with private pool, WIFI, A/C, TV, patio and pets allowed

Holiday Home in Cavriglia

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.
Stunning villa for 6 guests with private pool, WIFI, A/C, TV, patio and pets allowed
Terrace/patio
Borgo Argiano

Holiday Home in Castelnuovo Berardenga

10.0 out of 10, Exceptional, (73)
"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
Luxury Cortona view hilltop Villa

Villa in cortona

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

Villa in Montisi

10.0 out of 10, Exceptional, (60)
"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!
Exterior
Casina in authentic Tuscany

Apartment in Cortona

9.8 out of 10, Exceptional, (69)
"This was a perfect stay. Picturesque location, close to Cortona and wineries and shops- we even walked to one of them. Best of all though was the kindness of the host who left us wine, salad, bruschette and cantucci. We would LOVE to come back one day! "
Australia
Catherine G.
Casina in authentic Tuscany
Property grounds
Holiday Villa With Swimming Pool In Arezzo.

Villa in Castel Focognano

10.0 out of 10, Exceptional, (37)
"We had a superb stay which exceeded our expectations. Andrea the host was very kind and welcoming, the house very complete with all requirements and the views fantastic. "
Netherlands
Henk Jan G.
Holiday Villa With Swimming Pool In Arezzo.
View from property
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Loro Ciuffenna

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 €155
includes taxes & fees
3 Dec - 4 Dec
Relais Villa Belpoggio - Residenza d'Epoca
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina

Aparthotel in Gaiole in Chianti

9.8 out of 10, Exceptional, (22)
"A planned Tuscany trip in the making for over a year. Saw this property came up while doing research and had a wonderful and romantic history. The property was even more beautiful than the pictures posted. It definitely caters to all types of travellers. A perfect bed and breakfast stay. Definitely recommend and will be back again. "
Canada
Nancy
Borgo Argenina
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is €82
includes taxes & fees
5 Dec - 6 Dec
Artisti del Cavallo Tourism
Property grounds
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Villa in AREZZO

9.8 out of 10, Exceptional, (35)
"Lovely property with a great pool. Hosts were very friendly and communication good throughout."
United Kingdom
Andrew T.
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Outdoor pool
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

Villa in Arezzo

10.0 out of 10, Exceptional, (45)
"This property is just beautiful. One of the best I have ever stayed at. Everyone loved it. The location (right next to a lovely winery) couldn’t be better. Plenty of parking and ample space for our group. Hope to come back and stay again!"
United States
Deepak M.
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo
Terrace/patio
Casa Vacanze Le Fornaci

Apartment in Pergine Valdarno

9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is €131
includes taxes & fees
3 Dec - 4 Dec
Casa Vacanze Le Fornaci
Pool
Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Villa in Pievasciata

9.8 out of 10, Exceptional, (75)
"Excellent location to go exploring the Chianti region! Great old villa well away from everything."
United States
Scott H.
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Outdoor dining
Montalcino Villa - Breathtaking Views of the Val d'Orcia

Apartment in Montalcino

9.8 out of 10, Exceptional, (48)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Canada
Ramutis G.
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Exterior
Podere La Chiusella

Aparthotel in Rapolano Terme

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
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally got to our amazing suite and befriending two amazing individuals in the hotel bar. The roof top suite was absolutely amazing! The room is quiet, private and much larger than described on the site. We absolutely loved the room and the privacy. The rooftop suite is the best in the house! Claudio in the bar and Salvatore the sommelier are stellar to guests, they turned around the entire experience! I let them know what had happened upon arrival and they immediately got the GM to reach out to us. Lara, the GM is amazing and quickly made our experience turn into something so special, as we wanted! She is an incredible woman and turned our stay into an incredible experience! The breakfast is nothing less than wonderful and the service in their restaurants are so attentive and the food was delicious. Hands down, I would love to go back again. They certainly made things right by making our romantic stay, exactly what I wanted. They made us feel heard and valued and welcomed at this once in a lifetime experience. We made friends that we will cherish and memories that we will never forget! Claudio, Lara and Salvatore really made our stay exactly what we needed and wanted! "
heather 2-night trip
Posted 9 days ago
Monastero di Cortona Hotel & Spa

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 €71 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 a coffee maker. 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 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 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.