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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 1009 Vacation Homes in Oliveto with updated reviews, rates, and availability.

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano
Casa Fontelunga, Tuscan holiday villa with private pool
Outdoor pool

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"Very thoughtfully restored old Villa just minutes from Cortona . The house and grounds are exactly as pictured. The very private road that leads there is a bit rough and seems very remote at first but after you venture out once you see that every convenience is minuets away and beautiful Cortona as well. A car is a good idea if you plan to go around Tuscany. 2 trains in town go everywhere but it helps to get to train and town with a car. The host is very responsive and hands on."
Casa Fontelunga, Tuscan holiday villa with private pool
Typical Tuscan Residence near the farm la Vialla
Outdoor spa tub

Typical Tuscan Residence near the farm la Vialla

9.8 out of 10, Exceptional, (6)
"Es ist das letzte Haus an der Straße in dem kleinen Ort, also kein Verkehr, nur Ruhe😌. Das Haus war sauber und ordentlich👍. Wir sind angekommen und haben uns gleich wohl gefühlt. Die Gastgeber sind sehr freundlich und hilfsbereit. Sie haben uns sehr gute Empfehlungen von sehenswerten in der Nähe geschickt, welche perfekt auf uns gepasst haben. Es war alles in allem eine sehr schöne Woche. Vielen Dank!!!😁"
Typical Tuscan Residence near the farm la Vialla
Podere Casorbica with free parking, large garden, private pool.
Exterior

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Stone house - charming country villa in Tuscany
Terrace/patio

Stone house - charming country villa in Tuscany

Stone house - charming country villa in Tuscany
Chianti Holiday House, private jacuzzi up to 6 pax
Outdoor spa tub

Chianti Holiday House, private jacuzzi up to 6 pax

9.4 out of 10, Exceptional, (19)
"• Pros: Beautiful grounds, garden and hot tub; dishwasher was greatly appreciated, lovely views, excellent Instructions to reach the village. Cons: • Internet/cell connectivity in village is poor and upon arrival, couldn’t connect with cell phone OR my portable wifi. I couldn’t reach the owners, and had no photos to identify the house was ours, and instructions were incomplete. Had to knock on doors which was awkward. • Password for the wifi is wrong. Passwords are case-sensitive! This wasted a...
Chianti Holiday House, private jacuzzi up to 6 pax
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.8 out of 10, Exceptional, (9)
"We travelled to Italy for 2 weeks and visited Venice, Florence, Cortona and Rome. Our most favorite stay was without a doubt was this home in Cortona. It was exactly as described and we loved the location. Only downside is parking. If you have a car, you will be lugging your luggage uphill for a good ways from the parking area. "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Exterior

Beautiful house on garden with shared pool just a few minutes Siena Tuscany

10.0 out of 10, Exceptional, (32)
"This is a fantastic place, with lots of space, a wonderful kitchen and amazing views. Wine tasting with Lorenzo was great and the wines are top notch. "
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Property grounds

Capanna, Typical Tuscan Farmhouse With Fruit Garden

10.0 out of 10, Exceptional, (67)
"Loved our stay the host was fantastic and the property is beyond beautiful. This is a type of place that has spectacular views and a magical atmosphere."
Capanna, Typical Tuscan Farmhouse With Fruit Garden
La Calla - Anghiari
Outdoor pool, an infinity pool

La Calla - Anghiari

10.0 out of 10, Exceptional, (9)
"During our three week trip to Italy, we were fortunate to have stayed at this beautiful property for nine days. It was the perfect accommodation and location for the six of us. Lulu and Luca are wonderful hosts. Lulu greeted us and gave us a tour of the property and provided helpful information about the area. They were always available to answer questions and even made us a dinner reservation in town. We loved their friendly and well-behaved dog, Maya. She was especially good with our children...
La Calla - Anghiari
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Un luogo che ha lasciato tutti noi (sia adulti che bambini) a bocca aperta: un paradiso terrestre! Per chi ama la natura, vuole staccare dalla caotica vita quotidiana e godere del tempo con i propri cari , questo è il posto che offre tutto ciò e di più! Non conoscendo bene la zona siamo arrivati un po’ impreparati ma tutto si è risolto con un viaggio al supermercato vicino Cortona! *essendo immersi nella natura c’è’ da far conto di insetti e possibili cervi e cinghiali, che rendono questo posto...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi
Pool

Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

The price is AED 2,138
AED 2,656 total
includes taxes & fees
3 May - 4 May
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi
Charming house in historical Chianti Estate
Terrace/patio

Charming house in historical Chianti Estate

Charming house in historical Chianti Estate
Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (68)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool
Stunning villa for 6 guests with WIFI, A/C, private pool, TV, patio, pets allowed and parking
Pool

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

9.8 out of 10, Exceptional, (8)
"Très bien installés afin de faire de super ballades Merci nous avons passé un très bon séjour "
Stunning villa for 6 guests with WIFI, A/C, private pool, TV, patio, pets allowed and parking
House / Villa - Monte San Savino
Terrace/patio

House / Villa - Monte San Savino

9.6 out of 10, Exceptional, (18)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Outdoor pool

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

9.2 out of 10, Wonderful, (22)
"This is an absolutely private place in the Tuscany’s hills. You can relax all day, but if you want the hustle and bustle of the city, Arezzo is the nearest big city (Siena 1.5 hours by car). There are several restaurants to choose nerby. A major shopping centre is 20-30 minutes away. The house is typical Tuscan style and well equipped, energy consumption needs attention but we had no problem. The big pool was our favourite, we spent almost the whole day there, there’s not much else to do on a...
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (4)
"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Outdoor dining

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"H"
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
beautiful tuscan villa with pool, ideal for groups
Terrace/patio

beautiful tuscan villa with pool, ideal for groups

10.0 out of 10, Exceptional, (25)
"A wonderful property, submerged in beautiful natural surroundings, the flora and fauna were fantastic. Our whole family were delighted by the swifts, starlings and kestrels nesting at the property, my parents described the place as simply magical. Wonderful location for my Father's 80th birthday celebrations, John and Sabine are welcoming and warm hosts. We all felt very relaxed in this comfortable, spacious home. The outside is as well equipped as inside with lots of seating and a great pool...
beautiful tuscan villa with pool, ideal for groups
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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Other property types in Oliveto

Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (158)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is AED 460
AED 519 total
includes taxes & fees
27 Apr - 28 Apr
Abbadia Sicille Relais
Stunning villa for 6 guests with WIFI, A/C, private pool, TV, patio, pets allowed and parking
Pool

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

9.8 out of 10, Exceptional, (8)
"Très bien installés afin de faire de super ballades Merci nous avons passé un très bon séjour "
Stunning villa for 6 guests with WIFI, A/C, private pool, TV, patio, pets allowed and parking
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano
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.