Title: Oliveto Villas from CA $128 | Expedia.ca [Hotels in Oliveto](https://expedia.ca/Oliveto-Hotels.d6361213.Travel-Guide-Hotels)[Vacation Rentals in Oliveto](https://expedia.ca/Oliveto-Vacation-Rentals.d6361213.Travel-Guide-VacationRentals)[Oliveto Car Rentals](https://expedia.ca/Car-Rentals-In-Oliveto.d6361213.Car-Rental-Guide)[Oliveto Vacation Packages](https://expedia.ca/Oliveto.d6361213.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Oliveto Villa Rentals from CA $128 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6361213&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6361213&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6361213&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6361213&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oliveto Villas ![A heated pool](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976843/d6f820eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976843/f2705aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976843/1be40e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, dishwasher](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976843/4838d05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10 Siena 8.0/10 Very good (1) "Villa magnifique dans un environnement superbe. Les chambres sont d'un grand confort. S'agissant d'une maison récemment rénovée, quelques réglages sont à réaliser pour atteindre la perfection : nombre de fauteuils bain de soleil insuffisant, améliorer la protection solaire sur la terrasse extérieure et le nombre de fauteuils ; petites difficultés liées à l'usage du lave linge mais très vite réglées. Globalement c'est un très agréable séjour dans une magnifique demeure, rénovée avec goût et... ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) Pierre V. CA $2,900 CA $3,387 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Buonconvento-Hotels-POGGIO-AL-SOLE-Five-Bedroom-Villa.h41976843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/44930fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/67aa0495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. Trequanda CA $893 CA $1,490 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (59) "Amazing property! Could not recommend more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annika P. CA $192 CA $224 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism Foiano della Chiana 8.4/10 Very good (24) "Good house for one night. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heiner CA $113 CA $128 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/7a221817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/4793210d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/09f4ffea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/21b4c6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Capannina with Private Pool, Wi-Fi and Air Conditioning Vico dʼArbia CA $1,404 CA $1,564 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/ff90371f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/19cb3d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/16633e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/717cdd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Torre Among the Hills of Siena Vico dʼArbia CA $2,038 CA $2,199 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/21c57ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/52dc2b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/2b578eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/534b658d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning Cortona CA $503 CA $571 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/4e4955e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/96093821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/8c5208e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/ad9f4727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning Cortona CA $742 CA $810 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/1654ecb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/82eb762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/24ff1535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi Rapolano Terme 9.0/10 Wonderful (4) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Toon M. CA $792 CA $1,195 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/7fe649ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/64ad74f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/3d53eb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/1fea1aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful villa with private pool near Arezzo Foiano della Chiana CA $1,852 CA $2,558 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Wonderful-Villa-With-Private-Pool-Near-Arezzo.h106903701.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/144c6347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, bed sheets](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/cf3e7650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/67fbceef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/a4f15486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34 Cortona CA $8,699 CA $8,699 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Resort.h39138214.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33950400/33950320/17c85407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library, stereo](https://images.trvl-media.com/lodging/34000000/33960000/33950400/33950320/a2329ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33950400/33950320/dc93756f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33960000/33950400/33950320/efcdfbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning home: fantastic pool, views, air conditioning, Wi-Fi, and privacy Cortona 10/10 Exceptional (27) "Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia H. CA $462 CA $526 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Cortona-Hotels-Tuscan-Dream-Gorgeous-Private-Cortona-House-With-Fantastic-Views.h33950320.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/afb73a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/df76d7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 Gaiole in Chianti CA $9,665 CA $10,478 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/34f96c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/41d8a81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/0e2eec35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi Gaiole in Chianti 10/10 Exceptional (7) "Country location but easy access to a great local winery/restaurant and the town of Gaiole." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) russ h. CA $895 CA $934 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197661/d3a746b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197661/fdae20c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197661/142cf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197661/4813476e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Bellavista - Homelike Villas Montegonzi [](https://www.expedia.ca/Cavriglia-Hotels-Villa-Bellavista-Homelike-Villas.h95197661.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/88595684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/c181f6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/4a11a5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/180-c242e5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo Arezzo 10/10 Exceptional (18) "Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Julie C. CA $2,751 CA $3,804 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Arezzo-Hotels-Spacious-Villa-Noble-With-All-The-Comfort.h39940283.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197667/e0605894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197667/7b51d6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197667/02eb919a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95200000/95197700/95197667/1f138eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Bottaia - Homelike Villas Arezzo [](https://www.expedia.ca/Arezzo-Hotels-Villa-Bottaia-Homelike-Villas.h95197667.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/dae35eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/beca88f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/d36f4937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/w1918h1228x0y0-2c60380f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Tinaia - Homelike Villas Poggio di Loro [](https://www.expedia.ca/Arezzo-Hotels-Villa-Tinaia-Homelike-Villas.h59917199.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19®ionId=6361213&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CHALET) Residences [](https://www.expedia.ca/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOliveto-Villas.d6361213-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOliveto-Villas.d6361213-aaVillas.Travel-Guide-Accommodation) ## Top Oliveto Hotel Reviews ![Abbadia Sicille Relais](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/80de574a_y.jpg) ### Abbadia Sicille Relais 10/10 Excellent " In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. " [](https://expedia.ca/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Borgo Sant'Ambrogio Resort](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044_y.jpg) ### Borgo Sant'Ambrogio Resort 10/10 Excellent "It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!" [](https://expedia.ca/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Palazzo Brandano](https://images.trvl-media.com/lodging/55000000/54150000/54140800/54140768/75d49a44_y.jpg) ### Palazzo Brandano 10/10 Excellent "Room and breakfast is great but a 20 minute drive to Pienza very cute area" [](https://expedia.ca/Trequanda-Hotels-Palazzo-Brandano.h54140768.Hotel-Information) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### 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! " [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![A Point Arezzo Park Hotel](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/20b35a41_y.jpg) ### A Point Arezzo Park Hotel 6/10 Okay "The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable " [](https://expedia.ca/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.Hotel-Information) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "It was a totally delightful experience. Our needs were taken care of, the Breakfast delicious and the meals at their restaurant superb. It was a perfect place to rest, relax and see Siena. " [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Borgo Scopeto Wine & Country Relais](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423_y.jpg) ### Borgo Scopeto Wine & Country Relais 10/10 Excellent "The Sommelier was outstanding, super knowledgeable and personable. He made the tasting and dinning experience unforgettable! " [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ## Find out more about Oliveto ## Oliveto Villas information | Number of reviews | 128 | | ----------------- | ----------- | | Accommodation | 1725 Villas | | Lowest Price | CA $128 | | Highest Price | CA $10,478 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Arezzo ](https://www.expedia.ca/3Star-Arezzo-Hotels.s30-0-d11306.Travel-Guide-Filter-Hotels) - 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