Title: Hotels in Ossaia - Best Ossaia Hotels from £54 - Fully Refundable Options - Expedia.co.uk [Ossaia Travel Guide](https://expedia.co.uk/Ossaia.dx6361235)[Holiday Rentals in Ossaia](https://expedia.co.uk/Ossaia-Holiday-Rentals.d6361235.Travel-Guide-HolidayRentals)[Ossaia Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ossaia.d6361235.Car-Hire-Guide)[Ossaia Holidays](https://expedia.co.uk/Ossaia.d6361235.Holidays-City-Breaks) ![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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Ossaia Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=SPA_ON_SITE) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=POOL) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=PETS) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=COTTAGE) Villa [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=VILLA) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Ossaia%2C+Cortona%2C+Tuscany%2C+Italy®ionId=6361235&latLong=43.233791%2C12.003516&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=WATER_PARK) ## Check prices for these dates Tonight [14 Jan - 15 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6361235&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [15 Jan - 16 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6361235&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6361235&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6361235&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ossaia hotels ![Indoor pool, open 9:00 AM to midnight, pool loungers](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, Turkish bath/hammam, Thai massages, sports massages](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/e4934d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Double Bed, Valley View | Room amenity](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c490f6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/4820bf8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo San Biagio [](https://www.expedia.co.uk/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) Montepulciano 8.6/10 Excellent (201 reviews) "Great place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert £42 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/24000000/23210000/23205100/23205084/a3f4ae32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Quadruple Room, 1 Bedroom | 4 bedrooms, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/24000000/23210000/23205100/23205084/096664ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Double Room, City View | Exterior detail](https://images.trvl-media.com/lodging/24000000/23210000/23205100/23205084/48d3a00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23210000/23205100/23205084/70449e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cento Passi Dal Duomo [](https://www.expedia.co.uk/Arezzo-Hotels-Cento-Passi-Dal-Duomo.h23205084.Hotel-Information) Arezzo Centro Storico 9.2/10 Wonderful (37 reviews) "Very well located to visit the town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miguel £45 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Arezzo-Hotels-Cento-Passi-Dal-Duomo.h23205084.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Balcony | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/8011dd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meublé Il Riccio [](https://www.expedia.co.uk/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) Montepulciano 9.8/10 Exceptional (86 reviews) "Staff is great and many good restaurants in short walking distance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.co.uk/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/38f51959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abbadia Sicille Relais [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) Trequanda 8.8/10 Excellent (166 reviews) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £55 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/aaa1429a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, Select Comfort beds, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/c17028b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/12865ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Living area](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/475f1cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere La Rocca [](https://www.expedia.co.uk/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information) Montepulciano 9.8/10 Exceptional (94 reviews) "Clean room, great food and amazingly helpful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald [](https://www.expedia.co.uk/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/0d27663a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Jetted Tub | Deep-soaking bathtub](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/188597d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![22-inch TV with digital channels](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/5ed68d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Premium bedding, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/d191efd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bed & Breakfast Vicolo dell'Oste [](https://www.expedia.co.uk/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information) Montepulciano 9.6/10 Exceptional (128 reviews) "Great hosts, central location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander [](https://www.expedia.co.uk/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/101000000/100980000/100975000/100974965/6b60d35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/101000000/100980000/100975000/100974965/517137c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975000/100974965/432ad268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Queen Bed | Private kitchen](https://images.trvl-media.com/lodging/101000000/100980000/100975000/100974965/11b466c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Antica Corte [](https://www.expedia.co.uk/Montepulciano-Hotels-Agriturismo-Antica-Corte.h100974965.Hotel-Information) Montepulciano 9.8/10 Exceptional (33 reviews) "Such an amazing and unique experience. Lovely property, exceeded our expectations and will definitely be one we recommend to all our friends and family!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Farah £106 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Montepulciano-Hotels-Agriturismo-Antica-Corte.h100974965.Hotel-Information) ![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Cottage, 1 Bedroom | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affitacamere Maria Gabriella [](https://www.expedia.co.uk/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) Pienza 9.8/10 Exceptional (51 reviews) "This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenise [](https://www.expedia.co.uk/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/4000000/3870000/3864300/3864204/a56aaa7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3870000/3864300/3864204/w983h544x0y112-87bc3eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/4000000/3870000/3864300/3864204/3b70ed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually furnished, desk, soundproofing](https://images.trvl-media.com/lodging/4000000/3870000/3864300/3864204/e8d83f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antiche Mura [](https://www.expedia.co.uk/Arezzo-Hotels-Antiche-Mura.h3864204.Hotel-Information) Arezzo Centro Storico 9.4/10 Exceptional (86 reviews) "Very friendly and helpful staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sten N £66 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Arezzo-Hotels-Antiche-Mura.h3864204.Hotel-Information) ![Glamour Eco-suite (+ SPA) | Minibar, blackout curtains, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2530000/2527500/2527473/cea722f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, open 9:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/3000000/2530000/2527500/2527473/943704ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2527500/2527473/fcb55622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/3000000/2530000/2527500/2527473/b41b4773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### I Capricci di Merion Resort & Spa [](https://www.expedia.co.uk/Tuoro-Sul-Trasimeno-Hotels-I-Capricci-Di-Merion-Resort-Spa.h2527473.Hotel-Information) Tuoro sul Trasimeno 9.8/10 Exceptional (46 reviews) "This property is so beautiful and the food at the resturant was fantastic. Our only complaint was the spa, the sauna was great, but the hottub was lukewarm and there was so much chlorine it made our eyes burn and we had to get out almost immediately. Otherwise a perfect experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bliss [](https://www.expedia.co.uk/Tuoro-Sul-Trasimeno-Hotels-I-Capricci-Di-Merion-Resort-Spa.h2527473.Hotel-Information) ![Superior Double Room, Valley View | Bathroom | Shower, rainfall showerhead, free toiletries, hair dryer](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ff7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/6bfc0883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/12f79b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Italia [](https://www.expedia.co.uk/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) Cortona Old Town 9.0/10 Wonderful (289 reviews) "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Neha [](https://www.expedia.co.uk/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/26e5f82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Locanda di San Francesco [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) Montepulciano 9.8/10 Exceptional (132 reviews) "Great room-great staff-great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £129 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/a2fa96d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 1 Double Bed | Living room | TV](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/9391fa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/0f093c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel La Terrazza di Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) Montepulciano 9.2/10 Wonderful (200 reviews) "Great family owned hotel in the centre of the town " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jonathan £99 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/9ef1b0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | Minibar, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/6530f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast ](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/dac9c270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Michele al Borgo [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information) Castiglion Fiorentino 9.8/10 Exceptional (9 reviews) "Excellent staff and tasty breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vern £93 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/97000000/96880000/96877300/96877221/888f66a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | 1 bedroom, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/97000000/96880000/96877300/96877221/5f89a770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96880000/96877300/96877221/3203e4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room | 1 bedroom, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/97000000/96880000/96877300/96877221/efea364a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Michele al Castello [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-San-Michele-Al-Castello.h96877221.Hotel-Information) Castiglion Fiorentino 9.6/10 Exceptional (7 reviews) "Great place , hidden gem . Wonderful staff very hospitable and helpful . They go the extra mile to make guests happy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-San-Michele-Al-Castello.h96877221.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/a1afa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/1def40b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/17ae36fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza Fabroni [](https://www.expedia.co.uk/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) Montepulciano 8.8/10 Excellent (95 reviews) "gorgeous historical property, very attentive host, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah £71 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/27000000/26500000/26497500/26497427/2abe6e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self-parking](https://images.trvl-media.com/lodging/27000000/26500000/26497500/26497427/da195e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/27000000/26500000/26497500/26497427/3eabd41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Double Room | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26500000/26497500/26497427/f72af651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Corte Medicea [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Corte-Medicea.h26497427.Hotel-Information) Montepulciano 9.0/10 Wonderful (37 reviews) "We loved our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Corte-Medicea.h26497427.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5430000/5426800/5426786/e17ecf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/6000000/5430000/5426800/5426786/4e09d5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5430000/5426800/5426786/96e5da56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Italian cuisine](https://images.trvl-media.com/lodging/6000000/5430000/5426800/5426786/88d048e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casale l'Antico Carro [](https://www.expedia.co.uk/Cortona-Hotels-Casale-LAntico-Carro.h5426786.Hotel-Information) Cortona 8.8/10 Excellent (46 reviews) "Just fine … a bit pricey for quality offered Monday restaurant closed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alberto £106 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Cortona-Hotels-Casale-LAntico-Carro.h5426786.Hotel-Information) ![Sauna, Turkish bath/hammam, aromatherapy, Thai massages](https://images.trvl-media.com/lodging/13000000/12930000/12921100/12921048/d50ac726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Poolside | Living area | LCD TV](https://images.trvl-media.com/lodging/13000000/12930000/12921100/12921048/9d807374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, Turkish bath/hammam, aromatherapy, Thai massages](https://images.trvl-media.com/lodging/13000000/12930000/12921100/12921048/3a3cc868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12930000/12921100/12921048/e437d68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Mandoleto [](https://www.expedia.co.uk/Perugia-Hotels-Borgo-Mandoleto.h12921048.Hotel-Information) Perugia 9.0/10 Wonderful (28 reviews) "Pleasant atmosphere, friendly staff. Noce pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myer Raphael £90 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Perugia-Hotels-Borgo-Mandoleto.h12921048.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25780000/25770100/25770079/3cfdb35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/26000000/25780000/25770100/25770079/d5bc8bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/26000000/25780000/25770100/25770079/a49606d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25780000/25770100/25770079/c055577b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Sipario Boutique Hotel, BW Signature Collection [](https://www.expedia.co.uk/Paciano-Hotels-Antico-Sipario-Boutique-Hotel.h25770079.Hotel-Information) Paciano 10/10 Exceptional (13 reviews) "We loved the place! Claudio the manager was very kind The landscape is just magnificent! I want to come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonia £90 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Paciano-Hotels-Antico-Sipario-Boutique-Hotel.h25770079.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.co.uk/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29®ionId=6361235&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOssaia-Hotels.d6361235.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssaia-Hotels.d6361235.Travel-Guide-Hotels) ## Top Ossaia Hotel Reviews ![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 "Everything was great! Lovely hotel " [](https://expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Hotel Continentale](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/73e76ee4_y.jpg) ### Hotel Continentale 10/10 Excellent "Great location and nice staff " [](https://expedia.co.uk/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information) ![Grand Hotel Terme](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289175/3fd53b10_y.jpg) ### Grand Hotel Terme 10/10 Excellent "Clean room and friendly staff" [](https://expedia.co.uk/Chianciano-Terme-Hotels-Grand-Hotel-Terme.h1289175.Hotel-Information) ![Best Western Hotel Quattrotorri Perugia](https://images.trvl-media.com/lodging/2000000/1330000/1321400/1321350/d25dd609_y.jpg) ### Best Western Hotel Quattrotorri Perugia 10/10 Excellent "Everything perfect!" [](https://expedia.co.uk/Perugia-Hotels-Best-Western-Hotel-Quattrotorri-Perugia.h1321350.Hotel-Information) ![Abbadia Sicille Relais](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/80de574a_y.jpg) ### Abbadia Sicille Relais 10/10 Excellent "Room was beyond expectations. Helpful staff and overall great experience. " [](https://expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "gorgeous spot below the town, what an incredible view from the balcony " [](https://expedia.co.uk/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.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.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Excellent staff and experiences! We had a wonderful time." [](https://expedia.co.uk/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ## More cheap stays in Ossaia ![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel La Terrazza di Montepulciano Via Pié al Sasso 16 Montepulciano SI £99 15 Jan - 16 Jan includes taxes & fees 9.2/10 Wonderful! (196 reviews) [](https://expedia.co.uk/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![Locanda Granducato](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886147/2f403afd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Locanda Granducato località paccianese 48 Chiusi SI £135 17 Jan - 18 Jan includes taxes & fees [](https://expedia.co.uk/Chiusi-Hotels-Locanda-Granducato.h99886147.Hotel-Information) ![La Locanda di Casalmustia](https://images.trvl-media.com/lodging/7000000/6300000/6299700/6299629/6595c9c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Locanda di Casalmustia Piazza della Pieve 3 Trequanda SI [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=6299629&PinnedHotelID=6299629&HadPinnedHotel=true®ionId=6361235) 8.4/10 Very Good! (41 reviews) [](https://expedia.co.uk/Trequanda-Hotels-La-Locanda-Di-Casalmustia.h6299629.Hotel-Information) ![Hotel Sangallo](https://images.trvl-media.com/lodging/1000000/970000/967000/966939/84c9742d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Sangallo Via Dei Fiori 30 Montepulciano SI [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=966939&PinnedHotelID=966939&HadPinnedHotel=true®ionId=6361235) [](https://expedia.co.uk/Montepulciano-Hotels-Hotel-Sangallo.h966939.Hotel-Information) ![Residence Peloni](https://images.trvl-media.com/lodging/23000000/22270000/22269200/22269167/093e9727_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Residence Peloni Via Polidori 50 Arezzo AR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=22269167&PinnedHotelID=22269167&HadPinnedHotel=true®ionId=6361235) [](https://expedia.co.uk/Arezzo-Hotels-Residence-Peloni.h22269167.Hotel-Information) ![La Corte del Grillo - Residenza d'Epoca](https://images.trvl-media.com/lodging/77000000/76560000/76557300/76557248/4cb82c30_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Corte del Grillo - Residenza d'Epoca Via Arunte 25 Chiusi SI [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=76557248&PinnedHotelID=76557248&HadPinnedHotel=true®ionId=6361235) [](https://expedia.co.uk/Chiusi-Hotels-La-Corte-Del-Grillo-Residenza-DEpoca.h76557248.Hotel-Information) ## Frequently asked questions ### Where is the best place for a stay in Ossaia? ### What are some of the best holiday rentals that Ossaia has to offer? ### If I need to cancel my hotel reservation in Ossaia, will I receive a refund? ### What are some hotels with pools in Ossaia? ### What is staying in Ossaia like? ### What should I see while I'm in Ossaia? ### What's the seasonal weather like in Ossaia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - 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