Title: Holiday Rentals Oliveto from £73: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Oliveto Travel Guide](https://expedia.co.uk/Oliveto.dx6361213)[Hotels in Oliveto](https://expedia.co.uk/Oliveto-Hotels.d6361213.Travel-Guide-Hotels)[Oliveto Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oliveto.d6361213.Car-Hire-Guide)[Oliveto Holidays](https://expedia.co.uk/Oliveto.d6361213.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?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 ## Check prices for these dates In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/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 two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6361213&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=6361213&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6361213&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oliveto holiday rentals ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/55000000/54900000/54890900/54890878/7fb96be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54900000/54890900/54890878/457a45d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/55000000/54900000/54890900/54890878/ebc7d702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/55000000/54900000/54890900/54890878/bccbe7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appatamento Castello 2px - B&B Borgo di Oliveto [](https://www.expedia.co.uk/Civitella-In-Val-Di-Chiana-Hotels-Appatamento-Castello-2px-BB-Borgo-Di-Oliveto.h54890878.Hotel-Information) Civitella in val di Chiana £88 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Civitella-In-Val-Di-Chiana-Hotels-Appatamento-Castello-2px-BB-Borgo-Di-Oliveto.h54890878.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/55000000/54900000/54895000/54894990/f924108c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/55000000/54900000/54895000/54894990/72178445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54900000/54895000/54894990/5a402a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/55000000/54900000/54895000/54894990/b9f26b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alley: nice 2px studio - Borgo di Oliveto [](https://www.expedia.co.uk/Civitella-In-Val-Di-Chiana-Hotels-Vicolo-Grazioso-Monolocale-2px-Borgo-Di-Oliveto.h54894990.Hotel-Information) Civitella in val di Chiana £88 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Civitella-In-Val-Di-Chiana-Hotels-Vicolo-Grazioso-Monolocale-2px-Borgo-Di-Oliveto.h54894990.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, Turkish bath/hammam, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.co.uk/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23 reviews) "The staff were great and the villa was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralphvincent £129 includes taxes & fees 24 Feb - 25 Feb [](https://www.expedia.co.uk/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/7fc2c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/e040eb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast ](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/c32d3de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/29beacc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa La Ginestra [](https://www.expedia.co.uk/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information) Subbiano 9.6/10 Exceptional (5 reviews) "Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Philippe [](https://www.expedia.co.uk/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information) ![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5467h3644x6y6-bfae763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/543e1f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5470h3644x0y0-9c1f6ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/81c3f8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DormiVeglia B&B [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information) Monte San Savino 10/10 Exceptional (27 reviews) "Amazing, warm, sweet, lovely, such a gem of a place!" ![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg) Melissa Hyun Joo [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/f0bca152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Living area | 24-inch flat-screen TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/58622732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/65f08668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/08c45c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury resort in the Tuscan countryside [](https://www.expedia.co.uk/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information) Trequanda [](https://www.expedia.co.uk/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.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) ![Superior Suite, 1 Double Bed | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.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) ![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) ### Abbadia Sicille Relais [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) Trequanda 8.8/10 Excellent (167 reviews) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £73 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/a00997c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) Monteaperti 10/10 Exceptional (2 reviews) "We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian F. £150 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.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) ![Gazebo](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c1f8c360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) Foiano della Chiana 8.4/10 Very good (24 reviews) "Good house for one night. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heiner £68 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/adbd192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/63933730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/ee21b4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday home with panoramic terrace ideal for families and couples [](https://www.expedia.co.uk/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) Cortona £80 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/41636195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/30d81c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/b87c70b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE MONNA LISA RESORT [](https://www.expedia.co.uk/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information) Arezzo 9.2/10 Wonderful (9 reviews) "Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bart £94 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.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 [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) Sinalunga 10/10 Exceptional (59 reviews) "Fantastic place! Great location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul Q. £151 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/25737385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Offices](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/020b6380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/47257042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/8c44b07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolce Casa 2 Summary: [](https://www.expedia.co.uk/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) Arezzo £97 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/c9197a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/c1b69eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/9f410eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/d344d3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe room Cartazucchero in the heart of Arezzo [](https://www.expedia.co.uk/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information) Arezzo Centro Storico 10/10 Exceptional (2 reviews) "From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hector £57 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/d620a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/4b66fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/170d5f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tolletta 10 e Lode - One Bedroom House, Sleeps 4 [](https://www.expedia.co.uk/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) Arezzo Centro Storico 10/10 Exceptional (1 review) " La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Maria Gemma £123 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L' Eroico [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (12 reviews) "Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/075690f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/0ecb2ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/85723b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/80204313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Da Vinci for two [](https://www.expedia.co.uk/Castiglion-Fibocchi-Hotels-Casa-Da-Vinci-For-Two.h18975333.Hotel-Information) Castiglion fibocchi 8.0/10 Very good (1 review) "Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Perdita I. £62 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Castiglion-Fibocchi-Hotels-Casa-Da-Vinci-For-Two.h18975333.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) ![Interior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/148c0133.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) ![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) ### 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 £96 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/f910598d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/b68fa7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/1858bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/04a72517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information) Gaiole in Chianti £478 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/98406b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/521d6cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/277a67f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/a8ce016d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Gargonza [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information) Monte San Savino 9.2/10 Wonderful (39 reviews) "Beautiful area and friendly staff. We stayed here several years ago and were so excited to return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.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=2026-02-28&endDate=2026-03-01®ionId=6361213&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_6361213) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Oliveto%2C+Civitella+in+Val+di+Chiana%2C+Tuscany%2C+Italy®ionId=6361213&latLong=43.386466%2C11.73344&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOliveto-Holiday-Rentals.d6361213.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOliveto-Holiday-Rentals.d6361213.Travel-Guide-HolidayRentals) ## Top Oliveto 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) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine." [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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) ![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) ![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) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg) ### Agriturismo San Sano 10/10 Excellent "You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. " [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.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.co.uk/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.co.uk/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.co.uk/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ## 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](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 £73 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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find holiday rentals in Oliveto? ### What are some of the best holiday rentals that Oliveto has to offer? ### How many holiday rentals are there in Oliveto? ### What’s there to see and do in Oliveto? ### What’s a holiday rental in Oliveto like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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