Title: The Best Hotels Closest to Castle of Oliveto in Castelfiorentino - 2026 Updated Prices | Expedia.co.uk [Castelfiorentino Travel Guide](https://expedia.co.uk/Castelfiorentino.dx6047591)[Holiday Rentals in Castelfiorentino](https://expedia.co.uk/Castelfiorentino-Holiday-Rentals.d6047591.Travel-Guide-HolidayRentals)[Flights to Castelfiorentino](https://expedia.co.uk/Cheap-Flights-To-Castelfiorentino.d6047591.Travel-Guide-Flights)[Things to do in Castelfiorentino](https://expedia.co.uk/Things-To-Do-In-Castelfiorentino.d6047591.Travel-Guide-Activities)[Castle of Oliveto Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castle-Of-Oliveto.d553248621562141307.Car-Hire-Guide)[Castle of Oliveto Holidays](https://expedia.co.uk/Castle-Of-Oliveto-Castelfiorentino.d553248621562141307.Attraction) ![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 ## Check prices for these dates Tonight [24 Mar - 25 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248621562141307&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [25 Mar - 26 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248621562141307&startDate=2026-03-25&endDate=2026-03-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248621562141307&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248621562141307&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Castle of Oliveto hotels ![Aerial view](https://images.trvl-media.com/lodging/7000000/6590000/6589200/6589197/4cb830dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6590000/6589200/6589197/9b39fe87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6590000/6589200/6589197/762ef290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/7000000/6590000/6589200/6589197/d9f49412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Moriano [](https://www.expedia.co.uk/Montespertoli-Hotels-Tenuta-Moriano.h6589197.Hotel-Information) 2.9 mi from Castle of Oliveto 10/10 Exceptional (6 reviews) "We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Amy £115 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Montespertoli-Hotels-Tenuta-Moriano.h6589197.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103610000/103600200/103600180/5dbc750a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103610000/103600200/103600180/4e6de442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103610000/103600200/103600180/e8146dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103610000/103600200/103600180/317bea53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Castello [](https://www.expedia.co.uk/Certaldo-Hotels-Hotel-Il-Castello.h103600180.Hotel-Information) 3.5 mi from Castle of Oliveto 9.6/10 Exceptional (8 reviews) "What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £115 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Certaldo-Hotels-Hotel-Il-Castello.h103600180.Hotel-Information) ![Daily buffet breakfast (EUR 15.00 per person)](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/2c69c2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Studio Suite, 1 King Bed | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/6893387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Studio Suite, 1 King Bed | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/2ffe71a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/feaf7c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta di Sticciano [](https://www.expedia.co.uk/Certaldo-Hotels-Tenuta-Di-Sticciano.h77981610.Hotel-Information) 3.1 mi from Castle of Oliveto 9.6/10 Exceptional (16 reviews) "Amazing in the midle of chianti valley. Very nice estate" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Raffaele [](https://www.expedia.co.uk/Certaldo-Hotels-Tenuta-Di-Sticciano.h77981610.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/7f74bdaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/a5118a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/fa0a5106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16620000/16613500/16613451/9a11e971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capanna 1826 [](https://www.expedia.co.uk/San-Gimignano-Hotels-Capanna-1826.h16613451.Hotel-Information) 5 mi from Castle of Oliveto 10/10 Exceptional (43 reviews) "It’s a great place to serve as a base if you plan to see San Gimignano, Siena, Voltaire, Florence, Lucca, and Pisa. The service was outstanding and the room was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim [](https://www.expedia.co.uk/San-Gimignano-Hotels-Capanna-1826.h16613451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4890000/4884900/4884863/e2d94f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/5000000/4890000/4884900/4884863/3fab1b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/5000000/4890000/4884900/4884863/c226328e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4890000/4884900/4884863/97d2fe9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Fonti a San Giorgio [](https://www.expedia.co.uk/Montespertoli-Hotels-Le-Fonti-A-San-Giorgio.h4884863.Hotel-Information) 3.1 mi from Castle of Oliveto 8.8/10 Excellent (22 reviews) "The property and our room was beautiful and very clean. The pool area was nice to swim in and relax. The laundry service was too expensive at 8 euros per wash. We were grateful to have a washer to save time and be able to hang our clothes outside to dry, but the price seemed like a lot since the machine was small. There werent any activities or wine tours mentioned, " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Antony [](https://www.expedia.co.uk/Montespertoli-Hotels-Le-Fonti-A-San-Giorgio.h4884863.Hotel-Information) ![Breakfast, dinner served; Regional cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/b49b61ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/32c0551f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/93b89077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/63a0fc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poderi Arcangelo [](https://www.expedia.co.uk/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) 5 mi from Castle of Oliveto 9.0/10 Wonderful (330 reviews) "Great location and super friendly service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris £96 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) ![Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/bf1f8b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/2bafccd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/9816ecfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/b9af1c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Sant'Ilario [](https://www.expedia.co.uk/Gambassi-Terme-Hotels-Tenuta-SantIlario.h4796574.Hotel-Information) 5.1 mi from Castle of Oliveto 9.4/10 Exceptional (34 reviews) "Amazing location and property! Owner and staff super nice! I am sure we will be back!" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Ilaria [](https://www.expedia.co.uk/Gambassi-Terme-Hotels-Tenuta-SantIlario.h4796574.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/96000000/95070000/95060300/95060248/f7bb16c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room | Hypo-allergenic bedding, down duvets, in-room safe, blackout curtains](https://images.trvl-media.com/lodging/96000000/95070000/95060300/95060248/14e1deea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95070000/95060300/95060248/bcc3c889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95070000/95060300/95060248/5df65c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere La Quercia [](https://www.expedia.co.uk/San-Gimignano-Hotels-Podere-La-Quercia.h95060248.Hotel-Information) 6.3 mi from Castle of Oliveto 10/10 Exceptional (16 reviews) "Everything was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip £157 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/San-Gimignano-Hotels-Podere-La-Quercia.h95060248.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/29000000/28910000/28902700/28902617/0c0d5cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/29000000/28910000/28902700/28902617/39b7d455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Bathtub | Jetted bathtub](https://images.trvl-media.com/lodging/29000000/28910000/28902700/28902617/3a3d2343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28910000/28902700/28902617/cd5d03b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel le Macine [](https://www.expedia.co.uk/Montaione-Hotels-Hotel-Le-Macine.h28902617.Hotel-Information) 6.2 mi from Castle of Oliveto 9.4/10 Exceptional (51 reviews) "Friendly staff, lovely location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Andrew [](https://www.expedia.co.uk/Montaione-Hotels-Hotel-Le-Macine.h28902617.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/85000000/84540000/84533200/84533115/f290423f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Bathtub, Vineyard View | 6 bedrooms, hypo-allergenic bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/85000000/84540000/84533200/84533115/148475da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/85000000/84540000/84533200/84533115/a126b269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Apartment, 3 Bedrooms, Non Smoking, Vineyard View | Living area | 32-inch flat-screen TV with digital channels, ping pong](https://images.trvl-media.com/lodging/85000000/84540000/84533200/84533115/ee96ab06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Elissa [](https://www.expedia.co.uk/Cortona-Hotels-Borgo-Elissa.h84533115.Hotel-Information) 6.2 mi from Castle of Oliveto 9.6/10 Exceptional (5 reviews) "Beautiful place. Is far away. The views are fantastic. Great for relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria £117 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Cortona-Hotels-Borgo-Elissa.h84533115.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657429/93b1ab03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657429/222adbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657429/6656ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657429/6dba2674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere dell'Anselmo [](https://www.expedia.co.uk/Montespertoli-Hotels-Podere-DellAnselmo.h3657429.Hotel-Information) 6.7 mi from Castle of Oliveto 9.6/10 Exceptional (31 reviews) "Excellent stay, would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Santina £68 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Montespertoli-Hotels-Podere-DellAnselmo.h3657429.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/1f917275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/ac32e408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/848fae17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, Valley View | Down duvets, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/14afd628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Antico Residence [](https://www.expedia.co.uk/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.Hotel-Information) 3.5 mi from Castle of Oliveto 10/10 Exceptional (3 reviews) "Great place to relax take in the local culture and enjoy Tuscany." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane £83 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5360000/5353700/5353693/e3b6f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/6000000/5360000/5353700/5353693/6c9100b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5360000/5353700/5353693/e5e47daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5360000/5353700/5353693/49bb1e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Mandrie di Ripalta [](https://www.expedia.co.uk/Montespertoli-Hotels-Le-Mandrie-Di-Ripalta.h5353693.Hotel-Information) 5 mi from Castle of Oliveto 9.0/10 Wonderful (85 reviews) "Beautiful location, the staff were very nice and buffet was great. I definitely recommend if you are in the area looking for a beautiful, relaxing vacation! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alaa £126 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Montespertoli-Hotels-Le-Mandrie-Di-Ripalta.h5353693.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/28222aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Valley View | In-room safe, desk, blackout curtains, soundproofing](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/9e05dcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/ef23a4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/8072b1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Torciano Vecchio Asilo [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Torciano-Vecchio-Asilo.h2529579.Hotel-Information) 7.2 mi from Castle of Oliveto 9.6/10 Exceptional (54 reviews) "Cute hotel, breakfast was okay, the winery is incredible (not located at the hotel, but very close). Overall, would come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin Jordan [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Torciano-Vecchio-Asilo.h2529579.Hotel-Information) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/0f16f384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/w698h704x0y0-25925c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Duplex) | Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/32f07384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/50e76438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mormoraia [](https://www.expedia.co.uk/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) 6.7 mi from Castle of Oliveto 9.6/10 Exceptional (209 reviews) "This resort is gorgeous and every single staff member was so gracious and friendly! It was a short drive away from San Gimignano which was nice to explore. The restaurant was delicious and their spa was very nice! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Olubusola £213 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/60fcd28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/23cb164c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/488f6705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/be695815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Poggiale - Dimora Storica [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information) 8.7 mi from Castle of Oliveto 9.6/10 Exceptional (146 reviews) "Wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy £90 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6490000/6483500/6483419/f82fc57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6490000/6483500/6483419/5d209113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/7000000/6490000/6483500/6483419/f1bb2e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, free cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/7000000/6490000/6483500/6483419/2b7f2d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sestilia [](https://www.expedia.co.uk/Montaione-Hotels-Villa-Sestilia.h6483419.Hotel-Information) 7.2 mi from Castle of Oliveto 9.6/10 Exceptional (17 reviews) "This is a lovely country property, perfect for relaxing and resting" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian £115 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Montaione-Hotels-Villa-Sestilia.h6483419.Hotel-Information) ![Turkish bath/hammam](https://images.trvl-media.com/lodging/23000000/22250000/22242100/22242073/ed90e6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/23000000/22250000/22242100/22242073/12965249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/23000000/22250000/22242100/22242073/a11e467a.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/23000000/22250000/22242100/22242073/61b8c0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boccioleto Resort&Spa [](https://www.expedia.co.uk/Montaione-Hotels-Boccioleto-ResortSpa.h22242073.Hotel-Information) 8.2 mi from Castle of Oliveto 9.2/10 Wonderful (117 reviews) "Staff were very friendly and the rooms were clean and spacious! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jessica £71 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Montaione-Hotels-Boccioleto-ResortSpa.h22242073.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/45000000/44940000/44939800/44939788/a1d1152d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (Olivo) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/45000000/44940000/44939800/44939788/1677c7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44940000/44939800/44939788/b342bab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44940000/44939800/44939788/c6989c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Macinatico 1 [](https://www.expedia.co.uk/San-Gimignano-Hotels-Agriturismo-Macinatico1.h44939788.Hotel-Information) 6 mi from Castle of Oliveto 10/10 Exceptional (9 reviews) "Great family vacation home in a beautiful setting. We stayed for 2 weeks with the family and parents and have a wonderful time. Very friendly and helpful staff, clean property, plenty of amenities." ![Belgium](https://a.travel-assets.com/egds/marks/flags/be.svg) Olivier [](https://www.expedia.co.uk/San-Gimignano-Hotels-Agriturismo-Macinatico1.h44939788.Hotel-Information) ![Lunch and dinner served, local and international cuisine](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/a31477a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Villa, 3 Bedrooms, Patio, Garden Area | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/a752bf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/07030d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/82c1f0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Le Calvane [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Le-Calvane.h16575993.Hotel-Information) 6.4 mi from Castle of Oliveto 9.6/10 Exceptional (82 reviews) "Excellent property with incredible staff.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abdulhadi £351 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Le-Calvane.h16575993.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=2026-04-07&endDate=2026-04-08®ionId=553248621562141307&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Castle of Oliveto Hotel Reviews ![Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.](https://images.trvl-media.com/lodging/33000000/32720000/32710300/32710225/64845b85_y.jpg) ### Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena. 10/10 Excellent "Marilia deserves to be the VRBO host of the year! She was so helpful and accommodating. The house is comfy and spacious. We had a little issue with understanding the heating system but she solved it immediately. We were out of season for the pool. Oh well. We used this as our hub for side trips to various Tuscany towns and it was perfect. Marilia brought us a couple of surprises during our stay which was sweet. One major bonus that you will appreciate if you spend anytime in Italy. You get a dedicated parking spot! Highly recommend! " [](https://expedia.co.uk/Castelfiorentino-Hotels-Lovely-Converted-Barn-With-Enclosed-Garden-And-Private-Pool.h32710225.Hotel-Information) ![Authentic Tuscan country house, dating back to around the year 1000](https://images.trvl-media.com/lodging/91000000/90610000/90600100/90600046/918726fb_y.jpg) ### Authentic Tuscan country house, dating back to around the year 1000 10/10 Excellent "Marilia was a gem. She cooked us a delicious dinner the day we arrived. She arranged for a cooking class on site and connected us with a driver for our day trips. She went over and above to make our stay wonderful. The house was built in 1050 BC and was a treasure to stay in. Many features have been left when modernizing. The cellar is original and a great place to visit or eat while you are there. The views are spectacular. We cannot recommend this house enough!" [](https://expedia.co.uk/Castelfiorentino-Hotels-Authentic-Tuscan-Country-House.h90600046.Hotel-Information) ![Tenuta Moriano](https://images.trvl-media.com/lodging/7000000/6590000/6589200/6589197/4cb830dd_y.jpg) ### Tenuta Moriano 10/10 Excellent "This is a working winery and while the apartments are somewhat rustic and without air conditioning they provided much of the charm and experience that we were looking for during our stay in Tuscany. We thoroughly enjoyed our stay and the wines produced by the winery. Natalia and Roberta were especially friendly and helpful. We enjoyed the buffet dinner that was available on our first night that included delicious food and wines. We also took advantage of the daily breakfast since the location is somewhat remote. Alternatively, one could easily prepare their own breakfast in the apartment kitchen but we opted for the convenience. Although remote the property is conveniently located in the countryside about midway between Florence and Siena which were the two cities we planned to visit during our stay. There is a pool on the property and we did also enjoy a stroll into the vineyards one evening to watch the sunset. The reason for the lower rating with facilities is primarily around some plumbing inconvenience which was not confined to just our unit but was being appropriately addressed by the property and we did not experience any issues on our last couple of days. Overall, our experience was excellent and I would stay there again if I return to Tuscany." [](https://expedia.co.uk/Montespertoli-Hotels-Tenuta-Moriano.h6589197.Hotel-Information) ![Villa in Chianti with private pool, walking to a restaurant Electric car charger](https://images.trvl-media.com/lodging/33000000/32810000/32801400/32801325/12a5f7f3_y.jpg) ### Villa in Chianti with private pool, walking to a restaurant Electric car charger 10/10 Excellent "The property was great particularly the outdoor areas and pool with plenty of big tables, pool lounges etc. We booked the whole property and so had all of the separate parts. Each room or set of rooms had their own kitchen and sitting area. This meant there wasn’t a big kitchen/sitting room for all 10 of us. It wasn’t a problem because the weather was perfect and we were outside all the time. There was a regional power cut while we were there and Agnese and her family were wonderful in help us get through that. They were responsive and extremely helpful. " [](https://expedia.co.uk/Montespertoli-Hotels-Villa-In-Chianti-With-Private-Pool.h32801325.Hotel-Information) ![Farmhouse in Castelfiorentino with Pool](https://images.trvl-media.com/lodging/102000000/101560000/101552300/101552271/bcc82d89_y.jpg) ### Farmhouse in Castelfiorentino with Pool 10/10 Excellent "This was a beautiful location and the host Patrizia was friendly and responsive. The pool was refreshing and the view was outstanding. We had a 3 bedroom apartment in the main building and it was quite large and ideal for our grandson as apart from the main stairs it was mostly all one level so he could easily crawl around. Please note that basic amenities are not provided. You will need toilet paper, hand soap, dish soap, dish cloths etc. We arrived late so were a bit surprised to be without toilet paper but the host was very responsive and brought us some right away. We went out the next day and stocked up on things we needed and had a wonderful time there. It was one of our favourite places that we stayed and it felt very authentic. It is also walking distance to a wine tasting with lunch in a castle. We quite enjoyed this tour and the location and would definitely return!Grazie Patrizia per la tua ospitalità, abbiamo trascorso un soggiorno meraviglioso e speriamo di tornarci un giorno!" [](https://expedia.co.uk/Castelfiorentino-Hotels-Belvilla-By-OYO-Focolare.h101552271.Hotel-Information) !["A CASA DI FRANCA" PRIVATE VILLA IN CHIANTI A RURAL REFUGE FOR FAMILIES](https://images.trvl-media.com/lodging/105000000/104820000/104810600/104810508/b3e98b88_y.jpg) ### "A CASA DI FRANCA" PRIVATE VILLA IN CHIANTI A RURAL REFUGE FOR FAMILIES 10/10 Excellent "Our stay at the Santa Lucia villa can only be described as wonderful. First off the villa is in a perfect location- right in the middle of the Pisa, Siena, Florence triangle if you will. Day trips are easy to do to almost any Tuscan area from the villa. The villa itself was great- all the beds are comfortable, the bathrooms are clean, showers have great water pressure. The view from the back porch is incredible as expected. Highly recommend the wine tasting they offer it was one of the cooler experiences I had in my time traveling for 3 months in Europe. My friends and I love the villa and will certainly be reccomending it to friends!!!" [](https://expedia.co.uk/Gambassi-Terme-Hotels-A-CASA-DI-FRANCA-PRIVATE-VILLA-IN-CHIANTIA-RURAL-REFUGE-FOR-FAMILIES.h104810508.Hotel-Information) ## Hotels near other Castle of Oliveto attractions ### Teatro del Popolo You can get tickets for a performance at Teatro del Popolo on your trip to Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532498364) ### Benozzo Gozzoli Museum You can spend an afternoon browsing the exhibits at Benozzo Gozzoli Museum during your trip to Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621562141305) ### Tenuta Maiano You can enjoy a tasting or tour at Tenuta Maiano during your travels to Montespertoli. Discover the beautiful countryside and wineries in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532498374) ### Agricola Tamburini Emanuela You can enjoy a tasting or tour at Agricola Tamburini Emanuela during your travels to Gambassi Terme. Discover the beautiful countryside and wineries in this relaxing area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532497706) ### Church of Saint Jacob and Saint Philip Church of Saint Jacob and Saint Philip is just one of the places to see in Certaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this relaxing area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532497707) ### Museum of Sacred Art You can study the exhibits at Museum of Sacred Art, a museum with a storied past, during your trip to Certaldo. Discover the beautiful countryside and wineries in this culturally rich area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621562140826) ### Casa del Boccaccio 4.5/5 (4 reviews) You can browse the exhibits at Casa del Boccaccio, a museum with a storied past, during your travels to Certaldo. Discover the beautiful countryside and wineries in this relaxing area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6159037) ### Palazzo Pretorio 3.0/5 (3 reviews) Find out about the history of Certaldo when you spend time at Palazzo Pretorio. Discover the beautiful countryside and wineries in this culturally rich area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6223740) ## Frequently asked questions ### What's the area like around Castle of Oliveto? ### What's the best place to stay close to Castle of Oliveto? ### How many hotels are there close to Castle of Oliveto? ### If I need to cancel the hotel reservation for my stay near Castle of Oliveto, will I receive a refund? ### What can I see and do near Castle of Oliveto?