Title: Top Hotels in Montemassi | Discover the Best in 2025 | Expedia.co.uk [Montemassi Travel Guide](https://expedia.co.uk/Montemassi.dx6361379)[Holiday Rentals in Montemassi](https://expedia.co.uk/Montemassi-Holiday-Rentals.d6361379.Travel-Guide-HolidayRentals)[Montemassi Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Montemassi.d6361379.Car-Hire-Guide)[Montemassi Holidays](https://expedia.co.uk/Montemassi.d6361379.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) # Find hotels in Montemassi from £68 - ![](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 Montemassi Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=SPA_ON_SITE) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=POOL) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=APARTMENT) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=AGRITOURISM) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=PETS) Villa [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=VILLA) Castle [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=CASTLE) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy®ionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=WATER_PARK) ## Check prices for these dates Tonight [19 Nov - 20 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6361379&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Nov - 21 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6361379&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6361379&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6361379&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Montemassi hotels and places to stay ![Indoor pool, outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238965/bbe0969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238965/fdb95a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Double Room | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238965/3f90dc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238965/f52a36af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montebelli Agriturismo & Country Hotel Gavorrano 8.8/10 Excellent (127) "Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Assan £70 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Gavorrano-Hotels-Montebelli-Agriturismo-Country-Hotel.h2238965.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/a1dbb607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/7b21c274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/4b1fc300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Bastiani Grosseto 8.6/10 Excellent (222) "Excellent hotel with a premium location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pedro £75 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Grosseto-Hotels-Grand-Hotel-Bastiani.h1277581.Hotel-Information) ![Sauna, hot tub, steam room, Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/c64e3088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/d20f8228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/230a06a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/2dd7fbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Airone Grosseto 8.4/10 Very good (109) "Loved the hot tub area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £100 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Grosseto-Hotels-Hotel-Airone.h22481472.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/694018cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/f5549878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/5e45176b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/6bdbc5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Le Macine di Stigliano Sovicille 10/10 Exceptional (15) "Amazing staff. Beautiful views and facilities. Treated like friends. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh £110 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/e64b1467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/10a0a028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/6643e009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/822ae51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Nuova Grosseto Grosseto 8.6/10 Excellent (272) "Great staff, Friendly and very clean. Great pool be wonderful for children too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.co.uk/Grosseto-Hotels-Hotel-Nuova-Grosseto.h9143117.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/88000000/87670000/87667100/87667075/08fdd079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, Turkish bath/hammam, body treatments, facials, massages](https://images.trvl-media.com/lodging/88000000/87670000/87667100/87667075/47e0afb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, Turkish bath/hammam, body treatments, facials, massages](https://images.trvl-media.com/lodging/88000000/87670000/87667100/87667075/9059f190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/88000000/87670000/87667100/87667075/7f86aa44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riva Toscana Golf Resort & SPA Follonica 9.2/10 Wonderful (19) "We stayed out of the main building the golf condition wasn’t good reason why we didn’t play breakfast needs Coffee they offer expresso but not regular coffee , Bruno is great. Good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia £87 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Follonica-Hotels-Riva-Toscana-Golf-Resort-SPA.h87667075.Hotel-Information) ![2 outdoor pools, an infinity pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/1ba89726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/c997d71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/abcff0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/ccebcf73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Di Vicarello Cinigiano 9.6/10 Exceptional (25) "AMAZING PROPERTY!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa £1,343 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Cinigiano-Hotels-Castello-Di-Vicarello.h1760188.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna) | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (68) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) IOSEFIN £1,054 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Sauna, hot tub, steam room, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692524/85b0450b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692524/9b58c8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692524/57140f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room ](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692524/6715b97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Granduca Grosseto 8.0/10 Very good (100) "Clean room, great parking and friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Georges £68 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/Grosseto-Hotels-Granduca.h2692524.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/b446f9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/1f997578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/0e9dd114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/6d77dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Casale L'Impostino Civitella Paganico 9.6/10 Exceptional (38) "The pool was great, the room was a great size and clean and breakfast was good." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tresa [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Antico-Casale-LImpostino.h2531190.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soundproofing](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/0d43f7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/16465e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/7291d20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Petriolo Siena Terme Spa Hotel Civitella Paganico 8.8/10 Excellent (235) "We had a great time. I would recommend this hotel when in Tuscany. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike £87 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information) ![Private beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/2000000/1210000/1209200/1209150/9ca820ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio, 1 Bedroom | Down duvets, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1210000/1209200/1209150/f76caf2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1210000/1209200/1209150/96da488e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1210000/1209200/1209150/98533351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Pelagone Hotel & Golf Resort Toscana Gavorrano 7.6/10 Good (9) "Very nice private beach. Rooms - we had a bungalow- are totally ok, yet need a refresh/update. Breakfast was very good, friendly stuff, non problem at all to stay longer even though bf ended at 10am. We enjoyed our time at Il Pelagone- many thanks!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Matthias £109 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Gavorrano-Hotels-Il-Pelagone-Hotel-Golf-Resort-Toscana.h1209150.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23130000/23120700/23120601/4deadcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23130000/23120700/23120601/a399a73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/24000000/23130000/23120700/23120601/3ed56fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Single Beds | Desk, blackout curtains, soundproofing, free WiFi](https://images.trvl-media.com/lodging/24000000/23130000/23120700/23120601/a6c17c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B WarmUp Grosseto Grosseto 9.6/10 Exceptional (8) "We enjoyed our stay in the B&B and liked the little breakfast box delivered to our door in the morning. Property was clean and fresh and private parking was very handy. Overall great value for money." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen [](https://www.expedia.co.uk/Grosseto-Hotels-BB-WarmUp-Grosseto.h23120601.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/6000000/5410000/5401200/5401190/61d0fe38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/6000000/5410000/5401200/5401190/d78e33ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Suite with private terrace | Pillow-top beds, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5410000/5401200/5401190/1ab89513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/6000000/5410000/5401200/5401190/8e3520d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conti di San Bonifacio Wine Resort Gavorrano 9.4/10 Exceptional (29) "Unbelievable beautiful place. We absolutely loved our time there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah £377 includes taxes & fees 22 Nov - 23 Nov [](https://www.expedia.co.uk/Gavorrano-Hotels-Conti-Di-San-Bonifacio-Wine-Resort.h5401190.Hotel-Information) ![Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cots/infant beds](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8d0fb4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, Private Bathroom | Individually decorated, individually furnished, desk, cots/infant beds](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/be9e29de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8120eb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, Private Bathroom | Individually decorated, individually furnished, desk, cots/infant beds](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/895e6ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Farmhouse Casa del Chiodo Roccastrada £74 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Roccastrada-Hotels-Historic-Farmhouse-Casa-Del-Chiodo.h120555095.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/59000000/58990000/58981100/58981004/61098b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (Aurora) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/59000000/58990000/58981100/58981004/ac529540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/59000000/58990000/58981100/58981004/fdc32799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (Casale del Sole) | Private kitchen | Oven, stovetop, dishwasher, electric kettle](https://images.trvl-media.com/lodging/59000000/58990000/58981100/58981004/79808f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Terre di Castiglione Castiglione della Pescaia 8.0/10 Very good (1) [](https://www.expedia.co.uk/Castiglione-Della-Pescaia-Hotels-Agriturismo-Terre-Di-Castiglione.h58981004.Hotel-Information) ![Free daily local cuisine breakfast ](https://images.trvl-media.com/lodging/23000000/22640000/22633500/22633477/7652380c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/23000000/22640000/22633500/22633477/11a1d4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22640000/22633500/22633477/8ce8d5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22640000/22633500/22633477/eda1aea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Le Mura Grosseto 7.8/10 Good (17) "The place was very nice the bed was comfortable. The room was large and breakfast was delicious " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Janice £76 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Grosseto-Hotels-BB-Le-Mura.h22633477.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/1ceaa4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/d3595557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/228815f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Minibar, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/fbf32b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fattoria Pian di Rocca Castiglione della Pescaia 9.6/10 Exceptional (30) "Great place to stay. Very clean, close to town, great breakfast. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jose Pedro [](https://www.expedia.co.uk/Castiglione-Della-Pescaia-Hotels-Fattoria-Pian-Di-Rocca.h23051065.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/c8dca1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/05f9c72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/e9905815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio Suite | Individually decorated, desk](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/b13ebc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda nel Cassero Civitella Paganico 9.6/10 Exceptional (5) "Locanda confortevole e accogliente gentilezza e grande disponibilità " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Edoardo £73 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Locanda-Nel-Cassero.h95124919.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/bcd5056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/0928c9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/6c729d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/3fd13b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valdonica Winery & Vineyard Residence Roccastrada 9.4/10 Exceptional (28) "pretty setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) ed [](https://www.expedia.co.uk/Roccastrada-Hotels-Valdonica-Winery-Vineyard-Residence.h7748578.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=2025-12-03&endDate=2025-12-04®ionId=6361379&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%2FMontemassi-Hotels.d6361379.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontemassi-Hotels.d6361379.Travel-Guide-Hotels) ## Top Montemassi Hotel Reviews ![Castello Banfi - Il Borgo](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209_y.jpg) ### Castello Banfi - Il Borgo 10/10 Excellent "Everything about this property is exquisite. Spacious room w/ Tuscan countryside views, unbelievable soft linens, amazing breakfast. The service is also what you would expect from a 5 star property. One of the best places we have stayed in the world. We will always come back when considering coming to Italy! Gracie Mille!" [](https://expedia.co.uk/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![Grand Hotel Bastiani](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af_y.jpg) ### Grand Hotel Bastiani 10/10 Excellent "Beautiful place to stay in Grosetto." [](https://expedia.co.uk/Grosseto-Hotels-Grand-Hotel-Bastiani.h1277581.Hotel-Information) ![Private and cozy retreat in Montalcino with private pool surrounded by vineyards](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62_y.jpg) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards 10/10 Excellent "Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!" [](https://expedia.co.uk/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Hotel Airone](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/c64e3088_y.jpg) ### Hotel Airone 10/10 Excellent "Clean rooms, friendly staff " [](https://expedia.co.uk/Grosseto-Hotels-Hotel-Airone.h22481472.Hotel-Information) ![Mercure Petriolo Siena Terme Spa Hotel](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da_y.jpg) ### Mercure Petriolo Siena Terme Spa Hotel 10/10 Excellent "We had a great time. I would recommend this hotel when in Tuscany. " [](https://expedia.co.uk/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information) ![The Sense Experience Resort - Preferred Hotels & Resorts](https://images.trvl-media.com/lodging/32000000/31890000/31888200/31888190/b5c9e58e_y.jpg) ### The Sense Experience Resort - Preferred Hotels & Resorts 10/10 Excellent "Though the property we booked at Expedia was not what we expected as the description was unclear and Four adults could not stay in the bungalow suite the property gave us another room at no expense Their goal is to make you happy with your stay" [](https://expedia.co.uk/Follonica-Hotels-The-Sense-Experience-Resort.h31888190.Hotel-Information) ![L'Andana](https://images.trvl-media.com/lodging/2000000/1150000/1145100/1145020/cfec0e3f_y.jpg) ### L'Andana 10/10 Excellent "This is such a beautiful place in every way and we always love it here. Everything is very special and it is wonderful to spend time in this tranquil setting. " [](https://expedia.co.uk/Castiglione-Della-Pescaia-Hotels-LAndana.h1145020.Hotel-Information) ![Hotel Nuova Grosseto](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/e64b1467_y.jpg) ### Hotel Nuova Grosseto 10/10 Excellent "Great staff, Friendly and very clean. Great pool be wonderful for children too." [](https://expedia.co.uk/Grosseto-Hotels-Hotel-Nuova-Grosseto.h9143117.Hotel-Information) ![Hotel La Pineta](https://images.trvl-media.com/lodging/7000000/6940000/6938600/6938530/cefd65b1_y.jpg) ### Hotel La Pineta 10/10 Excellent "Nicely renovated room. Staff was very friendly and helpful." [](https://expedia.co.uk/Follonica-Hotels-Hotel-La-Pineta.h6938530.Hotel-Information) ## More cheap stays in Montemassi ![Hotel Massa Vecchia](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/a27fec4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Massa Vecchia Massa Vecchia, 23 Massa Marittima GR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=26911538&PinnedHotelID=26911538&HadPinnedHotel=true®ionId=6361379) [](https://expedia.co.uk/Massa-Marittima-Hotels-Hotel-Massa-Vecchia.h26911538.Hotel-Information) ![Guadalupe Tuscany Resort](https://images.trvl-media.com/lodging/3000000/2550000/2540400/2540351/f0dc7cf0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Guadalupe Tuscany Resort Strada Provinciale Del Bozzone Grosseto GR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=2540351&PinnedHotelID=2540351&HadPinnedHotel=true®ionId=6361379) [](https://expedia.co.uk/Grosseto-Hotels-Guadalupe-Tuscany-Resort.h2540351.Hotel-Information) ![Baia Etrusca](https://images.trvl-media.com/lodging/14000000/13250000/13244100/13244059/1708b261_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baia Etrusca Località Torre Mozza, 20 Piombino LI [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=13244059&PinnedHotelID=13244059&HadPinnedHotel=true®ionId=6361379) 8/10 Very Good! (24 reviews) [](https://expedia.co.uk/Piombino-Hotels-Baia-Etrusca.h13244059.Hotel-Information) ![Podere Valmarina](https://images.trvl-media.com/lodging/32000000/31630000/31621300/31621221/a8781160_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Podere Valmarina Via Aurelia Nord 10 Grosseto GR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=31621221&PinnedHotelID=31621221&HadPinnedHotel=true®ionId=6361379) [](https://expedia.co.uk/Follonica-Hotels-Podere-Valmarina.h31621221.Hotel-Information) ![Hotel C'era Una Volta](https://images.trvl-media.com/lodging/18000000/17750000/17745800/17745741/f5e7753e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel C'era Una Volta Via Balzini 11 Castiglione della Pescaia GR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=17745741&PinnedHotelID=17745741&HadPinnedHotel=true®ionId=6361379) [](https://expedia.co.uk/Castiglione-Della-Pescaia-Hotels-Hotel-Cera-Una-Volta.h17745741.Hotel-Information) ![Agriturismo Bio Fattoria Casetta](https://images.trvl-media.com/lodging/30000000/29750000/29745300/29745226/8318d38d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Agriturismo Bio Fattoria Casetta VIA DEI PIANETTI 6 Gavorrano GR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=29745226&PinnedHotelID=29745226&HadPinnedHotel=true®ionId=6361379) 10/10 Exceptional! (2 reviews) [](https://expedia.co.uk/Gavorrano-Hotels-Agriturismo-Casetta.h29745226.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montemassi. ### How can I save on a Montemassi hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Montemassi hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Montemassi hotel? > Prices for hotels in Montemassi often vary, but you can find a great deal from £68 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Monticiano](https://www.expedia.co.uk/5Star-Monticiano-Hotels.s50-0-d603299.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Scarlino](https://www.expedia.co.uk/5Star-Scarlino-Hotels.s50-0-d6059331.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Tatti](https://www.expedia.co.uk/5Star-Tatti-Hotels.s50-0-d6361459.Travel-Guide-Filter-Hotels) - [Batignano Hotels](https://www.expedia.co.uk/Batignano-Hotels.d6361371.Travel-Guide-Hotels) - [Boccheggiano Hotels](https://www.expedia.co.uk/Boccheggiano-Hotels.d6361381.Travel-Guide-Hotels) - [Braccagni Hotels](https://www.expedia.co.uk/Braccagni-Hotels.d6289364.Travel-Guide-Hotels) - [Buriano Hotels](https://www.expedia.co.uk/Buriano-Hotels.d6289365.Travel-Guide-Hotels) - [Caldana Hotels](https://www.expedia.co.uk/Caldana-Hotels.d602920.Travel-Guide-Hotels) - 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[Flights to Sasso d'Ombrone](https://www.expedia.co.uk/Cheap-Flights-To-Sasso-DOmbrone.d6361449.Travel-Guide-Flights) - [Flights to Scarlino](https://www.expedia.co.uk/Cheap-Flights-To-Scarlino.d6059331.Travel-Guide-Flights) - [Flights from Braccagni](https://www.expedia.co.uk/lp/flights/6289364/flights-from-braccagni) - [Abbazia di San Galgano](https://www.expedia.co.uk/Abbazia-Di-San-Galgano-Chiusdino.d6077910.Attraction) - [Aquarium Mondo Marino](https://www.expedia.co.uk/Aquarium-Mondo-Marino-Massa-Marittima.d553248621562140628.Attraction) - [Visit Bagno Roselle](https://www.expedia.co.uk/Bagno-Roselle.dx6289362) - [Visit Batignano](https://www.expedia.co.uk/Batignano.dx6361371) - [Visit Braccagni](https://www.expedia.co.uk/Braccagni.dx6289364) - [Visit Buriano](https://www.expedia.co.uk/Buriano.dx6289365) - [Visit Caldana](https://www.expedia.co.uk/Caldana.dx602920) - [Visit Campagnatico](https://www.expedia.co.uk/Campagnatico.dx6046357) - [Cathedral of Massa Marittima](https://www.expedia.co.uk/Cathedral-Of-Massa-Marittima-Massa-Marittima.d6103256.Attraction) - [Chiusdino Holidays](https://www.expedia.co.uk/Chiusdino.d602582.Holidays-City-Breaks) - [Visit Chiusdino](https://www.expedia.co.uk/Chiusdino.dx602582) - [Visit Ciciano](https://www.expedia.co.uk/Ciciano.dx6361486) - [Visit Cura Nuova](https://www.expedia.co.uk/Cura-Nuova.dx6361372) - [Gavorrano Holidays](https://www.expedia.co.uk/Gavorrano.d6046837.Holidays-City-Breaks) - [Giuncarico Holidays](https://www.expedia.co.uk/Giuncarico.d6361375.Holidays-City-Breaks) - [Visit Giuncarico](https://www.expedia.co.uk/Giuncarico.dx6361375) - [Visit Grilli](https://www.expedia.co.uk/Grilli.dx6361363) - [Massa Marittima Holidays](https://www.expedia.co.uk/Massa-Marittima.d6034961.Holidays-City-Breaks) - [Visit Massa Marittima](https://www.expedia.co.uk/Massa-Marittima.dx6034961) - [Visit Montepescali](https://www.expedia.co.uk/Montepescali.dx6361368) - [Monticiano Holidays](https://www.expedia.co.uk/Monticiano.d603299.Holidays-City-Breaks) - [Visit Monticiano](https://www.expedia.co.uk/Monticiano.dx603299) - [Visit Montieri](https://www.expedia.co.uk/Montieri.dx500750) - [Visit Pari](https://www.expedia.co.uk/Pari.dx6342151) - [Podere Ristella Vineyards and Winery](https://www.expedia.co.uk/Podere-Ristella-Vineyards-And-Winery-Roccastrada.d553248621532497683.Attraction) - [Ravi Holidays](https://www.expedia.co.uk/Ravi.d6361373.Holidays-City-Breaks) - [Visit Roccastrada](https://www.expedia.co.uk/Roccastrada.dx601758) - [Visit Roccatederighi](https://www.expedia.co.uk/Roccatederighi.dx6049327) - [Visit Sassofortino](https://www.expedia.co.uk/Sassofortino.dx6285662) - [Visit Scalvaia](https://www.expedia.co.uk/Scalvaia.dx553248622897574799) - [Visit Scarlino](https://www.expedia.co.uk/Scarlino.dx6059331) - [Visit Sticciano Scalo](https://www.expedia.co.uk/Sticciano-Scalo.dx6361384) - [Tatti Holidays](https://www.expedia.co.uk/Tatti.d6361459.Holidays-City-Breaks) - [Visit Tirli](https://www.expedia.co.uk/Tirli.dx6294085) - [Visit Tocchi](https://www.expedia.co.uk/Tocchi.dx6361511) - [Torniella Holidays](https://www.expedia.co.uk/Torniella.d6285663.Holidays-City-Breaks) - [Visit Torniella](https://www.expedia.co.uk/Torniella.dx6285663) - [Visit Travale](https://www.expedia.co.uk/Travale.dx6361383) - [Visit Valpiana](https://www.expedia.co.uk/Valpiana.dx553248635149842873) - [Visit Vetulonia](https://www.expedia.co.uk/Vetulonia.dx553248635118518917) - [Click & Rent Rental Cars in Vetulonia](https://www.expedia.co.uk/Click-Rent-Car-Rentals-In-Vetulonia.d553248635118518917-c1089.Car-Rental-Guide-Suppliers) - [Car hire Massa Marittima](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Massa-Marittima.d6034961.Car-Hire-Guide) - [Car hire Montepescali](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Montepescali.d6361368.Car-Hire-Guide) - [Car hire Pari](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pari.d6342151.Car-Hire-Guide) - [Car hire Scarlino](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Scarlino.d6059331.Car-Hire-Guide) - [Gavorrano Holiday Rentals](https://www.expedia.co.uk/Gavorrano-Holiday-Rentals.d6046837.Travel-Guide-HolidayRentals) - [Massa Marittima Holiday Rentals](https://www.expedia.co.uk/Massa-Marittima-Holiday-Rentals.d6034961.Travel-Guide-HolidayRentals) - [Roccatederighi Holiday Rentals](https://www.expedia.co.uk/Roccatederighi-Holiday-Rentals.d6049327.Travel-Guide-HolidayRentals) - [Things to do in Campagnatico](https://www.expedia.co.uk/Things-To-Do-In-Campagnatico.d6046357.Travel-Guide-Activities) - [Things to do in Chiusdino](https://www.expedia.co.uk/Things-To-Do-In-Chiusdino.d602582.Travel-Guide-Activities) - [Things to do in Scarlino](https://www.expedia.co.uk/Things-To-Do-In-Scarlino.d6059331.Travel-Guide-Activities) - [Book Hotels in Montemassi on Expedia.it](https://www.expedia.it/Montemassi-Hotel.d6361379.Guida-Viaggi-Hotel) ![](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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