Title: Best Villas in Montalcino 2026 | Expedia.co.uk [Montalcino Travel Guide](https://expedia.co.uk/Montalcino.dx6025631)[Hotels in Montalcino](https://expedia.co.uk/Montalcino-Hotels.d6025631.Travel-Guide-Hotels)[Holiday Rentals in Montalcino](https://expedia.co.uk/Montalcino-Holiday-Rentals.d6025631.Travel-Guide-HolidayRentals)[Flights to Montalcino](https://expedia.co.uk/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights)[Things to do in Montalcino](https://expedia.co.uk/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)[Montalcino Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Montalcino.d6025631.Car-Hire-Guide)[Montalcino Holidays](https://expedia.co.uk/Montalcino.d6025631.Holidays-City-Breaks) ![Montalcino featuring a sunset and heritage architecture](https://images.trvl-media.com/place/6025631/a4fff669-7ab2-4916-b5e4-83b0ec3a76bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6025631/a4fff669-7ab2-4916-b5e4-83b0ec3a76bf.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 In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6025631&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=6025631&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=6025631&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=6025631&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 Montalcino villas ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/7d69769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/w1276h853x4y0-c7c68e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/2775c3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino [](https://www.expedia.co.uk/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) Montalcino £5,622 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/b294561e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 11 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/56b29ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/675c208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living room | TV](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/51398e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Brunello [](https://www.expedia.co.uk/Montalcino-Hotels-Antico-Brunello.h34180027.Hotel-Information) Montalcino £6,337 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Montalcino-Hotels-Antico-Brunello.h34180027.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/06c0aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/8e90470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) Siena £5,215 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/b93cd03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/289988b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/663d28a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/24be0fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30 [](https://www.expedia.co.uk/Siena-Hotels-VILLA-ASCARA-Fifteen-Bedroom-Villa.h33313600.Hotel-Information) Siena £4,585 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Siena-Hotels-VILLA-ASCARA-Fifteen-Bedroom-Villa.h33313600.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.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) ![Standard Triple Room | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.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 27 Feb - 28 Feb [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/be1cb408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/717da8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/w1416h960x24y0-3932821f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/452e835a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Tuscany Villa w/ Private Infinity Pool [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Charming-Tuscany-Villa-W-Private-Infinity-Pool.h122917093.Hotel-Information) Castel del Piano £103 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Charming-Tuscany-Villa-W-Private-Infinity-Pool.h122917093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.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) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.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) ### 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 27 Feb - 28 Feb [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/144c6347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, bed sheets](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/7bf35f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/5cb185bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/f3d4501e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34 [](https://www.expedia.co.uk/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.Hotel-Information) Cortona £4,668 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/e89790c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/a81a7253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/4fcbe3dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/0584a19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15 [](https://www.expedia.co.uk/Sarteano-Hotels-VILLA-CORTE-ANTICA-Seven-Bedroom-Villa.h112368731.Hotel-Information) Montepulciano £2,023 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Sarteano-Hotels-VILLA-CORTE-ANTICA-Seven-Bedroom-Villa.h112368731.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/09e999d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/2d07f094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/4d84a43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/a9ba220a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi [](https://www.expedia.co.uk/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information) Roccastrada GR £1,143 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/798e008d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/b1163ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/1b3afdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/1b99bc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Capanna: A Window onto Tuscany [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capanna-A-Window-Onto-Tuscany.h123292181.Hotel-Information) Vico dʼArbia £1,150 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capanna-A-Window-Onto-Tuscany.h123292181.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/7831fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/3906758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/da91467f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/e4aded98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa - Podere Monti [](https://www.expedia.co.uk/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.Hotel-Information) Sant'Albino 10/10 Exceptional (1 review) "An idyllic villa in a stunning location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen O. £1,202 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/ed1d3fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/1da846fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/432cc17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/e54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse with Swimming Pool in Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) Montepulciano £1,883 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/1995ccbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/e9dc4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. [](https://www.expedia.co.uk/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) Trequanda £787 includes taxes & fees 20 Feb - 21 Feb [](https://www.expedia.co.uk/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/06c9aff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/w2033h1522x0y0-a990edd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/79895cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/9dea8d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Murlo-Hotels-Villa-La-Casa-Nel-Bosco-Antiche-Dimore-With-Shared-Pool.h121053909.Hotel-Information) Siena £253 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Murlo-Hotels-Villa-La-Casa-Nel-Bosco-Antiche-Dimore-With-Shared-Pool.h121053909.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/bed5a9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/44cc70c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/24ff1535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi [](https://www.expedia.co.uk/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) Rapolano Terme 9.0/10 Wonderful (4 reviews) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Toon M. £761 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/7dec8a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/f5aad41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/2e9c5263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/e3bba8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Torre Among the Hills of Siena [](https://www.expedia.co.uk/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.Hotel-Information) Vico dʼArbia £1,150 includes taxes & fees 14 Feb - 15 Feb [](https://www.expedia.co.uk/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/21c57ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/8a63955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/d6356e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/534b658d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) Cortona £481 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/w2401h1080x4y0-f5dfa19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/1e1ca09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/c525ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/11b713fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA IL MATTO with salt pool, with spa and sauna [](https://www.expedia.co.uk/Arezzo-Hotels-Vrbo-Property.h104120432.Hotel-Information) Toscana £373 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Arezzo-Hotels-Vrbo-Property.h104120432.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/95f75aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/5468c9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/7cc705a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/c851a8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and spacious ground floor villa of 142 m2 located in a private area of ​​the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok [](https://www.expedia.co.uk/Trequanda-Hotels-Elegant-And-Spacious-Ground-Floor-Villa-Of-142-M2-Located-In-A-Private-Area-Of-The-Estate-Suitable-For-Those-With-Mobility-Difficulties-Composed-Of-A-Large-Living-Room-With-Fireplace.h98678099.Hotel-Information) Trequanda £264 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Trequanda-Hotels-Elegant-And-Spacious-Ground-Floor-Villa-Of-142-M2-Located-In-A-Private-Area-Of-The-Estate-Suitable-For-Those-With-Mobility-Difficulties-Composed-Of-A-Large-Living-Room-With-Fireplace.h98678099.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=2026-02-26&endDate=2026-02-27®ionId=6025631&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=AA_SPRING_PROMO_6025631) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APART_HOTEL) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=RESIDENCE) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Montalcino%2C+Tuscany%2C+Italy®ionId=6025631&latLong=43.055119%2C11.488996&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CHALET) ![](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%2FMontalcino-Villas.d6025631-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontalcino-Villas.d6025631-aaVillas.Travel-Guide-Accommodation) ## Top Montalcino Hotel Reviews ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Perfect location … great quality/value … nice staff" [](https://expedia.co.uk/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Great hotel, beautiful view and excellent service from the personnel. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property. " [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo." [](https://expedia.co.uk/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "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) ![Villa Le Prata - Residenza del Vescovo ](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777_y.jpg) ### Villa Le Prata - Residenza del Vescovo 10/10 Excellent "We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!" [](https://expedia.co.uk/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg) ### Mastrojanni Relais 10/10 Excellent "This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! " [](https://expedia.co.uk/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ## Find out more about Montalcino ## Montalcino Villas information | Number of reviews | 86 | | ----------------- | ----------- | | Accommodation | 1664 Villas | | Lowest Price | £68 | | Highest Price | £6,337 | ## Frequently asked questions ### How much do villas in Montalcino cost? ### How many villas are there in Montalcino? ### Why book your villa in Montalcino with Expedia? ### How can I find cheap villas in Montalcino? ### What is there to do near my villa in Montalcino? ## Explore a world of travel with Expedia - More ways to book - [Book Villas in Montalcino on Expedia.it ](https://www.expedia.it/Montalcino-Ville.d6025631-aaVille.Guida-Viaggi-Alloggi)