Title: Best Villas in Monteriggioni 2026 | Expedia.co.uk [Monteriggioni Travel Guide](https://expedia.co.uk/Monteriggioni.dx5722)[Hotels in Monteriggioni](https://expedia.co.uk/Monteriggioni-Hotels.d5722.Travel-Guide-Hotels)[Holiday Rentals in Monteriggioni](https://expedia.co.uk/Monteriggioni-Holiday-Rentals.d5722.Travel-Guide-HolidayRentals)[Flights to Monteriggioni](https://expedia.co.uk/Cheap-Flights-To-Monteriggioni.d5722.Travel-Guide-Flights)[Things to do in Monteriggioni](https://expedia.co.uk/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities)[Monteriggioni Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Monteriggioni.d5722.Car-Hire-Guide)[Monteriggioni Holidays](https://expedia.co.uk/Monteriggioni.d5722.Holidays-City-Breaks) ![Monteriggioni medieval fortified village, Siena, Tuscany. Italy](https://images.trvl-media.com/place/5722/ade985ad-7d05-4881-a1ca-98b686784424.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5722/ade985ad-7d05-4881-a1ca-98b686784424.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 [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=5722&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=5722&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) In three months [3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=5722&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [31 Jul - 2 Aug](https://www.expedia.co.uk/Hotel-Search?regionId=5722&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Monteriggioni villas ![Villa, Air conditioning, Courtyard View | Exterior](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/6b3321e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/405723b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Air conditioning, Courtyard View | Property grounds](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/1f2094c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/6427b5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Montecastello [](https://www.expedia.co.uk/Monteriggioni-Hotels-Villa-Montecastello.h126444856.Hotel-Information) Monteriggioni £144 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Monteriggioni-Hotels-Villa-Montecastello.h126444856.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) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/e78584cd.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) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) Siena £5,174 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/c92c20b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/b48487ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/4b9923b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/76c1c946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36 [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-VILLA-ALTAMIRA-Eighteen-Bedroom-Villa.h122488659.Hotel-Information) Colle Val D'Elsa £10,291 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-VILLA-ALTAMIRA-Eighteen-Bedroom-Villa.h122488659.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/7e102377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/a7677d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/3b8ff1ac.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/106000000/105350000/105347600/105347550/fda24de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "A Casa di Franca Villa con piscina" [](https://www.expedia.co.uk/Gambassi-Terme-Hotels-A-Casa-Di-Franca-Villa-Nel-Chianti-With-Private-Pool.h105347550.Hotel-Information) Gambassi Terme 10/10 Exceptional (1 review) "Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas... ![Spain](https://a.travel-assets.com/egds/marks/flags/es.svg) Anonymous traveller £641 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Gambassi-Terme-Hotels-A-Casa-Di-Franca-Villa-Nel-Chianti-With-Private-Pool.h105347550.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1279x0y1-a132bf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/bc5dd1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/0a5c24e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1157x0y1-ed6e0399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18 [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information) Castellina in Chianti £4,501 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127850000/127847600/127847559/684ffca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/128000000/127850000/127847600/127847559/3dc39462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/128000000/127850000/127847600/127847559/6d05a445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/128000000/127850000/127847600/127847559/a12581d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Marcolina [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Villa-Marcolina.h127847559.Hotel-Information) Castelnuovo Berardenga £785 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Villa-Marcolina.h127847559.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/24be0fb5.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33320000/33313600/33313600/2eb34797.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 £4,552 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Siena-Hotels-VILLA-ASCARA-Fifteen-Bedroom-Villa.h33313600.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/9dbd198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/09f4ffea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/59636b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/99750750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Capannina with Private Pool, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information) Vico dʼArbia £898 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/81953563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/656217ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/ae2c6602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/0e2eec35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (8 reviews) "Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ravin N. £1,198 additional charges may apply 20 Apr - 21 Apr [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.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) ![Outdoor banquet area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/717cdd46.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 £1,257 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/0dac13fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/876e46d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/177b4bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/6febdc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viniard Villa - Residence Le Rose in Chianti [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information) Castellina in Chianti £649 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.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) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/44cc70c6.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) ![Pool](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0e41489e.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. £951 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127360000/127357700/127357675/8d70f508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/128000000/127360000/127357700/127357675/273a7d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/128000000/127360000/127357700/127357675/c6b4d121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/128000000/127360000/127357700/127357675/ab254645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Tuscan Villa with 18 rooms -Perfect for Exclusive Events [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Vrbo-Property.h127357675.Hotel-Information) Colle di Val d'Elsa £8,531 includes taxes & fees 4 May - 5 May [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Vrbo-Property.h127357675.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/03709886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/84e17cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/3f159c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121060000/121054000/121053909/1076bf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning [](https://www.expedia.co.uk/Murlo-Hotels-Villa-La-Casa-Nel-Bosco-Antiche-Dimore-With-Shared-Pool.h121053909.Hotel-Information) Siena £172 includes taxes & fees 4 May - 5 May [](https://www.expedia.co.uk/Murlo-Hotels-Villa-La-Casa-Nel-Bosco-Antiche-Dimore-With-Shared-Pool.h121053909.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/b8286297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/4a362287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/03ae69bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/b2bb8dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) Radda in Chianti 10/10 Exceptional (1 review) "Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania." ![Poland](https://a.travel-assets.com/egds/marks/flags/pl.svg) Anonymous traveller £1,535 additional charges may apply 10 Apr - 11 Apr [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/1e6c21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, ping pong](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/c326d5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/2fd0fef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, ping pong](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/fb904e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Milani with Shared Pool, Private Terrace & Wi-Fi [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) Montespertoli 10/10 Exceptional (1 review) "The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott M. £1,572 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/bd7589fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/87d9fa0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/8f497170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/57f40b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan home between Florence & Siena [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) Florence 10/10 Exceptional (7 reviews) "From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra P. £2,192 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/55c68f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/a0bdb0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/08b11dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/d02d90eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Signorino [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) GREVE IN CHIANTI 10/10 Exceptional (2 reviews) "Nice place 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avi A. £373 includes taxes & fees 24 Apr - 25 Apr [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/06053989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/682c69f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/89d7e684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/08415ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites [](https://www.expedia.co.uk/Montespertoli-Hotels-Luxury-Villa-With-Swimmingpool-In-Chianti-Sleeps-22-Large-Groups.h31539094.Hotel-Information) Montespertoli 10/10 Exceptional (38 reviews) "Excellent in every way. Highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed M. £1,593 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Montespertoli-Hotels-Luxury-Villa-With-Swimmingpool-In-Chianti-Sleeps-22-Large-Groups.h31539094.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=2026-04-21&endDate=2026-04-22®ionId=5722&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=RESIDENCE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Monteriggioni%2C+Tuscany%2C+Italy®ionId=5722&latLong=43.367593%2C11.219631&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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%2FMonteriggioni-Villas.d5722-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMonteriggioni-Villas.d5722-aaVillas.Travel-Guide-Accommodation) ## Top Monteriggioni Hotel Reviews ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/38b0d782_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Wonderful location, great service and beautiful accommodation" [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg) ### Hotel Chiusarelli 6/10 Okay "This hotel dates back to 1870, and while the history is evident, it is definitely showing its age. Our room was small, though adequate for our needs. However, the cleanliness was a bit disappointing-the lobby sofa was stained, and the guest room doors were noticeably dirty. There is also a very strong, rose-like floral scent throughout the lobby and rooms which might be overwhelming if you are sensitive to smells. On the positive side, the location is excellent and within walking distance of most major sightseeing spots in Siena. They also offer convenient luggage storage if you arrive before check-in, and the hotel is pet-friendly. Breakfast was also included with our stay." [](https://expedia.co.uk/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg) ### Hotel Italia 10/10 Excellent "Great location with a car and wanting to stay outside the ZTL. Breakfast was good and the ladies who worked the breakfast area were so very nice, kind, and helpful. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Formerly a palace, very cool. Breakfast was excellent. Views from the terrace Breathtaking. My favourite hotel in Italy. BOOK IT!!!" [](https://expedia.co.uk/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8_y.jpg) ### Hotel Athena 10/10 Excellent "Walkable to town center. Comfy beds and spotless rooms. Front desk is delightful and helpful. Excellent breakfasts that you will miss later :)" [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Executive](https://images.trvl-media.com/lodging/1000000/10000/3600/3559/cbe470ec_y.jpg) ### Hotel Executive 10/10 Excellent "Good breakfast! Clean!" [](https://expedia.co.uk/Siena-Hotels-Hotel-Executive.h3559.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56_y.jpg) ### Villa Scacciapensieri Boutique Hotel 2/10 Terrible "This hotel is a total scam. They state that no outside food or drinks are allowed on the premises. One night, staff saw us bringing a pizza back to our room but said nothing at the time. The next morning, they suddenly demanded a €50 fine. We tried to reason with them, but they insisted on charging my credit card anyway. This was an unfair dispute and an unreasonable charge. Luckily, my credit card company eventually reversed the €50 charge. Please think twice before booking this hotel." [](https://expedia.co.uk/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565_y.jpg) ### Hotel Leon Bianco 10/10 Excellent "Breakfast was very good, simple but good. Bar? Didn’t see one. " [](https://expedia.co.uk/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg) ### Hotel Minerva 8/10 Good "Property was clean a tidy, was a little dated but still nice, view over Siena from the terrace was stunning. Staff were helpful and friendly giving us a map and guide of places of interest in the town. Included breakfast had great options and car park was convenient and safe." [](https://expedia.co.uk/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information) ## Find out more about Monteriggioni ## Monteriggioni Villas information | Number of reviews | 62 | | ----------------- | ----------- | | Accommodation | 1640 Villas | | Lowest Price | £144 | | Highest Price | £10,291 | ## Frequently asked questions ### How much do villas in Monteriggioni cost? ### How many villas are there in Monteriggioni? ### Why book your villa in Monteriggioni with Expedia? ### How can I find cheap villas in Monteriggioni? ### What is there to do near my villa in Monteriggioni? ## Explore a world of travel with Expedia - More ways to book - [Book Villas in Monteriggioni on Expedia.it ](https://www.expedia.it/Monteriggioni-Ville.d5722-aaVille.Guida-Viaggi-Alloggi)