Title: Montaione Vacation Home Rentals from CA $129: Search Top Private Vacation Homes for Rent | Expedia.ca [Montaione Travel Guide](https://expedia.ca/Montaione.dx602919)[Hotels in Montaione](https://expedia.ca/Montaione-Hotels.d602919.Travel-Guide-Hotels)[Vacation Rentals in Montaione](https://expedia.ca/Montaione-Vacation-Rentals.d602919.Travel-Guide-VacationRentals)[Flights to Montaione](https://expedia.ca/Cheap-Flights-To-Montaione.d602919.Travel-Guide-Flights)[Montaione Car Rentals](https://expedia.ca/Car-Rentals-In-Montaione.d602919.Car-Rental-Guide)[Montaione Vacation Packages](https://expedia.ca/Montaione.d602919.Destination-Travel-Guides) ![Landgut](https://images.trvl-media.com/place/602919/51fe205b-d42b-4f8d-8923-ef130f630e3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/602919/51fe205b-d42b-4f8d-8923-ef130f630e3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=602919&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=602919&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=602919&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=602919&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montaione vacation homes ![Exterior](https://images.trvl-media.com/lodging/40000000/39940000/39934000/39933940/3f422fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39940000/39934000/39933940/7fb77739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39940000/39934000/39933940/c5d93361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934000/39933940/de3a73ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside [](https://www.expedia.ca/Montaione-Hotels-Farmhouse-In-The-Heart-Of-Tuscany.h39933940.Hotel-Information) Toscana CA $193 CA $229 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Montaione-Hotels-Farmhouse-In-The-Heart-Of-Tuscany.h39933940.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118610000/118609200/118609109/d6a9ba64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/119000000/118610000/118609200/118609109/954ad17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118610000/118609200/118609109/6bfc775d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118610000/118609200/118609109/74722e0b_edited_3bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Settefrati, private pool and hot tub [](https://www.expedia.ca/Montaione-Hotels-Podere-Settefrati.h118609109.Hotel-Information) Montaione CA $1,858 CA $2,158 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Montaione-Hotels-Podere-Settefrati.h118609109.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/107000000/106560000/106550600/106550547/97c8f6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106560000/106550600/106550547/4d8662b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106560000/106550600/106550547/90ff3b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106560000/106550600/106550547/437604b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Fattoria Antinoro Relax - Firenze' with Shared Pool and Air Conditioning [](https://www.expedia.ca/Montelupo-Fiorentino-Hotels-Holiday-Home-Fattoria-Antinoro-Relax-Con-Piscina-With-Shared-Pool.h106550547.Hotel-Information) Montelupo Fiorentino 8.0/10 Very good (1 review) "Pros: Sehr schönes Areal, gepflegt - Wohnung - wie beschrieben - alles vorhanden Cons: Keine Möglichkeit draußen zu sitzen, weder Terrasse noch Balkon. Auf Nachfrage: alles privat. Die Wohnung ist für 4-5 Gäste ausgelegt, aber es gab nur 2 Liegestühle. Ebenfalls nachgefragt: der Besitzer gestattet nur max 2 Liegestühle pro Wohnung. Keine Sonnenschirme am Pool, kein Schatten und das bei 34 Grad." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller CA $374 CA $543 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Montelupo-Fiorentino-Hotels-Holiday-Home-Fattoria-Antinoro-Relax-Con-Piscina-With-Shared-Pool.h106550547.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/77d8ad70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/de85b0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/f52ea845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/a27ccb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Craft House Badia a Passignano [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information) Barberino Tavarnelle 9.8/10 Exceptional (9 reviews) "Great food in the area. Beautiful church tour and a fantastic host for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig & Conny M. CA $239 CA $336 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/a67674df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/260b4111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4e7093c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Vacanze Le Case [](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information) San Gimignano 9.0/10 Wonderful (8 reviews) "Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10\. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie CA $149 CA $173 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117300000/117295400/117295313/ff78e8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117300000/117295400/117295313/4c17c1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117300000/117295400/117295313/c2f73fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117295400/117295313/4cef7a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Oasi Al Sole' with Private Garden and Wi-Fi [](https://www.expedia.ca/Santa-Maria-A-Monte-Hotels-Holiday-Home-Oasi-Al-Sole-With-Private-Garden-And-Wi-Fi.h117295313.Hotel-Information) Santa Maria a Monte 10/10 Exceptional (1 review) "Pros: Wir haben uns sehr wohlgefühlt. Tolle Ferienunterkunft mit allem ausgestattet was man benötigt. Es hat alles super geklappt- vom Check in bis zum Check out. Der Vermieter ist immer erreichbar und sehr freundlich und hilfsbereit. Wir können diese Unterkunft gerne weiterempfehlen." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller CA $495 CA $579 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Santa-Maria-A-Monte-Hotels-Holiday-Home-Oasi-Al-Sole-With-Private-Garden-And-Wi-Fi.h117295313.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/579ecb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/d4153827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/f31f9c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/0bda44dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Lifi Cozy Tuscany House [](https://www.expedia.ca/Scandicci-Hotels-Cozy-Holiday-Home-With-Garden-In-Tuscany-San-Vincenzo-A-Torri.h125312869.Hotel-Information) San Vincenzo A Torri CA $247 CA $335 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Scandicci-Hotels-Cozy-Holiday-Home-With-Garden-In-Tuscany-San-Vincenzo-A-Torri.h125312869.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105810000/105806500/105806442/9bd1c66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/106000000/105810000/105806500/105806442/135da3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105810000/105806500/105806442/6b5efeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105810000/105806500/105806442/9199d158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monolocale con resede esterno privato [](https://www.expedia.ca/Signa-Hotels-Monolocale-Con-Resede-Esterno-Privato.h105806442.Hotel-Information) Signa 8.0/10 Very good (1 review) "Very friendly hosts, " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mario CA $126 CA $129 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Signa-Hotels-Monolocale-Con-Resede-Esterno-Privato.h105806442.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/c2de7201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/343d0b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La Ferrozzola [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (9 reviews) "Very nice agriturismo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth CA $177 CA $202 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105710000/105710000/105709977/fa4736c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105710000/105710000/105709977/a7029e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105710000/105710000/105709977/5ccea11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, dishwasher, highchair](https://images.trvl-media.com/lodging/106000000/105710000/105710000/105709977/65653591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double bedroom with exclusive bathroom and private access from the outside [](https://www.expedia.ca/Lamporecchio-Hotels-Double-Bedroom-With-Exclusive-Bathroom-And-Private-Access-From-The-Outside.h105709977.Hotel-Information) Lamporecchio CA $105 CA $137 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Lamporecchio-Hotels-Double-Bedroom-With-Exclusive-Bathroom-And-Private-Access-From-The-Outside.h105709977.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33950000/33944900/33944818/f788111c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33950000/33944900/33944818/ede839ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33950000/33944900/33944818/4d27a088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33950000/33944900/33944818/602617a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE TUSCAN RUSTIC NEST [](https://www.expedia.ca/Ponsacco-Hotels-Nest-Rustic-Tuscan.h33944818.Hotel-Information) Ponsacco 9.8/10 Exceptional (16 reviews) "Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert CA $121 CA $158 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Ponsacco-Hotels-Nest-Rustic-Tuscan.h33944818.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/ce60d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/e58d8be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/d318c3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/0fa37597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside! [](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information) casole d'elsa siena 10/10 Exceptional (43 reviews) "We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Linda T. CA $314 CA $551 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114300000/114294000/114293969/c9856079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114300000/114294000/114293969/89571e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114300000/114294000/114293969/273138fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114300000/114294000/114293969/858d51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 11\. Appartmento [](https://www.expedia.ca/Signa-Hotels-11-Appartmento.h114293969.Hotel-Information) Signa CA $185 CA $189 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Signa-Hotels-11-Appartmento.h114293969.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/126000000/125690000/125681600/125681595/19a417a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125690000/125681600/125681595/50762719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/126000000/125690000/125681600/125681595/d95254ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125690000/125681600/125681595/8d517420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunflowers abode Your rustic home in the center of all Tuscan destinations! [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h125681595.Hotel-Information) Toscana CA $242 CA $458 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h125681595.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/c8f6c584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/812c14c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/465c4e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/f8032427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi [](https://www.expedia.ca/Volterra-Hotels-Holiday-Home-La-Casetta-With-Private-Terrace.h117985575.Hotel-Information) Volterra CA $148 CA $174 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Volterra-Hotels-Holiday-Home-La-Casetta-With-Private-Terrace.h117985575.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124870000/124864400/124864368/3c03d7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124870000/124864400/124864368/5a963a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/125000000/124870000/124864400/124864368/926e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124870000/124864400/124864368/0191bd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom house in charming Usigliano with breathtaking views [](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Cozy-2-Bedroom-House-In-Charming-Usigliano-With-Breathtaking-Views.h124864368.Hotel-Information) Usigliano CA $168 CA $197 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Cozy-2-Bedroom-House-In-Charming-Usigliano-With-Breathtaking-Views.h124864368.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/ccb10b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/613bb3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/c448c013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/9faa4b6b_edited_988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Grotta di Leonardo a Vinci [](https://www.expedia.ca/Vinci-Hotels-La-Grotta-Di-Leonardo-A-Vinci.h103358164.Hotel-Information) vinci CA $113 CA $177 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Vinci-Hotels-La-Grotta-Di-Leonardo-A-Vinci.h103358164.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117070000/117063300/117063271/f3925763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117070000/117063300/117063271/099e26ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117070000/117063300/117063271/07c948d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117070000/117063300/117063271/578627e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Immersed in the magic of Tuscany [](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Immersed-In-The-Magic-Of-Tuscany.h117063271.Hotel-Information) Collemontanino CA $138 CA $167 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Immersed-In-The-Magic-Of-Tuscany.h117063271.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/c7076070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/1d63c974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/72d49276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/bea6b45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns. [](https://www.expedia.ca/Monteriggioni-Hotels-Pleasant-Characteristic-Hayloft-That-Has-Been-Renovated-Into-Holiday-Apartment-In-A-Part-Of-The-Chianti-That-Is-Ideal-For-Visiting-The-Most-Important-Towns.h27461842.Hotel-Information) Monteriggioni 10/10 Exceptional (12 reviews) "Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel D. CA $361 CA $521 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Monteriggioni-Hotels-Pleasant-Characteristic-Hayloft-That-Has-Been-Renovated-Into-Holiday-Apartment-In-A-Part-Of-The-Chianti-That-Is-Ideal-For-Visiting-The-Most-Important-Towns.h27461842.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117960000/117956800/117956756/19ae4ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117960000/117956800/117956756/d25bae21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117960000/117956800/117956756/d0e92ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117960000/117956800/117956756/7a1aff87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Relax In Tuscany With Pool' with Shared Pool, Garden and Air Conditioning [](https://www.expedia.ca/Castellina-Marittima-Hotels-Holiday-Home-Relax-In-Tuscany-With-Pool-With-Shared-Pool.h117956756.Hotel-Information) Castellina Marittima CA $355 CA $486 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Castellina-Marittima-Hotels-Holiday-Home-Relax-In-Tuscany-With-Pool-With-Shared-Pool.h117956756.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.ca/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=602919&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-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_602919) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME) Residences [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=RESIDENCE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Montaione%2C+Tuscany%2C+Italy®ionId=602919&latLong=43.552746%2C10.914064&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMontaione-Private-Vacation-Homes.d602919-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontaione-Private-Vacation-Homes.d602919-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Montaione Hotel Reviews ![Castelfalfi](https://images.trvl-media.com/lodging/17000000/16120000/16117500/16117482/9745d003_y.jpg) ### Castelfalfi 10/10 Excellent "Beautiful property " [](https://expedia.ca/Montaione-Hotels-TOSCANA-RESORT-CASTELFALFI.h16117482.Hotel-Information) ![Boccioleto Resort&Spa](https://images.trvl-media.com/lodging/23000000/22250000/22242100/22242073/11898822_y.jpg) ### Boccioleto Resort&Spa 10/10 Excellent "Staff were very friendly and the rooms were clean and spacious! " [](https://expedia.ca/Montaione-Hotels-Boccioleto-ResortSpa.h22242073.Hotel-Information) ![Borgo san Benedetto](https://images.trvl-media.com/lodging/7000000/6500000/6493300/6493253/d212bf0c_y.jpg) ### Borgo san Benedetto 10/10 Excellent "Lovely grounds, beautiful apartment, grocery stores close by, great jumping off point for exploring Tuscany!" [](https://expedia.ca/Montaione-Hotels-Borgo-San-Benedetto.h6493253.Hotel-Information) ![Villa Sestilia](https://images.trvl-media.com/lodging/7000000/6490000/6483500/6483419/f82fc57e_y.jpg) ### Villa Sestilia 10/10 Excellent "Very charming accommodations! Staff is highly attentive. Room was very clean and beautifully appointed. Pools are immaculate. Highly recommend!!! " [](https://expedia.ca/Montaione-Hotels-Villa-Sestilia.h6483419.Hotel-Information) ![Hotel le Macine](https://images.trvl-media.com/lodging/29000000/28910000/28902700/28902617/7218dfbc_y.jpg) ### Hotel le Macine 10/10 Excellent "Beautiful hotel. I didn’t quite understand we’d have to do a “staff-less” check in but once we saw our room keys it was extremely easy. The hotel is beautiful and it is a very peaceful town with amazing Tuscan views. The restaurant seems to be one of the best ones in the area. We went to San Gimignano and didn’t get a chance to dine there. Would definitely stay again. " [](https://expedia.ca/Montaione-Hotels-Hotel-Le-Macine.h28902617.Hotel-Information) ![VallacchiB&B Tuscany Solution for Holiday tipical country house Family Friendly](https://images.trvl-media.com/lodging/66000000/65730000/65729900/65729802/b3c5cf6a_y.jpg) ### VallacchiB&B Tuscany Solution for Holiday tipical country house Family Friendly 10/10 Excellent "The property sits in a very quiet area off the local roads accessed by a mile or so of gravel track. The owner Loredana, has been hosting for 25 years and has created a very comfortable apartment next door to her family home. The gardens are peaceful, packed with pomegranate, pear, apple and olive. The two dogs, the chickens and cats are friendly without invading your peace and quiet. The pool was great and just what we needed after the day trips. We arrived in the middle of a heatwave with temperatures up to 40 degrees. Despite this and with careful instruction, the old building remained cool enough without air conditioning to get a good night’s sleep. Centrally located we visited Lucca, San Gimignano, Sienna and Vinci. We shopped at the local grocery store in Corazzano and at Lidl in Castelfiorentino. We tended to eat out at lunch time and eat at the apartment at night. The only local meal we had was at Casa Lucullo about 3 miles away; excellent food and the only English family amongst many, many Italian families. We are a family of four; 50-something parents with 21,18 and 15 year old daughters. We thoroughly enjoyed ourselves and would highly recommend this property for its relaxing nature and central location. Things we didn’t do that are local options are wine tasting very close at hand and cycle hire in Castelfiorentino. " [](https://expedia.ca/Montaione-Hotels-Appartamento.h65729802.Hotel-Information) ![LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW](https://images.trvl-media.com/lodging/25000000/24940000/24932800/24932751/64566446_y.jpg) ### LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW 10/10 Excellent "We loved our two-week stay at La Villetta and hope to return. It does have a million-dollar view in all directions, and the beautifully landscaped terraces with pavilions provide many places to relax and enjoy the views and surroundings.Paulo was a charming host who provided fresh eggs and La Villetta’s own fantastically good olive oil, and Andrea a responsive and helpful contact. The nearby small community of Montaione is a lovely old hill town with several good restaurants full of local patrons. I’Ciampa was our favorite, and we also enjoyed coffees and pastries at Pasticceria Filli several mornings.The house is charming and comfortable. It was clean and included some very nice touches, like an old pantry cabinet loaded with colorful ceramics, wine glasses, other essentials, and unexpected things like a soup tureen.La Villetta was the home base from which we visited Florence and other Tuscan towns via rental cars, plus a two-day trip to Pompei via train from Florence. Renting a smaller vehicle or vehicles (as opposed to an American full-sized SUV or truck) is a good idea since the local roads are quite narrow, steep, and full of hairpin turns." [](https://expedia.ca/Montaione-Hotels-LA-Villetta-IS-A-Independent-House-With-Pool-Private-Garden-AND-Panoramic-View.h24932751.Hotel-Information) ## Find out more about Montaione ## Montaione Vacation Homes information | Number of reviews | 100 | | ----------------- | ----------------- | | Accommodation | 86 Vacation Homes | | Lowest Price | CA $129 | | Highest Price | CA $2,158 | ## Explore a world of travel with Expedia - More ways to book - [Book Vacation Homes in Montaione on Expedia.it ](https://www.expedia.it/Montaione-Case-Vacanze-Private.d602919-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)