Title: Siena Villas from CA $224 | Expedia.ca [Siena Travel Guide](https://expedia.ca/Siena.dx9821)[Hotels in Siena](https://expedia.ca/Siena-Hotels.d9821.Travel-Guide-Hotels)[Vacation Rentals in Siena](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)[Flights to Siena](https://expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)[Things to do in Siena](https://expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)[Siena Car Rentals](https://expedia.ca/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)[Siena Vacation Packages](https://expedia.ca/Siena.d9821.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Siena Villa Rentals from CA $224 ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Siena Villas ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/f1f06d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/8a8a1809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/c3bcd9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/9081825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC Radda in Chianti 8.0/10 Very good (1) "We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ana r. CA $1,055 CA $2,099 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-4-Bedroom-Stonehouse-With-Stunning-Pool-In-The-Chianti-Countryside-With-WiFi.h114245407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.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) ![Interior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/w1276h853x4y0-c7c68e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24 Montalcino CA $9,683 CA $10,497 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/c2fdac3a.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) ![7 bedrooms, internet](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2513fe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9be37908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 Siena CA $9,738 CA $9,738 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian K. CA $192 CA $224 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/df76d7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/28509faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 Gaiole in Chianti CA $9,683 CA $10,497 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.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 | Living room](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/12277fe3.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](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/4ea581b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Brunello Montalcino CA $10,741 CA $11,831 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-Antico-Brunello.h34180027.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/d88438f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/cc6f8d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/6b4bd921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/w745h499x12y7-5d6f59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### panoramica casa con piscina privata siena 7.0/10 Good (10) "We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany.... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Olivier B. CA $132 CA $244 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chiusdino-Hotels-Panoramica-Casa-Con-Piscina-Privata.h27125149.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/c9dc3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/1f150e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/4214b7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/824f3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan home between Florence & Siena Florence 10/10 Exceptional (6) "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. CA $1,797 CA $2,796 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/w2189h1640x4y5-0fbf58c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/e3cae5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/9937dca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/87c073f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!! Montespertoli 10/10 Exceptional (12) "Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise D. CA $2,034 CA $2,330 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montespertoli-Hotels-Luxury.h32584249.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/9188e7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/419c09ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/6703c11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Milani with Shared Pool, Private Terrace & Wi-Fi Montespertoli 10/10 Exceptional (1) "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. CA $2,143 CA $2,147 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/c7d590be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/ea41bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/02b896e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/608550a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA SOLATA - Nine Bedroom Villa, Sleeps 20 Siena CA $2,905 CA $2,905 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bucine-Hotels-VILLA-SOLATA-Nine-Bedroom-Villa.h112078745.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7f0bb06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/63f2ab21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/360bcf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7b221345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dei Pavoni - Luxury Villa on top of hills in Florence Toscana 10/10 Exceptional (1) "The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leopard I. CA $2,900 CA $3,313 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Dei-Pavoni-Luxury-Villa-On-Top-Of-Hills-In-Florence.h110132299.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/47b129c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/afd50901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/564262ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/3d6f9205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa in the Florentine hills Florence 9.8/10 Exceptional (143) "Beautiful property and great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) edward p. CA $570 CA $819 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Florence-Hotels-Luxury-Villa-In-The-Florentine-Hills.h18773430.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/5d1ad91c.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) ![Dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/513cbcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/c44dc7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony Radda in Chianti 10/10 Exceptional (1) "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 CA $1,826 CA $2,865 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.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/84000000/83210000/83207300/83207211/41d8a81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/34f96c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/61b3ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi Gaiole in Chianti 10/10 Exceptional (7) "Country location but easy access to a great local winery/restaurant and the town of Gaiole." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) russ h. CA $1,000 CA $1,039 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/ae26ba3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/f8538ee9.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/12f2ed0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi Roccastrada GR CA $1,806 CA $1,912 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/7c4f18b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/0b85ef1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/8cd1bfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/172980eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w Trequanda CA $338 CA $412 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98678065.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) ![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/44c581bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/2610e960.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 GREVE IN CHIANTI 10/10 Exceptional (2) "Nice place 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avi A. CA $498 CA $711 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/60af890d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/f89f6ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/b543a4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/5448a085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning Rignano sull'Arno 7.0/10 Good (2) "We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman C. CA $2,540 CA $3,440 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Villa-Il-Frassine-With-Private-Pool.h99787239.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.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) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/44930fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. Trequanda CA $895 CA $1,492 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.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=2025-11-09&endDate=2025-11-10®ionId=9821&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSiena-Villas.d9821-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiena-Villas.d9821-aaVillas.Travel-Guide-Accommodation) ## Top Siena Hotel Reviews ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Nice location breakfast is repetitive and not hot... Otherwise all else was great" [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Relais La Corte Dei Cavalieri](//images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/c9a65eed_y.jpg) ### Relais La Corte Dei Cavalieri 8/10 Good "Nice and easy checking friendly staff " [](https://expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.Hotel-Information) ![Siena Vip](//images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/4b41a72a_y.jpg) ### Siena Vip 10/10 Excellent "Our stay was nice. The place was very clean. The owner was very nice and accomodating. Just one warning, there are general curtains up that you can kind of see through. No issue but be prepared." [](https://expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](//images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg) ### Villa Scacciapensieri Boutique Hotel 10/10 Excellent "Fantastic surroundings, very peaceful & relaxing environment " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Villa del Sole Siena](//images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "Beautiful small hotel with an exceptional staff. " [](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Hotel Minerva](//images.trvl-media.com/lodging/1000000/800000/800000/799995/a2bbae90_y.jpg) ### Hotel Minerva 10/10 Excellent "Winderful property." [](https://expedia.ca/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information) ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Excellent hotel with great service." [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Piccolo Hotel Etruria](//images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg) ### Piccolo Hotel Etruria 10/10 Excellent "Otima localização." [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information) ## Find out more about Siena ## Siena Villas information | Number of reviews | 185 | | --- | --- | | Accommodation | 95 Villas | | Lowest Price | CA $224 | | Highest Price | CA $11,831 | ## Frequently asked questions ### How much do villas in Siena cost? > You can expect to pay between CA $224 and CA $11,831 per night for villas in Siena. Whatever your budget, the perfect getaway is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many villas are there in Siena? > Siena has 95 villas to select from. Find your ideal stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool. ### Why book your villa in Siena with Expedia? > Booking a villa in Siena is as simple as working out your travel dates and selecting an option that meets your needs. Searching for something luxurious or low cost, or a property that also comes with free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit. ### How can I find cheap villas in Siena? > Expedia is here to help you easily source cheap villas in Siena. Use our convenient filter tool to select amenities, budget and star rating to refine your search and find the best place to stay in a matter of clicks. ### What is there to do near my villa in Siena? > You'll find loads of terrific things to fill your days in Siena. Drop by big attractions like [Museo dell'Acqua](https://www.expedia.ca/Museo-DellAcqua-Siena.d553248621562145343.Vacation-Attraction), [Accademia Musicale Chigiana](https://www.expedia.ca/Accademia-Musicale-Chigiana-Siena-Historical-Center.d6287305.Vacation-Attraction) and [Basilica dell'Osservanza](https://www.expedia.ca/Basilica-DellOsservanza-Siena.d6287291.Vacation-Attraction). [Palasport Mens Sana](https://www.expedia.ca/Palasport-Mens-Sana-Siena.d6077940.Vacation-Attraction), [Porta Romana](https://www.expedia.ca/Porta-Romana-Siena.d6310375.Vacation-Attraction) and [San Spirito](https://www.expedia.ca/San-Spirito-Siena-Historical-Center.d6077960.Vacation-Attraction) are also visited by many. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in San Rocco a Pilli](https://www.expedia.ca/4Star-San-Rocco-A-Pilli-Hotels.s40-0-d6285685.Travel-Guide-Filter-Hotels) - [Agostoli Hotels](https://www.expedia.ca/Agostoli-Hotels.d553248635975863234.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Bagnaia](https://www.expedia.ca/Bagnaia-Hotels-LGBT-Friendly-Hotel.0-0-d6046167-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bossi Hotels](https://www.expedia.ca/Bossi-Hotels.d553248622858799636.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Casanova Pansarine](https://www.expedia.ca/Casanova-Pansarine-Hotels-LGBT-Friendly-Hotel.0-0-d6338184-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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[Resorts in Val d'Elsa](https://www.expedia.ca/Val-DElsa-Resort-Hotels.d6047917-aaResortHotels.Travel-Guide-Accommodation) - [Villa Parigini Hotels](https://www.expedia.ca/Villa-Parigini-Hotels.d553248622847106390.Travel-Guide-Hotels) - [Resorts in Villa](https://www.expedia.ca/Villa-Resort-Hotels.d553248635118822693-aaResortHotels.Travel-Guide-Accommodation) - [Ville di Corsano Hotels](https://www.expedia.ca/Ville-Di-Corsano-Hotels.d6361513.Travel-Guide-Hotels) - [Volte Basse Hotels](https://www.expedia.ca/Volte-Basse-Hotels.d3000416925.Travel-Guide-Hotels) - [Flights to Province of Siena](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations) - [Flights from Taverne d'Arbia](https://www.expedia.ca/lp/flights/3000388927/flights-from-taverne-darbia) - [Flights from Val di Pugna](https://www.expedia.ca/lp/flights/553248635149838501/flights-from-val-di-pugna) - [Flights from London (LHR) to Siena (SAY)](https://www.expedia.ca/lp/flights/lhr/say/london-to-siena) - [Flights from Ottawa (YOW) to Siena (SAY)](https://www.expedia.ca/lp/flights/yow/say/ottawa-to-siena) - [Flights from Québec (YQB) to Siena (SAY)](https://www.expedia.ca/lp/flights/yqb/say/quebec-to-siena) - [Flights from Montreal (YUL) to Siena (SAY)](https://www.expedia.ca/lp/flights/yul/say/montreal-to-siena) - [Flights from Vancouver (YVR) to Siena (SAY)](https://www.expedia.ca/lp/flights/yvr/say/vancouver-to-siena) - [Flights from Calgary (YYC) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyc/say/calgary-to-siena) - [Flights from Toronto (YYZ) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyz/say/toronto-to-siena) - [Visit Badesse](https://www.expedia.ca/Badesse.dx553248635118858455) - [Fortezza Medicea](https://www.expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction) - [Visit Le Tolfe](https://www.expedia.ca/Le-Tolfe.dx553248622897701422) - [Monteriggioni Castle](https://www.expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) - [Visit Monteriggioni](https://www.expedia.ca/Monteriggioni.dx5722) - [Visit Monteroni d'Arbia](https://www.expedia.ca/Monteroni-DArbia.dx6053877) - [Province of Siena Vacations](https://www.expedia.ca/Province-Of-Siena.d6047850.Destination-Travel-Guides) - [Visit Province of Siena](https://www.expedia.ca/Province-Of-Siena.dx6047850) - [Visit San Giovanni A Cerreto](https://www.expedia.ca/San-Giovanni-A-Cerreto.dx553248622859516344) - [Visit San Rocco a Pilli](https://www.expedia.ca/San-Rocco-A-Pilli.dx6285685) - [Visit Siena City Centre](https://www.expedia.ca/Siena-Siena-City-Centre.dx553248633938945205) - [Visit Siena Historical Center](https://www.expedia.ca/Siena-Siena-Historical-Center.dx6285925) - [Visit Ville di Corsano](https://www.expedia.ca/Ville-Di-Corsano.dx6361513) - [Car rental Monteriggioni](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide) - [Province of Siena Vacation Rentals](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations) - [Things to do in Monteriggioni](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities) - [Things to do in Province of Siena](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities) - [Things to do in Quercegrossa](https://www.expedia.ca/Things-To-Do-In-Quercegrossa.d6047905.Travel-Guide-Activities) - [Things to do in Sovicille](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities) - [Book Villas in Siena on Expedia.it](https://www.expedia.it/Siena-Ville.d9821-aaVille.Guida-Viaggi-Alloggi)