Title: Siena Cottages from CA $159 | 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 Cottage Rentals from CA $159 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Siena Cottages ![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/2fe340cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/53e936ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Patio (3 people)](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/80d0d8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/8900bf48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullino Nero Siena 9.6/10 Exceptional (48) "The view of vineyards and olive trees." CA $139 CA $159 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/1637396e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti Monteaperti 10/10 Exceptional (2) "We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite" CA $236 CA $279 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520162/3c7e5cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520162/cc63af39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520162/08e27b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520162/17dd8d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Melograno, Chianti apartment in farmhouse for 4 people with garden Montespertoli [](https://www.expedia.ca/Montespertoli-Hotels-Il-Melograno.h73520162.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/edaa7619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/fc739321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/8e0811f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/ceef733f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL Castellina in Chianti [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-CASA-DEGLI-ULIVI-COTTAGE-WITH-SWIMMING-POOL.h53936549.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116500000/116495300/116495207/2be4d1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116500000/116495300/116495207/5d13d3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116500000/116495300/116495207/fe7fc54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116500000/116495300/116495207/b428bb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE CASTELLETTO Toscana CA $212 CA $276 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Vrbo-Property.h116495207.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/afcba05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/9b115a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/cfb3309d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/30171eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Misura, cottage with garden and swimming pool on the hills of Chianti Castellina in Chianti 10/10 Exceptional (2) "What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!" [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-La-Misura.h65551595.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40590000/40589800/40589708/26800fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/41000000/40590000/40589800/40589708/3df14790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40590000/40589800/40589708/50d8189c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/41000000/40590000/40589800/40589708/1e4a398f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zampugna Estate - Spigo's cottage Torrita di Siena 10/10 Exceptional (1) "This is a great place within a beautiful setting. The view of the Tuscan countryside is amazing. Our cottage was small, but neat and tidy. Perfect for 2 people while visiting southern Tuscany. Our host Ricardo was great and very helpful." CA $511 CA $664 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Zampugna-Estate-Spigo-Cottage.h40589708.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520144/a03c4778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520144/69d88fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520144/b9b14912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73520200/73520144/dd008c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quercia, apartment with garden for 6/8 people in the heart of Chianti Montespertoli 10/10 Exceptional (2) "We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations." [](https://www.expedia.ca/Montespertoli-Hotels-La-Quercia.h73520144.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/8d956677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/4e22fab6.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/108000000/107240000/107238700/107238645/8acc24e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/d0de16ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corte a Bagnano - Levante Certaldo [](https://www.expedia.ca/Certaldo-Hotels-Corte-A-Bagnano-Levante.h107238645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67440000/67435200/67435184/7976435a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67440000/67435200/67435184/fd30ddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67440000/67435200/67435184/c6673d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67440000/67435200/67435184/c22b1419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Antico Roseto - cottage with swimming pool Castellina in Chianti 8.0/10 Very good (1) "The villa is lovely. The property is amazing. Check-in and out were easy and the owners are very kind. The only complaint we really had with our stay was that it is probably not the best place to stay during the summer months when it is 95+ outside. The villa has no air conditioning and even the fans they provided us did not prepare us for the heat inside even late at night. When we opened the windows we had a lot of mosquitoes and other bugs enter the house so we were forced to close up most of... [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Antico-Roseto-Cottage-With-Swimming-Pool.h67435184.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/b3dbf14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/3eab2fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/d26f6e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/7737f71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC Monteaperti 10/10 Exceptional (1) "This place was fantastic! What a gem. The bed was comfy, the AC was cold, the bathroom was perfect. We shared the cottage with another couple we were traveling with. The bedroom doors open up to a shared living area, the front entrance is through the main indoor dining area.We had breakfast outside each morning. It was perfect. The staff here is just so nice and considerate, a true family affair. A flight of stairs leads down to a lovely restaurant with plentiful outside dining that shouldn't be... CA $262 CA $308 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Charming-Double-Bedroom-In-Cottage-In-Enchanting-Monteaperti-With-WiFi.h116946334.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67560000/67551400/67551362/8c1dc046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/68000000/67560000/67551400/67551362/f047bdd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67560000/67551400/67551362/51e5c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67560000/67551400/67551362/ebdea8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Belvedere cottage with swimming pool in the heart of Chianti Castellina in Chianti [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Belvedere-Cottage-With-Swimming-Pool-In-The-Heart-Of-Chianti.h67551362.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=2025-10-21&endDate=2025-10-22®ionId=9821&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSiena-Cottages.d9821-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiena-Cottages.d9821-aaCottages.Travel-Guide-Accommodation) ## Top Siena Hotel Reviews ![Villa del Sole Siena](//images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "We had a wonderful stay at Hotel Villa del Sole Siena. The terrace offers a stunning view, perfect for morning coffee or an evening glass of wine. The staff were fantastic—friendly, helpful, and even went above and beyond when one staff member escorted us out of the city on his motorcycle after roads were closed for upcoming celebrations. The location is excellent, just a short walk to Piazza del Campo. Highly recommended!" [](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Piccolo Hotel Etruria](//images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg) ### Piccolo Hotel Etruria 10/10 Excellent "Great location right in the heart of Siena. " [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Charming venue! Great location with friendly staff. Lovely patio area in the back of the hotel! Don't miss it. Money well spent on this relaxing boutique hotel! " [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Four Points by Sheraton Siena](//images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2_y.jpg) ### Four Points by Sheraton Siena 10/10 Excellent "This proptery is new and modern. Very accessible to town. We arrived in the evening and the access is in a dark road. Causing us to miss the entrance. In addition, the Four Points sign is not illuminated and during our three night stay there was a car parked in front of the sign obstructing the visibility of the entrance. " [](https://expedia.ca/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information) ![Siena Vip](//images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/4b41a72a_y.jpg) ### Siena Vip 10/10 Excellent "Was absolutely lovely in everyway, however if the owners raise awareness that a celebration will be going on in the square infront of the hotel until 2.00am believe them it will be VERY loud ( and later than 2.00am) and not something you can joiin in so sadly I advise to take their offer of free cancellation. Was a great place, great staff, so helpful and friendly , clean and beautifully decorated with a nice breakfast in your room. Normally this is in a very quiet convenient area with an escalator nearby right up into town. So we would definitely return and recommend this hotel when visiting Siena." [](https://expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Wonderful room 125. Faces the main thoroughfare. Could be a bit of noise sometimes. Wonderful stay. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "NA" [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "Beautiful room and hotel grounds. You’ll feel like you’ve travelled back to a bygone era. And the staff is part of that magic. The friendliest and most accommodating service we’ll come across." [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "Lovely hotel a short walk from the train station but feels like it’s in the countryside. Huge supermarket at the end of the driveway for those self-catering. Pleasant grassy pool area that felt very peaceful. Large cool room with very comfortable bed. The staff were friendly, super helpful and accommodating. Would definitely stay again. " [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ## Find out more about Siena ## Siena Cottages information | Number of reviews | 48 | | --- | --- | | Accommodation | 3 Cottages | | Lowest Price | CA $159 | | Highest Price | CA $159 | ## 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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