Title: Province of Siena Vacation Rentals from CA $87: Short-Term Rentals for 2025 | Expedia.ca [Province of Siena Travel Guide](https://expedia.ca/Province-Of-Siena.dx6047850)[Province of Siena Hotels](https://expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Hotel-Destinations)[Province of Siena Flights](https://expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations)[Province of Siena Car Rentals](https://expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Car-Rental-Destinations)[Province of Siena Vacations](https://expedia.ca/Province-Of-Siena.d6047850.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409095-Siena.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Province of Siena Vacation Rentals ![](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 ## Top Vacation Rentals in in Province of Siena ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio Pienza 9.4/10 Exceptional (131) "Such friendly staff, loved Pienza and the property was such a good location! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bethan CA $200 CA $230 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, stovetop, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/cba54bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/c46ea340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ApartHotel Anghel Siena 8.4/10 Very good (329) "Would recommend staying here and will hopefully be back!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lisa CA $103 CA $120 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/83d23b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/e765d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/432267f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/4fc98786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Boschetto Di Piemma San Gimignano 8.8/10 Excellent (85) "The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha CA $62 CA $87 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/b1604ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Terrace, Valley View](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7a16fc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casanova - Panoramic Rooms and Suites San Quirico d'Orcia 9.0/10 Wonderful (76) "Fantastic place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifford CA $237 CA $267 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/ea8090b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/391cb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/5e4cb3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Battistero Siena - Residenza d'Epoca Siena City Centre 9.6/10 Exceptional (186) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parissa CA $201 CA $228 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/b96fbe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/9980acef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/691c226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/ea7982e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montalcino, exclusive for you, stunning view!!! Montalcino 10/10 Exceptional (84) "Lovely villa in a beautiful location. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) helen S. [](https://www.expedia.ca/Montalcino-Hotels-Villa-In-Montalcino.h90300061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/ac3b72f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/38bf92ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/50a7852c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/924790f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Siena Colleverde Scacciapensieri 8.2/10 Very good (159) "Quiet. Rooms are adequate. Parking is easy. On-site dining is good. Short walk to bus transport " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Robert [](https://www.expedia.ca/Siena-Hotels-Camping-Siena-Colleverde.h6574698.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62.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/36000000/35330000/35330000/35329902/4581bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/2f21d9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/3fbaa990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards Siena 9.4/10 Exceptional (67) "What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) peter H. [](https://www.expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Royal Apartment | View from room](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/8b57b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/1808f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Terrace/patio](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/c89c2c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscasì Aparthotel Sovicille 9.0/10 Wonderful (23) "Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sergey CA $93 CA $108 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/c477a48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza Fabroni Montepulciano 8.8/10 Excellent (90) "We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nicole CA $123 CA $142 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Panoramic Suite, City View | View from room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/f1ce4935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/6e297b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/8f897e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/301cd527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Palazzo Borghesi Siena City Centre 9.6/10 Exceptional (115) "We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $231 CA $261 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Palazzo-Borghesi.h17466559.Hotel-Information) ![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/18007833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/8e818071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/132e60c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/302bfcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellarmino Boutique Apartments Montepulciano CA $102 CA $119 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montepulciano-Hotels-Bellarmino-Boutique-Apartments.h119052871.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/cd8d91ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/d808b9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/d32a44ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/fd9dd70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views Castellina in Chianti 10/10 Exceptional (64) "We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!" ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Jochem G. [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/679da5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/18de298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/dd9f1e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/d9870570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Argiano Castelnuovo Berardenga 10/10 Exceptional (72) "Borgo Argiano is a beautiful property, very well run by Dario and staff. We highly recommend staying there if you are interested in exploring the Tuscan region. The apartments are large and they stock the kitchen for convenience It is also a winery and you could get a tour was well as a tasting of the delicious wines." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aurora [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/266fd5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/4e759628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/f6bec757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/c3290bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with large garden in the Chianti hills Siena 9.6/10 Exceptional (73) "Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica P. [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information) ![Grand Apartment with Garden | Private kitchen](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/0a9df3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Bedrooms | Exterior detail](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/59ec7611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Garden View](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/6860221b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/4e143c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regis Condo Siena City Centre 9.4/10 Exceptional (65) "This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben CA $123 CA $141 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/e5c35199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/b43cefc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/4108e65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/049b00fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop house in the heart of Tuscany with private pool Montisi 9.8/10 Exceptional (94) "Wonderful, quiet, beautiful. Everything you could want in country stay near a small village." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy C. [](https://www.expedia.ca/Montalcino-Hotels-Hilltop-House-In-The-Heart-Of-Tuscany-With-Private-Pool.h34024116.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/52700ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/d4b2239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/06cf3b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/c754aba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view San Gimignano 10/10 Exceptional (104) "Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Catherine T. [](https://www.expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/e6496db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, free minibar items](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/397666d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, City View](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/fe06c21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Tosco Montepulciano 10/10 Exceptional (112) "The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $372 CA $416 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/12ea27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/ea72e2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, City View | View from room](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/e6860394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/c5858744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casa di Ines San Gimignano City Centre 9.4/10 Exceptional (6) "Love this town. Location is great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $119 CA $140 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.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=6047850&adults=2&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%2FDestinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations) ## Top Province of 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) ![La Certosa di Pontignano](//images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Excellent " [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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) ![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg) ### Hotel Pescille - Tuscany Charme 10/10 Excellent "The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around." [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.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) ![Hotel Relais II Chiostro di Pienza](//images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel " [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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) ![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "This is a hidden Gem ! A reasonable rate with excellent staff and service. Easy walk to town center. Apartment was clean and comfortable.Great experience !" [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ## Find out more about Province of Siena **Everything you need to know about** **Province of Siena** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Province of Siena vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Province of Siena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Province of Siena vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Province of Siena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Province of Siena vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Province of Siena vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Province of Siena rentals** At Expedia, we put the best Province of Siena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Province of Siena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Province of Siena vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Province of Siena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Popular Province of Siena Cities - [Siena Vacation Rentals](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals) - [Montepulciano Vacation Rentals](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals) - [Pienza Vacation Rentals](https://expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals) - [Chiusi Vacation Rentals](https://expedia.ca/Chiusi-Vacation-Rentals.d500726.Travel-Guide-VacationRentals) ### Expedia's Latest Trends Hotels - [Rimini hotel](https://expedia.ca/Destinations-In-Rimini.d6046889.Hotel-Destinations) - [Province of Palermo hotel](https://expedia.ca/Destinations-In-Province-Of-Palermo.d6052978.Hotel-Destinations) - [Santa Maria Novella hotels](https://expedia.ca/Santa-Maria-Novella-Florence-Hotels.0-n6084343-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and Hotels in Rimini](https://expedia.ca/Destinations-In-Rimini-All-Inclusive-Hotel.0-0-d6046889-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Duomo hotels](https://expedia.ca/Duomo-Florence-Hotels.0-n6084346-0.Travel-Guide-Filter-Hotels) - [Province of Modena hotel](https://expedia.ca/Destinations-In-Province-Of-Modena.d6051792.Hotel-Destinations) - [Catania hotel](https://expedia.ca/Destinations-In-Catania.d6052963.Hotel-Destinations) Flights - [Flights to Province of Ravenna](https://expedia.ca/Destinations-In-Province-Of-Ravenna.d6051794.Flight-Destinations) Cars - [Car rentals in Province of Florence](https://expedia.ca/Destinations-In-Province-Of-Florence.d179893.Car-Rental-Destinations) - [Car rentals in Santa Maria Novella](https://expedia.ca/Car-Rentals-In-Santa-Maria-Novella.d6084343.Car-Rental-Guide) - [Car rentals near Port of Livorno](https://expedia.ca/Car-Rentals-In-Port-Of-Livorno.d6190962.Car-Rental-Guide) Activities - [Things to do in Castiglioncello](https://expedia.ca/Things-To-Do-In-Castiglioncello.d6034140.Travel-Guide-Activities) - [Things to do in Catania](https://expedia.ca/Things-To-Do-In-Catania.d6052963.Travel-Guide-Activities) Packages - [Province of Florence Vacations](https://expedia.ca/Province-Of-Florence.d179893.Destination-Travel-Guides) - [Terme di Saturnia](https://expedia.ca/Terme-Di-Saturnia-Manciano.d6150383.Vacation-Attraction) - [Province of Palermo Vacations](https://expedia.ca/Province-Of-Palermo.d6052978.Destination-Travel-Guides) - [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations) General - [Visit Province of Vibo Valentia](https://expedia.ca/Province-Of-Vibo-Valentia.dx6051440) - [Visit Metropolitan City of Reggio Calabria](https://expedia.ca/Metropolitan-City-Of-Reggio-Calabria.dx6051441) - [Visit Catania](https://expedia.ca/Catania.dx6052963) - [Visit Porto Santo Stefano](https://expedia.ca/Porto-Santo-Stefano.dx6025634) - [Visit Talamone](https://expedia.ca/Talamone.dx6049866) - [Visit Santa Maria Novella](https://expedia.ca/Florence-Santa-Maria-Novella.dx6084343) - [Visit Province of Messina](https://expedia.ca/Province-Of-Messina.dx6052974) - [Visit Province of Udine](https://expedia.ca/Province-Of-Udine.dx6055130) - [Visit Province of Bari](https://expedia.ca/Province-Of-Bari.dx6050887) - [Visit Rimini](https://expedia.ca/Rimini.dx6046889) - [Visit Province of Foggia](https://expedia.ca/Province-Of-Foggia.dx6050886) - [Visit Province of La Spezia](https://expedia.ca/Province-Of-La-Spezia.dx6055039) - [Visit Pisa City Centre](https://expedia.ca/Pisa-Pisa-City-Centre.dx553248633938945235)