Title: Province of Siena Vacation Rentals from CA $91: 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 Cities in Province of Siena ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Siena [](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals) ![Montepulciano featuring landscape views, heritage architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157917-Montepulciano.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Montepulciano [](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals) ![Pienza showing a monument, a square or plaza and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Pienza [](https://expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals) ## 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) ![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.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) ### Hotel San Gregorio Pienza 9.4/10 Exceptional (130) "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 $171 CA $198 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.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 (73) "Fantastic place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifford CA $257 CA $289 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.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) ![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.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) ![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.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) ![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) ![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) ### 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 $67 CA $91 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.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) ![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) ![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) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscasì Aparthotel Sovicille 9.2/10 Wonderful (22) "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 $94 CA $108 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/c550d6f9.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) ### 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) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62.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) ![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) ![Interior](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/0dd7cc53.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 (66) "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) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/17ae36fc.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) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.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 $107 CA $124 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.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) ![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/2627cbe1.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 $202 CA $229 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.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) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/924790f6.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) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/ee5919f6.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/60c79c9e.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) ![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 $153 CA $175 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Montepulciano-Hotels-Bellarmino-Boutique-Apartments.h119052871.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) ![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) ![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/2f80a285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Palazzo Borghesi Siena City Centre 9.6/10 Exceptional (114) "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 $268 CA $302 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Palazzo-Borghesi.h17466559.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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/7066b059.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) ![Deluxe Apartment](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/0cf3c295.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) ![Exterior](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/18de298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Argiano Castelnuovo Berardenga 10/10 Exceptional (71) "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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/b10e2694.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/f6bec757.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 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) ![Garden](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/28e4746b.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 $152 CA $173 total includes taxes & fees Nov 9 - Nov 10 [](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/c341d493.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) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/4108e65d.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 (93) "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) ![5 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/25158c03.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) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/12ea27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, City View](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7c15fe5.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) ![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) ### La Casa di Ines San Gimignano City Centre 10/10 Exceptional (4) "Amazing property and family ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mary CA $118 CA $139 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.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) ![View from property](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/6fa7b9db.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) ![Interior entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/e6496db8.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 $402 CA $449 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Montepulciano-Hotels-Il-Tosco.h6309554.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=2025-11-01&endDate=2025-11-02®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 Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "We loved that the hotel was on the edge of Siena, but just inside the city wall, so that we could drive right up to the hotel and park but then walk easily anywhere in the city. The hotel itself was lovely, with fantastic staff and excellent breakfast. Our room was clean, very comfortable, with nice decor. We would definitely return to the Hotel Athena - perfect for us in Siena." [](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 "We arrived early and they allowed us to check in early. Typical small European rooms, but the location was perfect. Near everything!!! " [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information) ![Hotel Borgo San Luigi](//images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg) ### Hotel Borgo San Luigi 10/10 Excellent " ..," [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](//images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg) ### RELAIS SANTA CHIARA - TUSCANY CHARME 10/10 Excellent "Overall it’s good value." [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.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 "Thank you for a nice stay! The woman at cafe making coffee was so sweet! " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "Castello di Spaltenna may rank as the best overall lodging experience of my life. Perched on a hill in Chianti, you pass a towering line of Italian Cypress on final approach to the one-time monastery. The Front desk snaps to attention. A warm welcome to introduce us to the gorgeous, quiet property and then we climbed stone steps to room nine. From room nine, we enjoyed a birds eye view of the perfectly manicured lawns, sparking pool, grapevines and olive trees. A feeing of gratitude and tranquility overcame us. We took three dinners and a lunch in the trattoria on site. The Breakfast included in our stay was sprawling, diverse, and healthy choices dotted the offerings. “Capoucino the asked each morning”? Yes! Moto Grazie. The spa has decent offerings and our massages exceeded expectations. We walked down the hill to Gaiole for a simple lunch and beer. In under an hour you can be in Sienna and not much further is San Giminano. Our departure this morning was bittersweet. If you stay here, I hope you feel as we did" [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "The front desk was so helpful. Helped us get reservations for dinner. Place was in a great location. Walked everywhere. It was very comfortable and quiet and relaxing. Breakfast was good. Many options. Backyard terrace was lovely with a beautiful view. Room was comfortable and clean. Would return there again. " [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Very friendly and welcoming staff. Wonderful breakfast" [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Hotel Executive](//images.trvl-media.com/lodging/1000000/10000/3600/3559/745fe44b_y.jpg) ### Hotel Executive 10/10 Excellent "Quiet and safe location. Easy parking. Room is modern and clean. Very friendly and helpful staff. Onsite restaurant with delicious food options. Also close to Siena old town" [](https://expedia.ca/Siena-Hotels-Hotel-Executive.h3559.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 $91 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)