Title: Poggibonsi Vacation Packages & Trips 2026 from CA $1,559 | Expedia.ca [Poggibonsi Travel Guide](https://expedia.ca/Poggibonsi.dx4964)[Hotels in Poggibonsi](https://expedia.ca/Poggibonsi-Hotels.d4964.Travel-Guide-Hotels)[Vacation Rentals in Poggibonsi](https://expedia.ca/Poggibonsi-Vacation-Rentals.d4964.Travel-Guide-VacationRentals)[Flights to Poggibonsi](https://expedia.ca/Cheap-Flights-To-Poggibonsi.d4964.Travel-Guide-Flights)[Poggibonsi Car Rentals](https://expedia.ca/Car-Rentals-In-Poggibonsi.d4964.Car-Rental-Guide) ![](https://images.trvl-media.com/place/4964/b141debc-6b7c-409e-a0f4-11da2aaa94e0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Poggibonsi Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Poggibonsi Vacation When you book a vacation package to Poggibonsi, you can relax and enjoy your break knowing your travel plans have been made in advance. Uncover the wonders of this city from your base in a neighborhood like Mensanello, which is great for history. If your trip to Poggibonsi includes some sightseeing, don't miss well-known attractions like [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction), [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) and [Piazza Duomo](https://www.expedia.ca/Piazza-Duomo-San-Gimignano-City-Centre.d6105352.Vacation-Attraction). Don't delay your visit to this city any longer. Your dream Poggibonsi vacation is only a few clicks away with Expedia. ## Top Poggibonsi Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence CA $1,559 per person Apr 2 - Apr 7 found 5 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Florence (FLR) 7.6/10 Good! (1,002 reviews) Yes, to both questions. Wi-fi needs work. Reviewed on Feb 7, 2026 ![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Berchielli Historic Centre of Florence CA $2,615 per person May 1 - May 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Florence (FLR) 9.4/10 Exceptional! (1,002 reviews) Very good Breakfast with many food options. Great service ! Reviewed on Jan 21, 2026 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence CA $1,623 per person Apr 2 - Apr 7 found 5 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Florence (FLR) 7.8/10 Good! (1,000 reviews) This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance. Reviewed on Jan 15, 2026 ![Rivoli Boutique Hotel](https://images.trvl-media.com/lodging/1000000/30000/25100/25023/w2557h3840x3y0-33247bda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rivoli Boutique Hotel Historic Centre of Florence CA $1,853 per person Apr 17 - Apr 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Florence (FLR) 9/10 Wonderful! (1,000 reviews) Fourth time staying here. Love this hotel - staff, rooms, location and breakfast Reviewed on Oct 29, 2025 ![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/4a95c46d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residenza Florentia Historic Centre of Florence CA $2,067 per person Apr 26 - May 2 found 9 hours ago Roundtrip non-stop flight included Calgary (YYC) to Florence (FLR) 8.4/10 Very Good! (46 reviews) Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage. Reviewed on Jun 12, 2025 ## Ready to book your vacation to Poggibonsi? Choose your dates ## Poggibonsi Hotel Deals ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI Fully refundableReserve now, pay when you stay CA $67 CA $74 total Feb 22 - Feb 23 includes taxes & fees 8/10 Very Good! (462 reviews) I highly recommended Reviewed on Oct 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true®ionId=4964) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Toscana Ambassador Via Salceto, 11 Poggibonsi SI Fully refundableReserve now, pay when you stay 8/10 Very Good! (313 reviews) We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, ... Reviewed on Nov 27, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1429488&PinnedHotelID=1429488&HadPinnedHotel=true®ionId=4964) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1429488&PinnedHotelID=1429488&HadPinnedHotel=true®ionId=4964) ![Podere il Pino](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/8b3dd8cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Podere il Pino Localita Il Pino, n. 5 Poggibonsi SI 9.2/10 Wonderful! (17 reviews) Beautiful place to stay. Great for kids and has an amazing view. Reviewed on Jun 24, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=4724071&PinnedHotelID=4724071&HadPinnedHotel=true®ionId=4964) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=4724071&PinnedHotelID=4724071&HadPinnedHotel=true®ionId=4964) [See all 725 properties in Poggibonsi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=4964) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Poggibonsi ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena, San Gimignano, Monteriggioni & Chianti from Florence CA $84 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/siena.a553041.activity-details) ![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena: Civic Museum and Palazzo Pubblico Entry Ticket CA $16 per adult [](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards CA $39 per adult [](https://expedia.ca/things-to-do/organic-wine-tourtasting-overlooking-chianti-classico-vineyards.a3575311.activity-details) [See all activities in Poggibonsi](https://expedia.ca/things-to-do/search?rid=4964) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app