Title: Book the Best San Gimignano LUXURY Hotels - Upscale Hotels in San Gimignano | Expedia.ca [San Gimignano Travel Guide](https://expedia.ca/San-Gimignano.dx11091)[Hotels in San Gimignano](https://expedia.ca/San-Gimignano-Hotels.d11091.Travel-Guide-Hotels)[Vacation Rentals in San Gimignano](https://expedia.ca/San-Gimignano-Vacation-Rentals.d11091.Travel-Guide-VacationRentals)[Flights to San Gimignano](https://expedia.ca/Cheap-Flights-To-San-Gimignano.d11091.Travel-Guide-Flights)[Things to do in San Gimignano](https://expedia.ca/Things-To-Do-In-San-Gimignano.d11091.Travel-Guide-Activities)[San Gimignano Car Rentals](https://expedia.ca/Car-Rentals-In-San-Gimignano.d11091.Car-Rental-Guide)[San Gimignano Vacation Packages](https://expedia.ca/San-Gimignano.d11091.Destination-Travel-Guides) ![San Gimignano featuring street scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157902-San-Gimignano.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in San Gimignano ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on San Gimignano Luxury Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-09-26&endDate=2025-09-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top San Gimignano Luxury Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/dc667d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/c5996f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/95d30029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/6bef490a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Antico Pozzo San Gimignano City Centre 9.2/10 Wonderful (260) "Beautiful hotel " CA $176 CA $204 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Gimignano-Hotels-LAntico-Pozzo.h915432.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 7 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/883c6839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/fe81a668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/50a97b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/20b5d00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Collegiata San Gimignano 9.0/10 Wonderful (134) "Pure sanctuary for Tuscan relaxation with the most beautiful views. Everything about this place is wonderful, from the moment we arrived we felt relaxed and well looked after. " CA $368 CA $417 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Collegiata.h535983.Hotel-Information) ![Down comforters, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/6000000/5120000/5111800/5111778/ce8852eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20-inch TV with digital channels](https://images.trvl-media.com/lodging/6000000/5120000/5111800/5111778/b9226279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/6000000/5120000/5111800/5111778/b0f9642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/6000000/5120000/5111800/5111778/00d6c07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Donna Nobile San Gimignano City Centre 8.2/10 Very good (154) "Great place to spend a day" CA $118 CA $138 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/San-Gimignano-Hotels-Donna-Nobile.h5111778.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/9aab06fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/8cc1f121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/8621c81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/d80c46f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### il Casale del Cotone San Gimignano 9.4/10 Exceptional (142) "Breathtaking " CA $230 CA $262 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Gimignano-Hotels-Il-Casale-Del-Cotone.h2524500.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=2025-10-10&endDate=2025-10-11®ionId=11091&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about San Gimignano ### San Gimignanoand its attractions for luxury travelers San Gimignano, a medieval jewel in Tuscany, beckons luxury travellers with its enchanting charm and rich heritage. Begin your exploration at the iconic Torre Grossa, the tallest tower in the town, where breathtaking views of the undulating Tuscan countryside await. After taking in the panorama, indulge in a wine tasting experience at the renowned Tenuta Torciano, famed for its exquisite Chianti wines paired with a delicious gourmet lunch. For a touch of history, visit the Collegiate Church of San Gimignano, adorned with stunning frescoes that narrate biblical tales—a true feast for the eyes. Stroll through the picturesque Piazza della Cisterna, where you can savour gelato from the award-winning Gelateria Dondoli, known for its creative flavours. As you unwind, consider staying in the luxurious Hotel La Collegiata, a converted monastery that offers a serene retreat with elegant rooms and a tranquil garden, just a stone's throw from the town's vibrant heart. Here, attentive service and exquisite Tuscan cuisine promise an unforgettable experience, making your stay in San Gimignano a delightful blend of adventure and indulgence. ### Find the best luxury hotels and resorts in San Gimignano For those seeking an opulent escape in the enchanting landscape of San Gimignano, Tuscany, these top-rated hotels offer indulgent experiences and exceptional amenities tailored for luxury travelers. [Mormoraia](https://www.expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) - **Why it's great for a luxury retreat:** Mormoraia boasts an impressive guest review rating of 9.6, making it a top choice for luxury seekers. This stunning hotel features an onsite winery, where guests can enjoy private tours and tastings, elevating their Tuscan experience. Enjoy the unique in-room plunge pools and deep soaking bathtubs that redefine relaxation in this serene setting. - **Other amenities:** The hotel offers a poolside bar serving refreshing beverages throughout the day, while the Turkish bath and spa facilities promise rejuvenation and indulgence. Guests can take advantage of the well-appointed kitchens in their rooms, and the furnished patios provide a tranquil space to enjoy the vineyard views. With options for mountain biking nearby, and daily housekeeping, Mormoraia ensures a luxurious and comfortable stay. - **Nearby attractions:** Museum San Gimignano 1300 - 6 km, Fortress of Montestaffoli - 5.8 km, Sant'Agostino Church - 5.5 km [il Casale del Cotone](https://www.expedia.ca/San-Gimignano-Hotels-Il-Casale-Del-Cotone.h2524500.Hotel-Information) - **Why it's great for a luxury retreat:** Rated 9.4, il Casale del Cotone is a luxurious choice that promises an exquisite experience. Guests can relish the comfort of Frette Italian sheets and indulge in room service while enjoying the stunning vineyard views. The hotel’s premium bedding and air conditioning ensure a restful stay in style. - **Other amenities:** The hotel features a rooftop pool with sun loungers, a poolside bar, and a terrace for al fresco dining experiences. A complimentary breakfast is served every day, and the onsite kitchenettes allow for in-room dining convenience. With daily housekeeping and self-parking included, guests can feel at home while enjoying the best of Tuscan luxury. The garden area provides a serene escape to unwind and soak up the beautiful surroundings. - **Nearby attractions:** Fortress of Montestaffoli - 3.3 km, Sant'Agostino Church - 2.9 km, Rocca of Montestaffoli - 3.2 km [Poderi Arcangelo](https://www.expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) - **Why it's great for a luxury retreat:** Poderi Arcangelo is a luxurious haven, a remarkable guest review rating of 9.0. Guests will revel in the exquisite in-room massages and the opportunity to explore the onsite vineyard and winery, making this hotel an ideal choice for those looking to indulge in Tuscany's finest offerings. With a lovely garden-view restaurant and private wine tasting tours, every moment spent here is a celebration of luxury. - **Other amenities:** This hotel features a stunning outdoor pool complete with sun loungers and umbrellas for relaxation under the Tuscan sun. Guests can enjoy convenient self-parking and daily housekeeping, ensuring a straightforward stay. Additional highlights include a terrace for soaking in the views, electric car charging stations, and a full kitchen for those who wish to dine in style. Wine enthusiasts will appreciate the winery tours available nearby, enhancing the overall experience. - **Nearby attractions:** Palazzo Pretorio - 4.1 km, Church of Saint Jacob and Saint Philip - 4.1 km, Casa del Boccaccio - 4.1 km [Villasanpaolo](https://www.expedia.ca/San-Gimignano-Hotels-Villasanpaolo.h916031.Hotel-Information) - **Why it's great for a luxury retreat:** Villasanpaolo, with an excellent review rating of 8.8, offers a seamless blend of luxury and comfort. Guests can enjoy premium bedding and bathrobes, adding a touch of elegance to their stay. The hotel's onsite winery and couples dining options make it a romantic retreat in the heart of Tuscany. - **Other amenities:** This hotel features a relaxing indoor pool alongside a spa with various treatments, ensuring guests are pampered throughout their visit. Enjoy the outdoor tennis courts or unwind in the Turkish bath after an active day. Complimentary breakfast is served daily, and the garden setting provides a picturesque backdrop for leisurely walks. With electric car charging stations and self-parking available, convenience is at the forefront of the guest experience. - **Nearby attractions:** Fortress of Montestaffoli - 5.6 km, Sant'Agostino Church - 5.3 km, Rocca of Montestaffoli - 5.5 km [RELAIS SANTA CHIARA - TUSCANY CHARME](https://www.expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) - **Why it's great for a luxury retreat:** With a review rating of 8.6, RELAIS SANTA CHIARA - TUSCANY CHARME perfectly blends luxury with charm. Guests will appreciate the indulgent poolside bar and the dedicated concierge service, catering to all your needs for an unforgettable stay. The lush surroundings and onsite winery offer guests a taste of the luxurious Tuscan lifestyle. - **Other amenities:** This hotel features a beautiful terrace for guests to unwind while taking in the scenic views. A complimentary buffet breakfast awaits each morning, ensuring a delightful start to the day. Guests can enjoy outdoor activities such as hiking and biking right on the hotel, and the hot tub provides a perfect spot for relaxation. Self-parking and air conditioning add to the convenience for luxury travelers, while children can enjoy special meals designed just for them. - **Nearby attractions:** Casa e Torre Campatelli - 1.1 km, Museum San Gimignano 1300 - 1.1 km, Fortress of Montestaffoli - 1.3 km ## Top San Gimignano Hotel Reviews ![La Collegiata](//images.trvl-media.com/lodging/1000000/540000/536000/535983/883c6839_y.jpg) ### La Collegiata 10/10 Excellent "We had to book this hotel last minute due to issues with our villa. The staff were excellent and could not be more helpful, it was lovely to speak to them and also learn a bit more about the history of the building. They were aware of our situation and ready to help further if needed. The hotel itself is absolutely stunning and the breakfast (food, setting, service) was top notch. If you have the opportunity to stay here - definitely go for it! " [](https://expedia.ca/San-Gimignano-Hotels-La-Collegiata.h535983.Hotel-Information) ![il Casale del Cotone](//images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/9aab06fe_y.jpg) ### il Casale del Cotone 10/10 Excellent "Breathtaking " [](https://expedia.ca/San-Gimignano-Hotels-Il-Casale-Del-Cotone.h2524500.Hotel-Information) ![L'Antico Pozzo](//images.trvl-media.com/lodging/1000000/920000/915500/915432/dc667d35_y.jpg) ### L'Antico Pozzo 10/10 Excellent "Beautiful hotel " [](https://expedia.ca/San-Gimignano-Hotels-LAntico-Pozzo.h915432.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in San Gimignano? > During your visit, you might want to enjoy the lovely views which San Gimignano is known for. ### What's the best high-end place to stay in San Gimignano? > [Villasanpaolo](https://www.expedia.ca/San-Gimignano-Hotels-Villasanpaolo.h916031.Hotel-Information) is a luxury hotel with 2 restaurants and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay. ### When can I expect good weather in San Gimignano? > Planning for the weather is an important factor for making your trip to San Gimignano a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for San Gimignano is 42 inches. ### What's there to see and do in San Gimignano? > Enjoy San Gimignano with a stop at Piazza della Cisterna, Torre Grossa, and San Gimignano Communal Palace. 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[Flights to Certaldo](https://www.expedia.ca/Cheap-Flights-To-Certaldo.d603153.Travel-Guide-Flights) - [Flights from Chicago to Val d'Elsa](https://www.expedia.ca/lp/flights/178248/6047917/chicago-to-val-delsa) - [Flights from Colle di Val d'Elsa](https://www.expedia.ca/lp/flights/4935/flights-from-colle-di-val-delsa) - [Flights from Poggibonsi](https://www.expedia.ca/lp/flights/4964/flights-from-poggibonsi) - [Visit Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano.dx6285675) - [Visit Colle di Val d'Elsa](https://www.expedia.ca/Colle-Di-Val-DElsa.dx4935) - [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction) - [Medieval Criminal and Torture Museum](https://www.expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) - [Visit Pancole](https://www.expedia.ca/Pancole.dx6361505) - [Piazza della Cisterna](https://www.expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) - 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