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) ![Piazza della Cisterna showing café scenes, night scenes and heritage architecture](https://images.trvl-media.com/place/6105348/f1734873-a1b2-4288-b5f3-edf2ea184419.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in San Gimignano - ![](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 ## Check availability on San Gimignano Luxury Hotels Tonight [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-12-06&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-12-07&endDate=2025-12-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/058c8169.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) ### L'Antico Pozzo San Gimignano City Centre 9.2/10 Wonderful (263) "Beautiful hotel " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Julie CA $176 CA $203 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/20b5d00d.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) ### La Collegiata San Gimignano 9.0/10 Wonderful (137) "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. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rachel [](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) ![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) ![View from property](https://images.trvl-media.com/lodging/6000000/5120000/5111800/5111778/4e80de29.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) ### Donna Nobile San Gimignano City Centre 8.2/10 Very good (157) "Very easy checkin, friendly staff. Loved the kitchen area!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Treena CA $110 CA $129 total includes taxes & fees Dec 8 - Dec 9 [](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) ![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) ![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) ### il Casale del Cotone San Gimignano 9.4/10 Exceptional (145) "Lovely place, beautiful garden and pool, very convenient to San Gimignano for dinner " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeffrey CA $504 CA $563 total includes taxes & fees Dec 8 - Dec 9 [](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=2025-12-20&endDate=2025-12-21®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 ![il Casale del Cotone](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/9aab06fe_y.jpg) ### il Casale del Cotone 10/10 Excellent "Beautiful gardens and room was clean. Breakfast was nice. Friendly service. " [](https://expedia.ca/San-Gimignano-Hotels-Il-Casale-Del-Cotone.h2524500.Hotel-Information) ![L'Antico Pozzo](https://images.trvl-media.com/lodging/1000000/920000/915500/915432/dc667d35_y.jpg) ### L'Antico Pozzo 10/10 Excellent "L’Antico Pozzo never disappoints. This is our second time staying here, and the only way to see San Gimignano. While the tourist hordes overrun the town, sit in their quiet courtyard and enjoy a relaxing afternoon with a bottle of wine, then walk to all of the towns attractions in the evening when the buses have all gone. Matteo was a great host, rooms are clean, comfortable and roomy. Location is tough to beat, just a short walk from the parking outside the city walls. " [](https://expedia.ca/San-Gimignano-Hotels-LAntico-Pozzo.h915432.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in San Gimignano? > The 4-star Villasanpaolo, with an 8.8 rating, is known for its amenities tailored for couples, including deep soaking bathtubs and champagne service. Customers frequently praise the friendly and helpful staff, as well as the great food. > > > The 4-star Cappuccina Country Resort, with an 8.6 rating, offers a complimentary cooked breakfast and a poolside bar. Guests often highlight the beautiful and clean rooms, and the extremely polite and helpful staff. > > > RELAIS SANTA CHIARA - TUSCANY CHARME, a 4-star hotel with an 8.6 rating, features a poolside bar and offers private winery tours. Its great location is a recurring positive comment from customers. ### Which area of San Gimignano is best to stay in for luxury hotels? > This area offers an exclusive experience, with hotels often housed in beautifully restored mediaeval buildings. You'll find yourself just steps away from iconic landmarks like the Piazza della Cisterna and the Collegiata di San Gimignano. The main street, Via San Giovanni, is lined with artisan shops and local eateries, creating a pleasant atmosphere for strolling. > > > Couples seeking a romantic and refined getaway will find this area particularly appealing. Staying within the walls allows for enchanting evening walks along the ancient streets after the day-trippers have left, and many hotels offer rooms with stunning views of the Tuscan countryside or the town's famous towers. ### How much does a luxury hotel in San Gimignano cost? ### Which luxury hotels in San Gimignano are good for families? > The 4-star Villasanpaolo, with an 8.8 rating, offers amenities such as deep soaking bathtubs and premium bedding, ensuring comfort for all family members. Customers frequently praise the friendly and helpful staff, the great facilities, and its superb location. > > > RELAIS SANTA CHIARA - TUSCANY CHARME, a 4-star hotel with an 8.6 rating, features a poolside bar and offers complimentary buffet breakfast. Its location is frequently highlighted as a significant advantage by guests. > > > The 4-star Cappuccina Country Resort, also rated 8.6, provides air-conditioned rooms, a poolside bar, and complimentary cooked breakfast. Guests consistently praise the extremely polite and helpful staff, the beautiful and clean rooms, and the excellent showers. ### What are the best luxury hotels in San Gimignano with a pool? > The 4-star Villasanpaolo, with an 8.8 rating, provides both an indoor pool and a seasonal outdoor pool. Guests frequently praise its friendly and helpful staff, excellent facilities, and comfortable rooms. > > > Cappuccina Country Resort, a 4-star establishment with an 8.6 rating, features a seasonal outdoor pool and a poolside bar. Reviewers consistently highlight the extremely polite and helpful staff, as well as the beautiful and clean rooms. > > > The 4-star RELAIS SANTA CHIARA - TUSCANY CHARME, rated 8.6, offers a seasonal outdoor pool, including one specifically for children. Its private winery tours are a popular amenity, and its location is frequently praised by guests. ### Which luxury hotels in San Gimignano are good for couples? > The 4-star Villasanpaolo, with an 8.8 rating, is known for its couples-focused amenities, including private dining options and deep soaking bathtubs. Guests frequently praise the friendly and helpful staff, the quality of the food, and the comfortable rooms. The hotel also offers premium bedding, designer toiletries, and a Turkish bath or hammam. ### Are there any top luxury hotels near Museo Civico? > The 4-star RELAIS SANTA CHIARA - TUSCANY CHARME, with an 8.6 rating, is celebrated by customers for its excellent location, which is ideal for exploring the area. It also offers a poolside bar and complimentary buffet breakfast. > > > Cappuccina Country Resort, a 4-star property with an 8.6 rating, consistently receives praise for its extremely polite and helpful staff. Guests frequently highlight the beautiful and clean rooms, the great food, and the excellent showers. ### What luxury activities and experiences are there in San Gimignano? > Staying within the historic city walls puts you right at the heart of San Gimignano's special environment. You'll find boutique hotels often housed in renovated mediaeval buildings, offering immediate access to the main squares like Piazza della Cisterna and Piazza Duomo, and the iconic towers. This is ideal for couples who appreciate being able to step out directly into the town's historic streets for evening strolls, fine dining, and browsing artisan shops without needing transport. > > > For those seeking a more expansive and private luxury experience, staying in a villa or a high-end agriturismo just outside the city walls is an excellent choice. These properties often feature private swimming pools, extensive gardens, and breathtaking panoramic views of the rolling Tuscan hills and the San Gimignano skyline. ### How can I save on a luxury hotel in San Gimignano with Expedia? ### Is it cheaper to book a luxury San Gimignano hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Bibbiano Hotels ](https://www.expedia.ca/Bibbiano-Hotels.d553248635149763194.Travel-Guide-Hotels) - [Campiglia Hotels ](https://www.expedia.ca/Campiglia-Hotels.d553248622858799658.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Castel San Gimignano ](https://www.expedia.ca/Castel-San-Gimignano-Hotels-LGBT-Friendly-Hotel.0-0-d6285675-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Castel San Gimignano Hotels ](https://www.expedia.ca/Castel-San-Gimignano-Hotels.d6285675.Travel-Guide-Hotels) - [Luxury Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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