Romantic Hotels & Resorts in San Gimignano from AU$133

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Best San Gimignano Romantic Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

Villa Caterina 8, Emma Villas

Villa Caterina 8, Emma Villas

Villa Il Fienile

Villa Il Fienile

Il Vicario

9.4 out of 10, Exceptional, (101)
"Took a wonderful cooking class and met new friends. I absolutely loved the extra virgin olive oil that they produce and sell! Wonderful people!"
Il Vicario

La Cisterna

3.0 star property
9.0 out of 10, Wonderful, (568)
"The best hotel I’ve ever stayed! The staff were incredibly friendly and went above and beyond to help us when our rental car battery died. We truly appreciate all the help! Thank you so much!"
The price is AU$133
includes taxes & fees
1 Dec - 2 Dec
La Cisterna

Hotel Leon Bianco

3.0 star property
9.4 out of 10, Exceptional, (501)
"Lovely hotel in a fabulous location. Right in the main square of beautiful San Gimignano. Walk right out your door to all the action. We were there during a big festival and couldn’t hear anything from our room that had a valley view. Breakfast was also excellent. Bringing your car into the city to drop off your luggage is challenging for people not used to driving in ancient walled cities! Stop at the red lights in the city even if you don’t see a reason to. After dropping off your luggage you...
Hotel Leon Bianco

Al Pozzo dei Desideri

9.0 out of 10, Wonderful, (46)
"It's a great stay in general. Restaurant nearby are great. Checked in late but front desk left key and note, very thoughtful. Took a while to find the place especially at night."
Al Pozzo dei Desideri

Villasanpaolo

4.0 star property
8.8 out of 10, Excellent, (202)
"Absolutely loved the experience we had with this spa villa! Beautiful grounds pools and dinning experience. Staff were very welcoming and always attentive. My only negative thought on this property would be the cost to using the spa at 40 euros pp not per room. Otherwise an exceptional stay!"
The price is AU$220
includes taxes & fees
2 Dec - 3 Dec
Villasanpaolo

il Casale del Cotone

9.4 out of 10, Exceptional, (133)
"This place is amazing! The views are spectacular. The room was perfect and the grounds are exactly what you’d expect for Tuscany. The owner is on hand at all times and is very friendly and accommodating. Our flight was delayed and we didn’t get in until midnight. He stayed up for us and talked us through the directions there. You do need a car if you’re staying here since there is no public transportation. "
il Casale del Cotone

Hotel Casolare Le Terre Rosse

3.0 star property
9.2 out of 10, Wonderful, (415)
"Beautiful hotel in a wonderful peaceful setting about a ten minute shuttle to San Gimignano. High end restaurant was wonderful but pricey so for the second night we ate in the lobby restaurant. Highly recommend this oasis. "
Hotel Casolare Le Terre Rosse
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.
Don't see what you're looking for?
See all available properties in San Gimignano
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Searching for romantic hotels in San Gimignano?
If you and your partner need a romantic holiday, we’d like to help you plan for it. Our guests also enjoy San Gimignano for its historic landmarks, wineries and countryside. If you want to explore the area, you might head to Piazza della Cisterna, Collegiate Church of Santa Maria Assunta or Torre Grossa. If you’d like to stay close to a particular destination, you can sort properties by neighbourhood and proximity to top sights, so you’ll be able to see everything on your list.
What's the best hotel for a romantic holiday in San Gimignano?
How many romantic hotels are there in San Gimignano?
Expedia has 12 romantic San Gimignano hotels for you both to enjoy.
When is the best time of year for a romantic getaway to San Gimignano?
If you’re hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in San Gimignano: The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for San Gimignano is 1067 mm.
What is there to do in San Gimignano?
There’s nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in San Gimignano. Couples looking for a little of everything will enjoy San Gimignano for its historic landmarks, wineries and countryside. Piazza della Cisterna, Collegiate Church of Santa Maria Assunta and Torre Grossa are worth a stop when you’re out and about.
What's the best way to get to San Gimignano and around town during my romantic getaway?
This information about transportation options in San Gimignano might help your romantic trip get off to a smooth start: If you’re looking to fly to San Gimignano, the closest major airport is in Peretola Airport (FLR), located 24.4 mi (39.3 km) from the city centre. If you’d like to venture out around the area, you may want a rental car for your journey.