San Gimignano vacation rentals
Vacation rentals in San Gimignano by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
San Gimignano, renowned for its medieval towers, lies in the heart of Tuscany and offers views across vineyards that stretch towards the rolling hills. Travelers immerse themselves in the local wine culture, tour the historic Piazza della Cisterna, and visit the frescoes in the Collegiate Church. Houfy connects travelers directly with hosts in San Gimignano, offering the benefit of direct communication. Select from charming agriturismos, town apartments, and countryside villas near areas like Volterra and Siena. Fall grape harvest season makes it an ideal time to experience local wine festivals.
Recommended Homes in San Gimignano
Handpicked properties we think you'll love in San Gimignano.
Villa mit privatem Pool in der Nähe von Gimignan
Why visit San Gimignano
Discover what makes San Gimignano a perfect vacation rental destination.
Medieval Architecture
Explore historic towers and town walls.
San Gimignano is famous for its 14 medieval towers. Torre Grossa offers stunning views and is just 150 meters from the main square.
Local Festivals
Attend the Ferie delle Messi festival.
Experience medieval reenactments each June at the Ferie delle Messi. Events occur in Piazza della Cisterna, just a short walk from anywhere in town.
Tuscan Cuisine
Try saffron and Vernaccia wine specialties.
Taste authentic Tuscan dishes at Ristorante Dorando located just 100 meters from Piazza del Duomo. Don’t miss their saffron-infused dishes.
Local Galleries
Peruse art at the Galleria Continua.
Contemporary art lovers will enjoy the exhibits at Galleria Continua, located 250 meters from the city center. It showcases unique global artists.
Where to stay in San Gimignano
The best areas and neighborhoods for your vacation rental in San Gimignano.
Centro Storico
The historic center is home to San Gimignano’s iconic towers. Perfect for history buffs and walkers.
Via San Giovanni
The main street is lined with shops and eateries. Ideal for shopping and dining enthusiasts.
Piazza del Duomo
Central square hosting the Duomo and various events. A cultural heart of the town.
Porta San Giovanni
One of the main entrances to the historic center. Less crowded and ideal for easy access to local roads.
San Gimignano vacation rentals with free WiFi or kids friendly
Free WiFi, kids friendly and more — every San Gimignano vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in San Gimignano
All within driving distance of San Gimignano vacation rentals.
Torre Grossa
The tallest tower in town at 54 meters, offering panoramic views. · 150 meters from city center
Collegiate Church of San Gimignano
A UNESCO site with frescoes by Ghirlandaio. · 200 meters from city center
Galleria Continua
Contemporary art gallery in a unique setting. · 250 meters from city center
Rocca of Montestaffoli
A fortress with scenic views of the countryside. · 500 meters from city center
Piazza della Cisterna
Central square known for medieval architecture and festivals. · 50 meters from city center
Vernaccia Wine Museum
Learn about the region's famous white wine. · 450 meters from city center
Getting to and around San Gimignano
San Gimignano is best explored on foot within the historic center; nearby airports are convenient for international travelers.
- FLORENCE AIRPORT
- Located 42 miles north, offers international and domestic flights.
- PISA AIRPORT
- Around 57 miles away, another option with broader connections.
- RENTAL CARS
- Available at both Florence and Pisa airports, offering flexibility for regional exploration.
- PARKING
- Designated lots like Parcheggio Montemaggio, located just outside the town walls, offer convenient access.
- BUS SERVICES
- Regular buses connect San Gimignano to Siena and Florence, ideal for day trips.
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Explore near San Gimignano
Cities and towns within driving distance of San Gimignano, each bookable direct with the host.
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Frequently asked questions
Quick answers about booking vacation rentals in San Gimignano and what direct booking on Houfy actually means.
The average price ranges from €100 to €250 per night depending on the season and amenities.
Yes, several properties on Houfy in San Gimignano are pet-friendly. Check each listing's amenities section for details.
Centro Storico is ideal for history lovers, while Via San Giovanni suits those looking for shopping and dining.
The best time to visit is from April to June and September to October, when the weather is pleasant and crowds are thinner.
San Gimignano offers rustic farmhouses, luxury villas, and charming apartments perfect for all types of travelers.
Vacation rentals offer more space, unique accommodations, and the chance to live like a local.
San Gimignano is renowned for its skyline of medieval towers, originally 72, now 14 still standing.
Houfy is a platform where you can book vacation rentals directly with owners, ensuring transparent pricing.
Yes, Houfy is a trustworthy platform with secure payment options and direct communication with property owners.