San Gimignano holiday homes

We found 2,849 holiday rentals — enter your dates for availability
Select from 50 houses, 126 apartments and other holiday rentals to find the perfect place for your stay in San Gimignano. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, including Wi-Fi and parking. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – San Gimignano

Showing deals for:9 Oct - 16 Oct

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Why visit San Gimignano

  • Medieval architecture: Wander ancient streets lined with historic churches and castles, immersed in timeless charm.
  • Rich cultural heritage: Discover museums and landmarks that reveal the town’s storied past.
  • Picturesque views: Enjoy breathtaking vistas of Tuscany’s rolling landscapes from scenic overlooks.
  • Outdoor relaxation: Unwind in cool, comfortable public spaces that invite leisurely strolls.
  • Romantic ambience: Experience a captivating blend of history and modern comfort perfect for a getaway.

Top attractions in San Gimignano

San Gimignano, Tuscany, is a charming medieval town perfect for a romantic escape or outdoor adventure. Visitors can explore stunning churches, historic castles, and engaging museums that showcase the area's rich culture and history. With its picturesque streets and breathtaking views, San Gimignano offers a unique city experience that caters to those seeking both relaxation and entertainment in a captivating setting.

  • San Gimignano Communal Palace: A historic civic building showcasing stunning medieval architecture and rich cultural heritage, offering visitors a glimpse into the town's governance and history.
  • Vernaccia di San Gimignano Wine Museum: Delve into the world of Tuscan wine with interactive exhibits and tastings, celebrating the region's renowned Vernaccia wine and its significance to local culture.
  • Rocca of Montestaffoli: An ancient fortress providing breathtaking panoramic views of San Gimignano and the surrounding countryside, perfect for exploring its historic ruins and enjoying a peaceful atmosphere.

Things to do recommended for couples

For a romantic getaway in San Gimignano, explore the charming medieval streets hand-in-hand, indulge in wine tasting at local vineyards, and savour a candlelit dinner featuring delicious Tuscan cuisine. Don’t miss the stunning sunset views from the Torre Grossa for a truly unforgettable experience.

Things to do recommended for families

Families visiting San Gimignano can explore the medieval town's charming streets, enjoy gelato from local shops, and visit the stunning San Gimignano 1300 Museum. For outdoor fun, a bike ride through the picturesque Tuscan countryside is a must.

Things to do recommended for groups

Explore medieval charm in San Gimignano; savour local Tuscan cuisine, join a wine tasting tour, and embark on a scenic hike through vineyards, immersing your group in authentic Italian culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in San Gimignano

Ensure you filter by the correct priorities when planning your trip, whether you’re travelling with a group, as a family, with your pets, or looking for extended stays. Here are some Vrbo booking tips for you.

  • Traveling to San Gimignano with a group: Consider the amount of bedrooms required, along with facilities like a fully-equipped kitchen or outdoor area for a group get-together. Luckily, you can use filters for all these options and more on Vrbo.
  • Traveling to San Gimignano with young kids: Traveling with young children can be a bit of a challenge. It's important to prioritise their comfort and safety, and ensure there are age-appropriate amenities, like a private swimming pool. It’s also wise to consider how close you are to attractions that are family-friendly.
  • Taking your pets with you to San Gimignano: Some travellers can’t imagine a family holiday without their furry companion. If that sounds like you, take a look at Vrbo properties that welcome pets. Many of these homes come equipped with feeding bowls and beds, ensuring that all members of the family feel right at home.
  • Planning for a long term stay visiting San Gimignano: If you're seeking holiday rentals that offer special rates for extended stays, you've come to the right place. With the appropriate filter, you can effortlessly discover and save on monthly rentals. Be sure to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around San Gimignano

Discover the enchanting charm of San Gimignano, a beautiful town steeped in history. Wander its medieval streets, relax in cool, comfortable outdoor settings, and enjoy a romantic, entertaining escape. The city’s landmarks and inviting atmosphere offer a perfect blend of historical allure and modern comfort, ideal for a secluded yet vibrant holiday experience.

  • Ulignano: Nestled within the enchanting area of San Gimignano, Ulignano offers a picturesque village escape ideal for travellers seeking a romantic and outdoor experience. The village is celebrated for its scenic beauty, with opportunities to enjoy leisurely outdoor activities or a night at the local theatre. Surrounded by landmarks such as a tranquil lake, ancient historic sites, and a striking castle, Ulignano invites visitors to immerse themselves in a blend of nature and heritage. The charm of the village makes it a perfect starting point for exploring the Tuscan countryside.
  • Castel San Gimignano: This village exudes a cultural and city-themed allure that appeals to those in search of a romantic getaway with a historical twist. Located within the vicinity of San Gimignano, Castel San Gimignano boasts a vibrant atmosphere where guided tours and leisurely walks reveal its rich history and artistic heritage. The local attractions, including a bustling piazza square, a noteworthy historic site, and an art gallery, provide a delightful mix of cultural experiences that are sure to captivate the curious traveller.
  • Poggibonsi: Situated 8km away from San Gimignano, Poggibonsi is a lively city that offers a blend of romantic and entertainment-themed experiences. This city is perfect for those interested in outdoor pursuits combined with a taste for modern amenities, such as a spa, body treatment centres, and a shopping centre. Enriched with historical landmarks, a majestic castle, and a museum, Poggibonsi provides a well-rounded travel experience that marries the old with the new, all within a short journey from San Gimignano.

Best time to go to San Gimignano

If you're planning a trip to San Gimignano, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly Low
February43.3°F (6.3°C)Light RainMostly SunnySlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverage
May61.5°F (16.4°C)Light RainMostly SunnyAverage
June70.7°F (21.5°C)Light RainSunnySlightly High
July76.3°F (24.6°C)No Rain (Dry)SunnySlightly High
August75.9°F (24.4°C)No Rain (Dry)SunnyAverage
September67.6°F (19.8°C)Light RainMostly SunnyAverage
October59.0°F (15.0°C)Light RainMostly SunnySlightly Low
November50.4°F (10.2°C)Light RainMostly SunnySlightly High
December43.3°F (6.3°C)Light RainMostly SunnyAverage

Booking with Vrbo is a breeze

Looking to get more out of your next journey? Try being flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To find the ideal Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new getaways, pick up right where you last left off, or manage and organise your travel arrangements. You can easily access the properties you've saved and booked in your Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Head to the historical city of San Gimignano

Come and experience San Gimignano and its history, museums and cathedral. This walkable city is known for its cafes, wineries and monuments. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Gimignano

Are you searching for attractions to see during your stay? Venture out of your holiday home and experience everything that makes San Gimignano a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (0.9 mi / 1.5 km)
  • Tenuta Torciano Winery (3.5 mi / 5.6 km)
  • Castello della Paneretta (8 mi / 12.9 km)
  • Casa Vinicola Luigi Cecchi (9.4 mi / 15.2 km)
  • Casa Sola - Chianti Winery (10 mi / 16.1 km)
  • Isole e Olena Winery (10 mi / 16.2 km)

Exploring the natural landscape of San Gimignano

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, San Gimignano is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Sentierelsa Trail (5.3 mi / 8.6 km)
  • Alta Val d'Elsa River Park (7.1 mi / 11.4 km)
  • Chianti Sculpture Park (17.7 mi / 28.5 km)
  • Arno River (23.3 mi / 37.5 km)
  • Le Caldane Thermal Baths (7 mi / 11.3 km)
  • Hedonistic Hiking (10.2 mi / 16.3 km)

Travelling to and around San Gimignano

The nearest airport is in Peretola Airport (FLR), located 24.4 mi (39.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in San Gimignano when booking a holiday home?
Pancole is one of the more popular areas to book a Bookabach holiday home in San Gimignano. Have a look at our collection of comfortable properties and then get ready to experience this destination like a local.
What is the most popular type of holiday home accommodation in San Gimignano?
The most desirable types of holiday homes in San Gimignano are apartments. Want something different? Bookabach has a variety of options to match our guests' diverse needs, so you'll see holiday homes in all shapes and sizes. The perfect fit is ready and waiting for you — find yours today.
How much does it cost to rent a holiday home in San Gimignano?
Different factors affect how much you'll pay for a holiday home in San Gimignano, including the length of stay, season and type of property. But, all of our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in San Gimignano?
The average price for a holiday home near the beach in San Gimignano depends on when you're travelling and the size and type of property you're looking for. You can quickly and easily find prices on Bookabach by entering your preferred travel dates and destination. Then use the filters to select the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in San Gimignano?
Pack a suitcase and a bone for the pooch in your life because San Gimignano has 144 holiday homes that throw open their doors to pets. Let your four-legged buddy join in with the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in San Gimignano?
Mark the "pool" box in our filter tool and you can choose from 78 houses with private pools in San Gimignano on Bookabach. Gentle soak, ball games or noodle joust? Free time is up to you when your holiday property has its own pool.
What are popular home amenities in San Gimignano?
When it comes to home amenities that guests search for in San Gimignano, a firepit, mountain views and a chef are the most popular. With Bookabach holiday homes, you'll have options to suit your taste and style, whether you're travelling with your partner, your friends or even pets.
Are there large group holiday homes in San Gimignano?
San Gimignano has 14 holiday homes that can fit 10 or more guests. These stays come with the space you need to enjoy good times with family and friends.
Are there holiday homes in San Gimignano that welcome kids?
San Gimignano has 142 family-friendly holiday homes to pick from. And finding a stay that welcomes kids is a cinch with Bookabach's "Properties good for families" filter. In addition to having the whole place to yourselves, you can also look forward to perks and conveniences such as dining rooms, full kitchens and private pools.
What are the top attractions for families in San Gimignano?
There are tons of wonderful things to do and see with the family in San Gimignano, such as:

  • Castle of Oliveto
  • Podestas Palace
  • The Rock of Staggia

Are there one-bedroom holiday homes in San Gimignano?
There are 55 one-bedroom properties in San Gimignano to pick from. A one-bedroom holiday home is an excellent choice if it's just two of you or if you're travelling alone. Throw in more space, privacy and convenience compared to a standard hotel, and you've got the makings of an unforgettable getaway.
Can I find two-bedroom holiday homes in San Gimignano?
Take off with your besties and experience complete comfort and privacy in one of the 41 two-bedroom holiday homes San Gimignano has to offer.
Are there holiday homes with WiFi in San Gimignano?
San Gimignano has 72 holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to updating your social media, these Bookabach homes make it a cinch to go online.
How can I find holiday homes with air conditioning in San Gimignano?
Pick your travel dates and then use our filters to locate holiday homes with air conditioning in San Gimignano on Bookabach. With 83 air-conditioned properties available, you can enjoy a cool and comfortable break.
How old do you have to be to rent a holiday home in San Gimignano?
The minimum age is generally 16, 18 or 21. It can differ from one property to another on Bookabach, so look at the rules of your preferred San Gimignano holiday home before booking your stay.
How long can I rent a holiday home in San Gimignano for?
The amount of time you can book a San Gimignano holiday home for varies depending on the property. Simply tap in your dates of travel to browse options that offer long-term stays. They feature all the things you need to make your extended break more comfortable such as kitchens and laundries. Some holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.