San Gimignano holiday rentals

We found 2,854 holiday rentals — enter your dates for availability

Select from 47 houses, 135 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:2 Oct - 9 Oct

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Why visit San Gimignano

  • Historic architecture: Marvel at the iconic medieval towers and charming piazzas that define San Gimignano's skyline.
  • Cultural heritage: Explore historic churches and intriguing museums that showcase the city's rich artistic past.
  • Scenic vistas: Enjoy breathtaking views of the Tuscan countryside from various vantage points throughout the city.
  • Local cuisine: Savor authentic Tuscan dishes and local wines in quaint restaurants and outdoor eateries.
  • Charming atmosphere: Wander the enchanting streets, immersing yourself in the romantic ambiance of this medieval gem.

Popular types of accommodation in San Gimignano

You have decided on a trip to San Gimignano, Tuscany, Italy, and now comes the fun part – choosing your accommodation. Enjoy friendly, cosy guesthouses, apartments, private holiday homes, and villas, all offering a warm welcome. Discover local attractions like medieval towers and charming piazzas, while experiencing pet-friendly options and a range of friendly holiday rentals that cater to every traveller’s needs.

  • Apartments: A favoured choice among visitors, apartments offer a blend of comfort and convenience, ideal for experiencing local life.
  • Private Holiday Homes: These homes provide a home-away-from-home atmosphere, perfect for families or groups wanting extra space.
  • Villas: For those seeking luxury, villas provide spacious living and stunning views, ensuring a memorable stay.
  • Caravan Parks: A unique option, caravan parks allow for a more adventurous experience amidst nature.
  • Cottages: Charming and cosy, cottages are perfect for a quaint getaway, often nestled in picturesque settings.**

Top attractions in San Gimignano

Explore the enchanting city of San Gimignano in Tuscany, Italy, where historic churches, majestic castles, and intriguing museums offer a blend of culture and romance. Stroll through streets steeped in history, savour outdoor experiences, and immerse yourself in a city that promises captivating sightseeing and memorable tours. Discover the charm of this captivating destination and its rich heritage without venturing beyond its ancient walls.

  • San Gimignano Communal Palace: Experience the rich civic history and cultural charm of this historic building, where centuries of governance are evident in its distinctive architecture.
  • Medieval Criminal and Torture Museum: Delve into the darker side of medieval justice with exhibits that illuminate the grim realities of the past, set within an atmospheric venue.
  • Torre Grossa: Climb this iconic tower for breathtaking views over San Gimignano, appreciating its storied past and the panoramic vistas of the Tuscan landscape.

Things to do recommended for couples

Immerse yourselves in the charm of San Gimignano with a leisurely stroll through its medieval streets, hand in hand. Enjoy a wine tasting at a local vineyard, savouring the exquisite Vernaccia, followed by a romantic sunset view from the Torre Grossa. Truly a memorable experience for couples.

Things to do recommended for families

Families in San Gimignano enjoy a day exploring the medieval towers, savour local gelato, and wander the charming streets. A fun, immersive experience awaits with engaging local crafts and picturesque views suitable for all ages.

Things to do recommended for groups

Explore the medieval charm of San Gimignano with a guided walking tour, indulge in a cooking class to master local Tuscan dishes, or enjoy a wine tasting at a nearby vineyard, sampling the renowned Vernaccia di San Gimignano. Each activity promises a delightful cultural immersion for your group.

*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

Whether you're journeying with a group, as a family, accompanied by your pets, or seeking extended stays, ensure you filter according to your priorities. Here are some Stayz booking tips for you.

  • Traveling to San Gimignano with a group: Think about how many bedrooms you require, as well as amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to San Gimignano with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, ensuring the availability of age-appropriate facilities, such as a private swimming pool. It is also wise to consider how near you are to attractions that are suitable for families.
  • Taking your pets with you to San Gimignano: For many families, a trip isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting San Gimignano: If you're seeking holiday rentals with special offers for extended stays of a month or more, you've come to the right place. By applying the appropriate filters, you can effortlessly locate and secure savings on monthly rentals. You might also consider adding options such as a parking space, a well-appointed kitchen, or a private pool to your search criteria.

Where to stay in San Gimignano

Discover the charm of San Gimignano, a historic Tuscan gem renowned for its medieval towers and scenic vistas. Wander ancient streets, admire timeless architecture and quaint piazzas, and indulge in the local culinary delights. Experience a blend of romance, entertainment, and outdoor adventures in an atmosphere steeped in history and luxury. San Gimignano offers a truly unforgettable escape into the heart of Tuscany.

  • San Gimignano City Centre: Nestled in the heart of San Gimignano, the City Centre offers a rich tapestry of cultural and romantic experiences. Visitors can immerse themselves in the local history by exploring ancient landmarks, museums and a picturesque piazza square. The area is celebrated for its outdoor activities and theatre performances, creating an inviting atmosphere for those seeking both relaxation and cultural enrichment. The blend of historic charm and contemporary leisure ensures a memorable travel experience.
  • Ulignano: Set in the scenic surroundings of San Gimignano, Ulignano is a quaint village ideal for travellers seeking a romantic retreat and outdoor adventures. Here, the allure of nature meets history, with nearby lakes, historic sites and a castle that tell tales of the past. The village offers a slower pace of life, perfect for leisurely walks and theatre outings, making it a delightful escape for those looking to savour both tranquillity and beauty.
  • Castel San Gimignano: This charming village is steeped in history and culture, offering a blend of city-themed and romantic experiences. Wander through its cobbled streets and discover hidden piazza squares, ancient historic sites and art galleries that showcase the artistic heritage of the region. Tours and walking excursions provide an engaging way to explore the local landmarks, ensuring that every visit is rich in discovery and historical intrigue.

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. Peak season runs in June to July and November, while off-peak times, like January to February and October tend to have fewer bookings and better deals.

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

Booking with Stayz is simple

Looking to cut costs on your next break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a handy place to set up new journeys, continue from where you last stopped, or review and organise your plans. You can see properties you have either saved or booked neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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)
  • Casa Sola - Chianti Winery (10 mi / 16.1 km)
  • Isole e Olena Winery (10 mi / 16.2 km)
  • Castelfalfi Golf Course (10.7 mi / 17.2 km)
  • Buondonno Winery (12.3 mi / 19.8 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)
  • Val di Merse (22.1 mi / 35.6 km)
  • Arno River (23.3 mi / 37.5 km)
  • Le Caldane Thermal Baths (7 mi / 11.3 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 Stayz 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? Stayz 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 Stayz 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 Stayz. 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 Stayz. 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 Stayz 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 Stayz'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 Stayz 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 Stayz. 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 Stayz, 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.