San Gimignano holiday homes

We found 3,087 holiday rentals — enter your dates for availability

Select from 66 houses, 262 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:12 Dec - 19 Dec
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Why visit San Gimignano

  • Rich history: San Gimignano boasts stunning churches and intriguing museums that showcase its captivating past.
  • Picturesque landscapes: Enjoy the breathtaking views of the Chianti countryside and explore beautiful vineyards.
  • Charming piazzas: Relax in quaint squares infused with local culture and friendly locals.
  • Romantic atmosphere: The enchanting vibe of the town makes it perfect for a romantic getaway.
  • Nearby adventures: Take day trips to explore the stunning sights of Tuscany and Siena.

Top attractions in and around San Gimignano

San Gimignano is the perfect spot for a cultural and romantic getaway, offering an array of attractions like stunning churches, intriguing museums, and majestic castles. Whether you're keen on exploring local history or soaking up the picturesque surroundings, there’s plenty to keep you entertained. Don’t miss out on tours and sightseeing opportunities across Tuscany and nearby Siena for a truly memorable Italian experience.

  • San Gimignano Communal Palace: A historic civic building that embodies the rich political history of San Gimignano, featuring stunning medieval architecture and cultural vibes that reflect its heritage.
  • Vernaccia di San Gimignano Wine Museum: This museum celebrates the region's famous white wine, Vernaccia, offering tastings and insights into the local winemaking traditions, surrounded by a vibrant cultural atmosphere.
  • Casa del Boccaccio: Located 9.7km away, this historic house is dedicated to the renowned poet Giovanni Boccaccio, providing a glimpse into his life and the literary culture of the time.

Things to do recommended for couples

Looking for a romantic getaway in San Gimignano? Be sure to visit Sovestro in Poggio Winery for a delightful wine tasting, savour a meal at Torre del Porcellino, and enjoy the stunning outdoor vibes at Tenuta Maiano. It's the perfect blend of charm and intimacy.

Things to do recommended for families

While in San Gimignano, your family can unwind at the Alta Val d'Elsa River Park, just 11.3km away, or explore the wonders of the Chianti Observatory, 17.7km away. For sports enthusiasts, catch a thrilling match at Siena Stadium, located 25.7km from the town.

Things to do recommended for groups

Explore local delights at Ra-Ma snc, only 6.4km from San Gimignano, or hike the stunning Sentierelsa Trail, 8.0km away, for breathtaking views. Don't miss the enchanting Teatro del Silenzio, 18.0km out, perfect for a cultural night out with the whānau.

*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

If you're travelling with a group, family, pets, or planning for an extended stay, be sure to set your priorities when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to San Gimignano with a group: Think about how many bedrooms you’ll require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. The good news is that you can easily filter for these options, and so much more, on Vrbo.
  • Traveling to San Gimignano with young kids: Going on holiday with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to San Gimignano: For many families, a holiday wouldn't feel complete without their furry companion. If this resonates with you, take a look at the Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting San Gimignano: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around San Gimignano

San Gimignano offers a captivating blend of history and romance, perfect for a leisurely escape. Explore charming piazzas and beautiful vineyards, while relaxing in the idyllic Chianti village nearby. The city's enchanting atmosphere, with its friendly locals and stunning properties, invites you to unwind and savour the Tuscan lifestyle. Don't miss the opportunity to soak in the historical vibes that make this region truly special.

  • Castel San Gimignano: Nestled in the picturesque hills surrounding San Gimignano, Castel San Gimignano is a charming village that offers a delightful mix of culture, romance, and entertainment. Visitors can immerse themselves in the local culture by exploring the historic civic government buildings and the lovely piazza square. Whether you’re indulging in a rejuvenating spa treatment or taking a leisurely walking tour of the area, the village’s enchanting atmosphere is sure to captivate you. The historic palace nearby adds a touch of grandeur to your visit, making it a perfect spot for couples seeking a romantic getaway.
  • Ulignano: Just a stone's throw from San Gimignano, Ulignano is a quaint village that invites you to experience its romantic charm and outdoor adventures. Known for its serene atmosphere, Ulignano offers a variety of outdoor activities, making it ideal for those who enjoy nature. You can unwind with a body treatment or catch a performance at a local theatre. The village is dotted with historic landmarks, including a piazza square and several historic houses, allowing you to soak in the rich history while enjoying the scenic views of the surrounding countryside.
  • Poggibonsi: Located a mere 8.0km from San Gimignano, Poggibonsi is a vibrant city that combines culture, romance, and outdoor experiences. This bustling locale offers a range of activities, from rejuvenating spa visits to fascinating explorations at the planetarium observatory. You can delve into the city’s history at its various historic sites and tourist precincts, which provide a glimpse into the region's past. Poggibonsi is the perfect base for travelers looking to experience the best of Tuscany while enjoying the conveniences of a city.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Planning your next getaway and hoping to save some cash? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect spot for your adventure.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a convenient place to plan new adventures, pick up right where you left off, and manage your travel arrangements. You can easily find any properties you've saved or booked listed under Potential, Upcoming, or Current Trips. To get started with 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 di Monsanto (7.5 mi / 12.1 km)
  • Castello della Paneretta (8 mi / 12.9 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)
  • 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 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.

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