San Gimignano holiday homes

We found 2,774 holiday rentals — enter your dates for availability
Select from 62 houses, 106 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.

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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 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)
  • 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)
  • Alta Val d'Elsa River Park (7.1 mi / 11.4 km)
  • Chianti Sculpture Park (17.7 mi / 28.5 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 rental?
When considering a holiday rental in San Gimignano, a charming medieval town in Tuscany, the historical centre is the best area to stay. This picturesque neighbourhood is renowned for its stunning towers and well-preserved architecture, offering visitors an authentic glimpse into the past. The area boasts a range of holiday properties, from quaint apartments to more luxurious options, allowing for a delightful stay amidst the town's captivating atmosphere.While in the historical centre, you can easily explore top attractions such as the Collegiate Church of Santa Maria Assunta, which showcases incredible frescoes and a stunning interior, and the Piazza della Cisterna, a lovely square great for enjoying a gelato while soaking in the vibrant surroundings.
Where are the best areas for renting a beach house in San Gimignano?
For renting a beach house near San Gimignano, it's important to note that the town itself is situated inland and is not directly on the coast. However, there are lovely areas along the Tuscan coastline that are within a reasonable drive, particularly towards the seaside towns of San Vincenzo and Castiglione della Pescaia.In the San Vincenzo area, visitors can find beach houses that offer stunning views of the Tyrrhenian Sea, often featuring amenities such as private terraces, outdoor dining areas, and easy access to sandy beaches. Many properties in this region come equipped with modern kitchens, making it convenient for families or groups to prepare meals and enjoy al fresco dining while soaking in the coastal atmosphere.If you venture further south to Castiglione della Pescaia, you'll discover charming villas and beachfront apartments that cater to holidaymakers. Here, amenities frequently include private pools, garden spaces, and proximity to local shops and restaurants, allowing for a comfortable and enjoyable stay. The beaches are typically well-maintained and ideal for sunbathing or enjoying water sports.While San Gimignano itself is renowned for its medieval architecture and stunning hilltop views, the nearby coastal areas offer the great complement for travellers seeking both cultural experiences and beach relaxation.
What is the most popular type of holiday rental accomodation in San Gimignano?
In San Gimignano, apartments are the most popular type of holiday rental, with approximately 756 available throughout the charming medieval town. These apartments typically offer amenities such as fully equipped kitchens, comfortable living areas, and often stunning views of the surrounding Tuscan countryside. Many are located near key attractions like the iconic towers, the Collegiata di Santa Maria Assunta, and local vineyards, making them ideal for exploring the rich history and culture of the area.In addition to apartments, there are around 256 villas and 240 holiday houses, which cater to those seeking more space and privacy. These properties often feature multiple bedrooms, private gardens, and outdoor patios, allowing guests to enjoy the beautiful Tuscan weather. For a more rustic experience, there are also a small number of cottages and several campsites available, providing a range of options for different preferences and group sizes.
Are there any family house rentals in San Gimignano?
In San Gimignano, Tuscany, there is a wide selection of family-friendly holiday rentals, with around 171 available. This charming medieval town is renowned for its stunning towers and picturesque landscapes, making it a wonderful choice for families. Many properties feature spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for children to play and enjoy the Tuscan sun.Visitors can find accommodations in various neighbourhoods, each offering unique access to local attractions. For instance, homes located near the historic centre allow easy exploration of the town's famous squares, like Piazza della Cisterna, as well as art galleries and delightful gelaterias. Additionally, properties situated on the outskirts often come with beautiful gardens and views of the rolling hills, providing a peaceful retreat after a day of sightseeing.Family-oriented amenities such as Wi-Fi, air conditioning, and sometimes even swimming pools can be expected, ensuring a comfortable stay.
Can I rent a holiday home with a pool or hot tub in San Gimignano?
In San Gimignano, there are plenty of holiday homes available for rent that come equipped with pools or hot tubs, with around 204 options to choose from. This picturesque town in Tuscany is renowned for its medieval towers and beautiful landscapes, making it a delightful destination for travellers seeking relaxation and adventure.You can find these properties scattered throughout the surrounding countryside and in the town itself, often featuring stunning views of the vineyards and rolling hills. Many rentals have private pools, outdoor terraces for al fresco dining, and hot tubs, providing a luxurious setting to unwind after exploring the area's rich history and cultural sites.Expect amenities such as fully equipped kitchens, spacious living areas, and charming outdoor spaces, ideal for families or groups wanting to enjoy the tranquil Tuscan atmosphere. Additionally, the proximity to local wineries and traditional trattorias enhances the experience, allowing guests to indulge in the region's culinary delights. Find your rental in San Gimignano with a pool or a hot tub.
Are there pet-friendly house rentals in San Gimignano?
In San Gimignano, there are numerous pet-friendly house rentals available, with around 155 options to choose from. This enchanting medieval town in Tuscany offers a variety of holiday homes that cater to travellers with pets. Many of these rentals feature spacious gardens or outdoor terraces, providing ample space for pets to roam and play. Inside, guests can expect comfortable amenities such as well-equipped kitchens, Wi-Fi, and cosy living areas, superb for relaxing after a day of exploring the town's historic attractions.The area is rich in cultural heritage, with the iconic towers of San Gimignano and charming cobblestone streets to wander through. Additionally, nearby parks and countryside trails offer excellent opportunities for walking and enjoying nature with pets. The surrounding Tuscan landscape, dotted with vineyards and olive groves, is ideal for leisurely strolls, making it a delightful destination for both pet owners and their furry companions.
Are there any remote work holiday rentals in San Gimignano?
In San Gimignano, Tuscany, there are numerous options for remote work holiday rentals, with around 1,060 properties available. This picturesque medieval town offers a unique blend of history and modern amenities, making it an excellent choice for those looking to work remotely. Many of the rentals come equipped with reliable Wi-Fi, ensuring a seamless connection for virtual meetings or work tasks.Travellers can expect a variety of accommodations, from charming apartments in the town's historic centre to spacious villas set amidst the stunning Tuscan countryside. Common amenities often include comfortable workspaces, fully equipped kitchens for self-catering, and outdoor areas where one can relax after a day of work. The proximity to local attractions, such as the iconic towers and beautiful vineyards, adds to the appeal of working from this enchanting destination. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in San Gimignano?
In San Gimignano, holiday rentals often feature a variety of popular amenities that enhance the guest experience. Most properties come equipped with a kitchen, allowing visitors to prepare their own meals and enjoy the local produce. Onsite parking is commonly available, making it convenient for those travelling by car. Many rentals also permit pets, accommodating furry companions during the stay. Additionally, you can expect amenities like coffee and tea makers for those essential morning brews, as well as provisions for service animals, ensuring a comfortable stay for all guests.
When is the best time to visit San Gimignano for a holiday rental?
The best time to visit San Gimignano for a holiday rental is during the enchanting month of November. This period marks the peak season, running from November to January, when the charming medieval town is adorned with festive decorations, and the atmosphere is filled with warmth and celebration.With mild temperatures ranging from 5 to 15 degrees Celsius, November provides a comfortable climate for outdoor activities and sightseeing. You can explore the town's iconic towers and winding streets, and enjoy the stunning Tuscan countryside, all while indulging in local wine tastings and delicious cuisine.If you're looking for a more budget-friendly option, consider visiting in October. This month is less crowded but still offers delightful experiences, such as the grape harvest festival, where you can immerse yourself in the local culture and enjoy the vibrant autumn colours.Ultimately, your choice will depend on whether you prefer the bustling energy of the peak season in November or the quieter charm of October, where you can enjoy the beauty of San Gimignano at a more relaxed pace.
What are the top attractions in San Gimignano?
In San Gimignano, visitors can engage in a rich tapestry of history and culture. The town is famed for its medieval towers, with the Torre Grossa being the tallest and offering stunning views of the surrounding countryside. The historic centre, a UNESCO World Heritage Site, is filled with charming cobblestone streets and ancient buildings that showcase the town's architectural heritage.The Piazza della Cisterna is a central gathering place, surrounded by delightful cafés and shops, making it a great spot to relax and enjoy local delicacies such as the renowned Vernaccia di San Gimignano wine. Nearby, the Collegiate Church of Santa Maria Assunta features impressive frescoes that captivate art enthusiasts.For those interested in local history, the San Gimignano 1300 Museum provides a fascinating glimpse into the town's past through intricate models and exhibits.
Are all fees included in the San Gimignano holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any San Gimignano holiday homes with parking?
Bookabach offers a wide selection of holiday homes in San Gimignano with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for San Gimignano holiday homes?
You can find great discounts on holiday homes in San Gimignano on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my San Gimignano holiday home booking on Bookabach?
To find San Gimignano holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in San Gimignano?
A long-stay holiday home in San Gimignano is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a San Gimignano holiday home?
Book your San Gimignano holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in San Gimignano?
Prices for holiday homes in San Gimignano vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in San Gimignano to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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