Castel San Gimignano holiday lettings

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Discover a selection of 5 homes and other holiday rentals in Castel San Gimignano that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Castel San Gimignano

Showing deals for:14 Nov - 21 Nov
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Find out more about Castel San Gimignano

Find out more about Castel San Gimignano

Why visit Castel San Gimignano

  • Cultural exploration: Discover a variety of charming churches, intriguing museums, and historic forts that showcase the rich history of Castel San Gimignano.
  • Scenic beauty: Enjoy the breathtaking views of the surrounding Siena countryside, perfect for photography and leisurely walks.
  • Romantic atmosphere: Experience a delightful blend of culture and romance in this enchanting village, ideal for couples.
  • Charming accommodation: Choose from quaint apartments, private holiday homes, and luxurious villas for a relaxing stay.
  • Friendly community: Embrace the warm and welcoming atmosphere, making your getaway truly memorable.

Popular types of accommodation in Castel San Gimignano

If you're contemplating a getaway to Castel San Gimignano, you're in for a treat. Our most sought-after accommodation options include charming apartments, private holiday homes, and luxurious villas. Whether you're looking for a quaint retreat near Chianti Station or a serene stay at the Villa Sanpaolo Resort, we've got the best villas to suit your needs. Enjoy transparency and savings as you explore the delightful holiday rentals this scenic region has to offer.

  • Apartments: The preferred choice for visitors to Castel San Gimignano, offering convenient amenities for a comfortable stay.
  • Houses: A popular selection for families and groups, providing ample space and privacy during your holiday.
  • Villas: Elegant and spacious, these properties are ideal for those seeking a luxurious Tuscan experience.
  • Caravan Parks: A unique option for those who enjoy the outdoors, with facilities for a relaxed getaway.
  • Cottages: Quaint and charming, perfect for a cosy retreat in the picturesque countryside.**

Top attractions near Castel San Gimignano

Castel San Gimignano, nestled in the heart of Tuscany, is an ideal destination for those seeking cultural and romantic experiences. Visitors can explore a variety of attractions, including charming churches, intriguing museums, and historic forts. Whether you're interested in immersing yourself in local culture or enjoying a romantic getaway, this enchanting locale offers a delightful mix of entertainment and historical significance, making it a perfect spot for a memorable holiday.

  • San Gimignano Communal Palace: A historic Civic Government Building steeped in culture, it offers insights into the town's political history and stunning architecture, making it a must-visit for history enthusiasts.
  • Piazza della Cisterna: This picturesque square is the heart of San Gimignano, surrounded by charming medieval buildings and bustling with local life, making it perfect for soaking up the vibrant city culture.
  • Medici Fortress: A historic fort that provides a glimpse into the past, it boasts impressive views of the surrounding countryside and offers a serene escape to explore its rich heritage.

Things to do recommended for couples

For a romantic escape in Castel San Gimignano, indulge in a wine tasting at Tenuta Torciano Winery, savour a delightful meal at Torre del Porcellino, or explore the scenic grounds of Tenuta Maiano. Each experience promises a unique blend of romance and charm in beautiful Tuscany.

Things to do recommended for families

Your family will have a delightful time at the Chianti Observatory, just 8.7km from Castel San Gimignano, where you can explore the stars. For sports enthusiasts, Siena Stadium and Palasport Mens Sana, both located 9.3km away, offer thrilling sporting events.

Things to do recommended for groups

Experience the magic of the Teatro del Silenzio, a captivating theatre 9.3km away, or embark on the scenic Sentierelsa Trail, perfect for adventure seekers just 3.7km from Castel San Gimignano. For a leisurely day, enjoy a round at Castelfalfi Golf Course, located 8.1km away.

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

When you're planning a trip with a group, family, or pets, or if you're considering a longer stay, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Castel San Gimignano with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Castel San Gimignano with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Castel San Gimignano: For many, a family holiday wouldn't feel complete without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Castel San Gimignano: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. 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 a private pool in your search criteria as well.

Where to stay near Castel San Gimignano

Castel San Gimignano offers a delightful blend of culture and romance, set amidst the stunning backdrop of Tuscany. This charming village invites you to explore its historical streets and scenic spots, while the nearby Siena countryside showcases the region's breathtaking beauty. With a friendly atmosphere, you can enjoy a relaxing getaway in this secluded haven, making it the perfect destination for those seeking both luxury and tranquility in the heart of beautiful Tuscany.

  • San Gimignano: Situated a mere 2.5km from Castel San Gimignano, this enchanting city is renowned for its medieval towers and rich cultural heritage. Visitors are drawn to its charming streets for a romantic escape, where outdoor experiences abound. Be sure to explore the historic sites, including the stunning Collegiate Church of San Gimignano, and indulge in local cuisine at the delightful trattorias. The city's vibrant arts scene is showcased in various theatres, and for relaxation, the nearby spas offer a perfect retreat after a day of exploration.
  • Lucciana: Just 1.9km away from Castel San Gimignano, the quaint village of Lucciana beckons with its picturesque landscapes and serene beach vibes. Ideal for culture seekers and those in search of a romantic getaway, Lucciana offers an array of outdoor activities. Visitors can bask in the sun at the sandy beach or explore the nearby nudist beach for a unique experience. The village is also home to a historic castle, which adds to its charming allure, making it a perfect spot for a leisurely day trip.
  • Pignano: Located 1.9km from Castel San Gimignano, Pignano is a delightful village that combines entertainment with natural beauty. Ideal for couples seeking a romantic outing, the village offers a variety of outdoor experiences. Visitors can unwind at local spas, indulging in rejuvenating body treatments. The area is rich in history, with notable landmarks including monuments and historic sites waiting to be explored. Pignano's tranquil atmosphere makes it a lovely place to relax and enjoy the scenic Tuscan countryside.

Best time to go to Castel San Gimignano

If you're planning a trip to Castel San Gimignano, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyModerately LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyModerately HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnyModerately HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyModerately LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you eager to save on your next getaway? Being flexible with your travel dates can often lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay typically results in even greater discounts. To help you discover the perfect Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

The Vrbo Trip Board provides a convenient platform for you to plan new holidays, manage your existing arrangements, or review and organise your bookings. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the cosy city of Castel San Gimignano

Enjoy the wineries and other features of Castel San Gimignano. This city is welcoming and walkable, recognised for its cheese shops, coffee shops and local tours. 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.

Sightseeing in and around Castel San Gimignano

Do you want to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Castel San Gimignano a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (4.2 mi / 6.8 km)
  • Tenuta Torciano Winery (7.9 mi / 12.6 km)
  • Castello di Monsanto (10.4 mi / 16.8 km)
  • Castello della Paneretta (11 mi / 17.7 km)
  • Castelfalfi Golf Course (12.5 mi / 20.2 km)
  • Isole e Olena Winery (12.9 mi / 20.7 km)

Exploring the natural features in Castel San Gimignano

Whether you're an adventurous traveller or just want to appreciate the scenery, Castel San Gimignano is a great place to spend some time outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Sentierelsa Trail (5.6 mi / 9.1 km)
  • Alta Val d'Elsa River Park (5.8 mi / 9.3 km)
  • Val di Merse (18.8 mi / 30.3 km)
  • Le Caldane Thermal Baths (5.8 mi / 9.3 km)
  • Castelvecchio Natural Reserve (3.6 mi / 5.8 km)
  • Hedonistic Hiking (7.7 mi / 12.4 km)

How to get to and around Castel San Gimignano

Fly into Peretola Airport (FLR), the closest airport, located 28.9 mi (46.5 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Castel San Gimignano?
The most sought-after types of holiday rentals in Castel San Gimignano are houses. Searching for something different? Vrbo has many options to match our guests' unique needs, so you'll see holiday properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — get yours today.
How much does it cost to rent a holiday rental in Castel San Gimignano?
The average price for a holiday rental in Castel San Gimignano can vary depending on factors such as season, length of stay and property type. Whether you prefer a sprawling villa with space for extended family or a cosy cabin for you and your other half, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Castel San Gimignano?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Castel San Gimignano travel dates to view your options on Vrbo. Can't live without a private pool? Use the filters to choose the amenities and features you want in your rental.
Are there pet-friendly holiday rentals in Castel San Gimignano?
Yes, there are. You'll have a choice of 18 holiday rentals that welcome pets in Castel San Gimignano on Vrbo. Our furry kids need a getaway too, so simply use our search function for pet-friendly holiday rentals to book a pad where your pooch can join the fun.
Can I rent a house with a pool in Castel San Gimignano?
Add a new level of fun to your getaway by booking your group into one of the 18 houses with a private pool in Castel San Gimignano. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that's all your own.
What are popular rental amenities in Castel San Gimignano?
When it comes to rental amenities that guests prefer in Castel San Gimignano, a swimming pool, tennis and a fireplace rank highest. With Vrbo holiday homes, you'll find options to suit your taste and style, whether you're planning to get away with family, friends or even pets.
Are there large group holiday rentals in Castel San Gimignano?
Take your pick of four Vrbo holiday rentals in Castel San Gimignano that can host a group of five or more guests. You'll enjoy all the privacy and room you need to spend time with your loved ones — and nobody else.
Are there holiday rentals in Castel San Gimignano that welcome kids?
Castel San Gimignano has 18 family-friendly holiday homes to pick from. And finding a stay that welcomes youngsters is simple with our "Properties good for families" filter. Besides having the whole place to yourselves, you'll get access to perks and amenities like multiple bedrooms, kitchens and yards.
What are the top attractions for families in Castel San Gimignano?
Keep your kids occupied at these fun family-friendly attractions in Castel San Gimignano:

  • Podestas Palace
  • Museo Civico
  • Fortress of Montestaffoli

Are there one-bedroom holiday rentals in Castel San Gimignano?
Yes, you can pick from nine one-bedroom rentals in Castel San Gimignano. Whether you'd like a secluded cottage or a condo, Vrbo's one-bedroom properties are ideal if you don't need tons of space. One of the major perks of having your own pad? You won't have to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Castel San Gimignano?
Gather your loved ones and enjoy a relaxing escape in one of the three two-bedroom holiday homes Castel San Gimignano has to offer.
Are there holiday rentals with WiFi in Castel San Gimignano?
You can choose from six holiday rentals with WiFi in Castel San Gimignano. If you want to disconnect from the world on your break, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Castel San Gimignano?
Decide on your travel dates and then use the filter tool to see holiday rentals with ac in Castel San Gimignano on Vrbo. With six air-conditioned properties on offer here, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday rental in Castel San Gimignano?
We recommend checking with the Castel San Gimignano holiday property you're looking at on Vrbo as age restrictions vary. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Castel San Gimignano for?
The amount of time you can rent a Castel San Gimignano holiday home for depends on each property. Simply put in your dates of travel to browse options that offer long-term stays. They include all you require to make your extended trip more enjoyable such as kitchens and yards. Some holiday rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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