Monteriggioni vacation rentals

We found 2,799 vacation rentals — enter your dates for availability

Discover a selection of 62 apartments, 28 villas, and other vacation rentals in Monteriggioni that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for spending time at your vacation home, which might include parking and a fireplace. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Monteriggioni

Showing deals for:Oct 10 - Oct 17
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Find out more about Monteriggioni

Why visit Monteriggioni

  1. Rich history: Wander through Monteriggioni's medieval streets and explore its fascinating historical sites.
  2. Stunning architecture: Discover beautiful churches and picturesque piazzas that showcase Tuscan design.
  3. Outdoor exploration: Enjoy the serene Tuscan countryside with scenic walking paths and secluded spots.
  4. Local hospitality: Experience the warmth and friendliness of the local community.
  5. Diverse accommodations: Choose from charming apartments, luxurious villas, and scenic caravan parks for a perfect stay.

Popular types of accommodation in Monteriggioni

Explore the charming vacation rentals in Monteriggioni, where you can find a variety of accommodations to suit your needs. Whether you're seeking a cozy apartment, a spacious private vacation home, or an inviting caravan park, there’s something for everyone. For those looking for a touch of luxury, consider one of our stunning villas, including options like Villa Montecastello. Discover the perfect getaway in Monteriggioni and enjoy a memorable stay!

  • Apartments: The top choice for visitors in Monteriggioni, offering comfort and convenience for solo travelers and families alike.
  • Caravan Parks: A great option for those seeking a unique outdoor experience, perfect for families and adventure seekers.
  • Houses: Ideal for groups or families wanting a homey atmosphere away from home.
  • Villas: Luxurious accommodations providing stunning views and ample space for relaxation.
  • Lodges: Cozy retreats that blend rustic charm with modern amenities, suitable for nature lovers.**

Top attractions in Monteriggioni

Monteriggioni, a charming Tuscan gem, is perfect for culture, outdoor, and romantic getaways. Visitors can explore beautiful churches, picturesque piazzas, and intriguing museums. Whether you're traveling solo, with family, or as a couple, there's plenty to discover. Don't miss the chance to wander through Monteriggioni's enchanting streets and soak in the rich history and breathtaking scenery that this delightful town has to offer.

  1. Piazza del Campo: A stunning square in the heart of Siena, known for its unique shell shape and vibrant atmosphere. It's a hub of culture, where locals gather and events like the Palio horse race take place, offering a true taste of Tuscan life.
  2. Siena Cathedral: A breathtaking Gothic cathedral featuring intricate architecture and stunning artwork. Its striking facade and beautifully decorated interior reflect Siena’s rich cultural heritage, making it a must-visit for art and history enthusiasts.
  3. Monteriggioni Castle: A charming medieval fortress that offers visitors a glimpse into the past. Its well-preserved walls and towers provide panoramic views of the surrounding countryside, immersing you in the historic ambiance of Tuscany.

Things to do recommended for couples

Experience romance in Monteriggioni! Visit Tenuta Torciano Winery for delightful tastings, savor a meal at Frateria di Padre Eligio with its charming ambiance, and unwind at San Giovanni Terme Rapolano for ultimate relaxation. Each spot promises a memorable experience for couples looking to connect and create lasting memories.

Things to do recommended for families

Families visiting Monteriggioni can enjoy exciting activities like cheering at the Siena Stadium, racing go-karts at the Siena Circuit, and exploring the stars at the Chianti Observatory. Each location offers a unique experience, ensuring fun and entertainment for everyone in the family!

Things to do recommended for groups

Your group can enjoy the breathtaking Sentierelsa Trail for hiking adventures, visit the charming Enoteca Italiana for local wines, and experience culture and entertainment at Teatro dei Rinnovati, all within a short distance from Monteriggioni.

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

When traveling with a group, family, or pets, or if you're considering longer stays, it’s important to prioritize your filters effectively. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Monteriggioni with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Monteriggioni with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, as well as having suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Monteriggioni: For many families, a vacation isn’t truly fulfilled without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Monteriggioni: If you're seeking vacation 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 a private pool in your search criteria as well.

Where to stay in Monteriggioni

Monteriggioni, a charming gem in the province of Siena, offers an unforgettable blend of culture and romance amidst the stunning Tuscan countryside. Explore beautiful villas and experience the warm hospitality of friendly locals in this historical enclave. Nearby, you can enjoy the serene atmosphere of secluded spots, making it an ideal destination for adventure seekers and those looking for a luxurious escape in the heart of Tuscany.

  • Florence: Located approximately 28 miles from Monteriggioni, Florence is renowned as the cradle of the Renaissance. Travelers flock to this city for its rich cultural offerings, family-friendly activities, and beautiful outdoor spaces. Explore the bustling shopping areas and vibrant public markets, where you can find everything from local crafts to delicious Italian cuisine. Key attractions include historic sites like the iconic Florence Cathedral and the Uffizi Gallery, which houses masterpieces by Michelangelo and Botticelli. Don’t miss the chance to stroll along the Arno River for breathtaking views of the Ponte Vecchio.
  • Siena: Just 7 miles from Monteriggioni, Siena is a stunning medieval city known for its well-preserved architecture and charming atmosphere. Visitors come for a mix of culture, outdoor experiences, and romantic settings. The city's historic center, a UNESCO World Heritage site, features narrow, winding streets that lead to the famous Piazza del Campo, where the Palio horse race is held each summer. Enjoy an array of spa treatments and educational experiences at local museums and art galleries, ensuring a memorable visit to this enchanting city.
  • La Villa: Nestled within the Monteriggioni area, La Villa offers a unique blend of city life, culture, and adventure. This charming town invites travelers to explore its picturesque piazzas and squares, perfect for leisurely strolls or enjoying a coffee al fresco. The local visitor center provides insights into the area's history and attractions, making it easy to plan your adventures. Whether you're interested in hiking nearby trails or immersing yourself in local culture, La Villa serves as a delightful base for your Tuscan getaway.

Best time to go to Monteriggioni

If you're planning a trip to Monteriggioni, 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 September, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyLowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyLowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyHighSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnyHighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyHighSlightly High
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to assist you every step of the way!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travels, revisit previous arrangements, and keep all your plans organized. You can easily access the properties you've saved and booked, categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Why people love visiting rustic Monteriggioni

The area's wineries and churches are just a few of the reasons to vacation in Monteriggioni. One of the city's many top draws is its local tours. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Monteriggioni

Do you want to find attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Monteriggioni a fun place to get away. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Castello di Monsanto (8.9 mi / 14.3 km)
  • Isole e Olena Winery (9.7 mi / 15.6 km)
  • Sovestro in Poggio Winery (10.3 mi / 16.6 km)
  • Casa Sola - Chianti Winery (10.8 mi / 17.4 km)
  • Buondonno Winery (11.4 mi / 18.3 km)
  • Il Molino di Grace Winery (11.6 mi / 18.6 km)

Exploring the natural features in Monteriggioni

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Monteriggioni is a great place to get out in nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Alta Val d'Elsa River Park (4.5 mi / 7.3 km)
  • Sentierelsa Trail (5.9 mi / 9.5 km)
  • Chianti Sculpture Park (8.3 mi / 13.4 km)
  • Terme Antica Querciolaia (20.1 mi / 32.4 km)
  • Le Caldane Thermal Baths (4.6 mi / 7.3 km)
  • Val di Merse (13.2 mi / 21.3 km)

Transportation to and around Monteriggioni

Fly into Florence Airport, Peretola (FLR), the closest airport, located 30 mi (48.3 km) from the city center.

If you prefer train travel, make your way to Monteriggioni Castellina Station or Monteriggioni Badesse Station to see more of the city.

Frequently asked questions

What is the best area to stay in Monteriggioni when booking a vacation rental?
One of the more popular locations to get a vacation rental in Monteriggioni is Carpineta. Discover a dream stay on Vrbo and experience this area as a local.
What is the most popular type of vacation rental accommodation in Monteriggioni?
According to our research, villas are the most in-demand type of vacation property in Monteriggioni. But of course, everyone's idea of an awesome trip isn't going to be the same. Vrbo has vacation homes with every shape, size and budget in mind, and we'll help you to find the perfect match.
How much does it cost to rent a vacation rental in Monteriggioni?
The average price for a vacation home in Monteriggioni can vary depending on factors like season, length of stay and property type. Whether you're looking for a sprawling villa with room to move around or a quaint cabin just enough for two, just enter your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Monteriggioni?
When you travel and the size and style of the property will determine the cost of your beachside escape. Click on your Monteriggioni travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use our filters to pick the features and amenities you want.
Are there pet-friendly vacation rentals in Monteriggioni?
Good news! Yes. You can choose from 97 vacation rentals that allow pets in Monteriggioni. Some of our pet-friendly vacation rentals come with a backyard for your four-legged friend to run around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your place on Vrbo.
Can I rent a house with a pool in Monteriggioni?
Check the "pool" box in our handy filter tool and you'll find 75 houses with private pools in Monteriggioni on Vrbo. Lazy soak or ball games and races? Downtime is up to you when your vacation property comes with its own pool.
What are popular rental amenities in Monteriggioni?
Tennis, a swimming pool and a fireplace are rated the most popular rental amenities in Monteriggioni. Whether you're traveling as a party of one, with your significant other or a group of family members, Vrbo can help you find a vacation rental that suits your tastes with all the features you'll enjoy.
Are there large group vacation rentals in Monteriggioni?
Monteriggioni has 14 vacation rentals that can fit 10 or more people. These stays come with the space you need to share good times with your favorite people.
Are there vacation rentals in Monteriggioni that welcome kids?
Monteriggioni has 93 family-friendly vacation rentals. And finding a stay that welcomes kiddos is a cinch with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you'll get access to conveniences and perks like extra bedrooms, private pools and yards.
What are the top attractions for families in Monteriggioni?
There's no time to get bored during your Monteriggioni vacation with these family-friendly attractions:

  • San Leonardo al Lago
  • Monteriggioni Castle

Are there one-bedroom vacation rentals in Monteriggioni?
Yes, you'll find 33 one-bedroom properties in Monteriggioni to choose from. A one-bedroom vacation property is a great option if it's only two of you or if you're traveling on your own. Throw in more privacy, convenience and space than a hotel, and you've got yourself a trip to remember.
Can I find two-bedroom vacation rentals in Monteriggioni?
Monteriggioni has 38 two-bedroom vacation properties to choose from. Go for a vacation home with all the privacy and space you're looking for at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Monteriggioni?
Monteriggioni has 41 vacation rentals with WiFi, so you can stay connected while you're on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to scrolling social media, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Monteriggioni?
You'll find 31 vacation rentals with air conditioning in Monteriggioni offering that cooling breeze and extra bit of comfort. Enter your preferred dates of travel and then take advantage of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Monteriggioni?
The minimum age allowed can differ between properties on Vrbo, so be sure to look at the rules of the vacation rental in Monteriggioni you're considering. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Monteriggioni for?
The length of time you can rent a vacation rental in Monteriggioni depends on the property. Simply enter your desired dates to display a list of options offering extended stays. With lots of features like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to find someplace just right to call your home away from home in Monteriggioni.
Does Vrbo offer discounts for vacation homes in Monteriggioni?
In Monteriggioni, you'll find some great discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're after a weekend escape or a longer stay, we offer plenty of options to match your style.

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