Photo by Paula Warren

Montespertoli holiday lettings

We found 1,548 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Montespertoli by choosing from 50 houses, 55 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Montespertoli

Showing deals for:26 Dec - 2 Jan

Image gallery for Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive

Charming Tuscan Villa Albertina surrounded by lush greenery
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive

Montespertoli, Città Metropolitana di Firenze

9% off
Price is £6,406
for 7 nights, 1 villa
£915 per night
includes taxes & fees
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive

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Find out more about Montespertoli

Find out more about Montespertoli

Why visit Montespertoli

  • Charming local attractions: Explore picturesque piazzas, quaint churches, and engaging museums that reflect the rich heritage of Montespertoli.
  • Stunning Chianti Hills: Enjoy breathtaking views and tranquil surroundings while discovering the beauty of Tuscany’s rolling hills.
  • Welcoming community: Experience the friendly locals and vibrant neighbourhoods, perfect for a relaxing and budget-friendly holiday.
  • Diverse accommodation options: Choose from luxurious villas, spacious apartments, or cosy holiday rentals to suit your preferences.
  • Wine experiences: Indulge in the region’s famed vineyards and savour exquisite local wines during your visit.

Popular types of accommodation in Montespertoli

Planning a getaway to Montespertoli? Discover the charm of this picturesque Italian town as you explore a variety of accommodation options. From stunning villas and spacious apartments to private holiday homes, there’s something to suit every traveller. Whether you’re searching for a luxurious villa in Montespertoli or a cosy holiday rental, you’ll find the perfect base for your adventures. Start your journey today and enjoy the beauty of Tuscany from your ideal Montespertoli retreat!

  • Apartments: The top choice for holiday rentals in Montespertoli, offering a convenient and comfortable stay for couples and families alike.
  • Villas: A popular option for those seeking spacious and luxurious accommodations, perfect for larger groups or special occasions.
  • Houses: Ideal for families or groups wanting a homely atmosphere, these properties provide privacy and comfort.
  • Caravan Parks: A charming choice for outdoor enthusiasts, offering a unique experience amidst stunning landscapes.
  • Cottages: Quaint and characterful, these rentals provide a cozy retreat for a peaceful getaway.**

Top attractions in and around Montespertoli

Montespertoli is an ideal destination for culture and romance enthusiasts, offering a delightful blend of local attractions such as charming churches, picturesque piazzas, and engaging museums. Visitors can explore the stunning Chianti Hills and discover the quaint Tuscan town while enjoying the region's famed vineyards. With its captivating landmarks and cultural experiences, Montespertoli promises an enriching getaway for those seeking both romance and entertainment.

  • Pitti Palace: A magnificent historic palace situated 7.5km from Montespertoli, Pitti Palace boasts rich cultural vibes, showcasing stunning Renaissance art and opulent gardens that invite leisurely strolls.
  • Montegufoni Castle: Nestled within Montespertoli, this enchanting castle exudes romance and cultural charm, providing a glimpse into medieval life while offering breathtaking views of the surrounding Tuscan landscape.
  • San Gimignano Communal Palace: Located 7.5km away, this historic civic government building is steeped in culture, featuring impressive architecture and a fascinating history that reflects the town's medieval past.

Things to do recommended for couples

For a romantic getaway in Montespertoli, visit the enchanting Antinori nel Chianti Classico and Tenuta Torciano wineries, each offering delightful atmospheres just 6 and 5.6km away, respectively. Don't forget to explore the picturesque Tenuta Maiano, perfect for outdoor romance and entertainment right in the heart of Montespertoli.

Things to do recommended for families

Families vacationing in Montespertoli can enjoy an exciting day at Stadio Carlo Castellani for sports thrills, unwind at the Nelson Mandela Forum for wellness, or marvel at the stars at Chianti Observatory, a delightful planetarium perfect for family entertainment.

Things to do recommended for groups

Experience the vibrant Central Market, just 8.1km away, for a taste of local life. In Montespertoli, unwind at Il Fiaschetto pub, perfect for a lively evening. Don't miss Teatro del Popolo, located 3.7km away, offering a blend of culture and entertainment for all ages.

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

When travelling with a group, family, or pets, or if you're considering an extended stay, it's important to filter your options according to your specific needs. Here are some helpful tips for booking through Vrbo.

  • Traveling to Montespertoli with a group: Think about how many bedrooms you'll require, as well as additional features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Montespertoli with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with ensuring access to 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 Montespertoli: For many families, a holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Montespertoli: If you’re in search of holiday rentals offering discounts for month-long stays, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Montespertoli

Montespertoli, nestled in the heart of Tuscany, offers a delightful blend of culture and romance for your holiday. Explore the charming hills that surround the city, providing stunning views and a tranquil atmosphere. Enjoy the friendly locals and vibrant neighbourhoods that promise a relaxing and budget-friendly experience. With its picturesque landscapes and rich heritage, Montespertoli is the perfect base for discovering the beauty of Tuscany and indulging in an unforgettable Italian vacation.

  • Montegufoni: Nestled in the picturesque Montespertoli area, Montegufoni is a charming village renowned for its cultural allure and romantic ambiance. The village is dominated by its historic castle, which offers visitors a glimpse into the area’s rich past. The piazza square serves as a lovely gathering spot, perfect for enjoying a leisurely coffee while soaking in the local atmosphere. Families will appreciate the engaging experiences available, from exploring the charming streets to nearby cultural events that celebrate the region's heritage. The stunning Tuscan landscape surrounding Montegufoni is ideal for leisurely walks and outdoor exploration.
  • Montagnana: Montagnana, another delightful village in the Montespertoli region, is a hidden gem for those seeking a blend of culture and entertainment. The village is steeped in history, with a captivating castle that stands as a testament to its storied past. Visitors can immerse themselves in the local culture by exploring historical sites and enjoying various entertainment options that pop up throughout the year. The romantic setting, coupled with the vibrant atmosphere, makes Montagnana an ideal spot for couples and groups looking for a memorable experience in the heart of Tuscany.
  • La Torre: La Torre is a quaint village within Montespertoli that captures the essence of Tuscan charm. Visitors flock to La Torre for its rich cultural offerings and romantic scenery, highlighted by its impressive castle and historic landmarks. The village provides a serene backdrop for those looking to unwind while indulging in the local cuisine and wine. The intimate experience of wandering through La Torre’s narrow streets and enjoying the warm hospitality of its residents makes it a perfect destination for travellers seeking an authentic taste of Tuscany.

Best time to go to Montespertoli

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyAverageSlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnySlightly HighAverage
May61.5°F (16.4°C)Light RainMostly SunnySlightly HighAverage
June70.7°F (21.5°C)Light RainSunnyAverageSlightly 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 SunnyAverageSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

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

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated space to plan new holidays, pick up from where you last paused, or review and manage your travel arrangements. You can easily find the properties you've saved and booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the relaxing city of Montespertoli

Enjoy the wineries and other features of Montespertoli. This relaxing city is known for its cheese shops, cycling and gardens. Uffizi Gallery and Cathedral of Santa Maria del Fiore are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Montespertoli

Do you want to find top things to see and do during your stay? Venture out of your holiday home and experience everything that makes Montespertoli 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:

  • Antinori nel Chianti Classico (6.4 mi / 10.3 km)
  • Tenuta Torciano Winery (9.3 mi / 15 km)
  • Golf Club Bellosguardo Vinci (11.1 mi / 17.9 km)
  • Casa Sola - Chianti Winery (11.4 mi / 18.3 km)
  • Castello di Monsanto (11.9 mi / 19.2 km)
  • Visarno Arena (12.2 mi / 19.6 km)

Exploring the natural landscape of Montespertoli

Whether you're an adventurous traveller or just want to take in the scenery, Montespertoli is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Cascine Park (12 mi / 19.3 km)
  • Boboli Gardens (12.1 mi / 19.4 km)
  • Arno River (12.6 mi / 20.3 km)
  • Villa di Castello (14.4 mi / 23.2 km)
  • Olmo (18.6 mi / 29.9 km)
  • Giardino degli Iris (12.7 mi / 20.5 km)

Travelling to and around Montespertoli

The nearest airport is in Peretola Airport (FLR), located 12.7 mi (20.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Pisa (PSA-Galileo Galilei), which is 33.7 mi (54.3 km) away.

Frequently asked questions

What is the best area to stay in Montespertoli when booking a holiday rental?
When considering a holiday rental in Montespertoli, a delightful area in Tuscany, the best neighbourhood to stay in is the historic centre, which exudes charm and authenticity. This area is not only picturesque but also conveniently located, offering easy access to local amenities, cafes, and restaurants where you can savour traditional Tuscan cuisine.

In the historic centre, you'll find a range of properties, from quaint apartments to rustic villas, with several options available that reflect the area's rich heritage. One of the top attractions nearby is the stunning Church of San Bartolomeo, which showcases beautiful architecture and offers a glimpse into the town's history. Additionally, the surrounding vineyards and olive groves provide a great backdrop for leisurely strolls and wine tasting experiences, making it a delight for those who appreciate Tuscany's famed agrarian landscape.
How much does it cost to rent a holiday home in Montespertoli?
Prices for holiday rentals in Montespertoli 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Montespertoli to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Montespertoli holiday house rentals?
You can find great discounts on house rentals in Montespertoli on Vrbo, 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.
What is the most popular type of holiday rental accomodation in Montespertoli?
In Montespertoli, holiday houses are the most popular type of accommodation, with around 45 available throughout the picturesque Tuscan countryside. These houses often feature spacious interiors, multiple bedrooms, fully equipped kitchens, and private gardens with areas for al fresco dining, making them ideal for families or groups seeking a relaxing getaway. Additionally, approximately 38 apartments can be found, typically located in charming buildings that offer a more intimate atmosphere. Most apartments come with modern amenities and provide easy access to local attractions, such as vineyards and olive groves. There are also about 32 villas available, which often include luxurious features like private pools and breathtaking views of the rolling hills.
Are there any family house rentals in Montespertoli?
In Montespertoli, Tuscany, there is a wide selection of family-friendly house rentals, with around 90 options available throughout the area. This picturesque locale is known for its beautiful vineyards and rolling hills, making it an enchanting destination for families seeking both relaxation and adventure. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can also enjoy amenities such as private gardens, swimming pools, and barbecue facilities, superb for enjoying warm evenings under the Tuscan sky. The area is conveniently located near charming towns like Certaldo and San Gimignano, offering local markets, historical sites, and delightful dining options that showcase the region's culinary heritage.
Can I rent a holiday home with a pool or hot tub in Montespertoli?
In Montespertoli, Tuscany, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 89 options to choose from. This picturesque area, renowned for its stunning vineyards and olive groves, offers a range of properties in various charming neighbourhoods. Many of these rentals feature private swimming pools, inviting hot tubs, and spacious outdoor areas for relaxation, making them ideal for families or groups looking to enjoy the Tuscan countryside. Find your rental in Montespertoli with a pool or a hot tub.
Can I find long-stay holiday rentals in Montespertoli?
A long-stay holiday rental in Montespertoli 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Montespertoli?
In Montespertoli, Tuscany, there are numerous pet-friendly house rentals available, with about 66 options to choose from. Many of these holiday homes offer charming rustic designs, often featuring amenities such as private gardens, swimming pools, and fully equipped kitchens, making them great for families or groups looking to enjoy a countryside retreat with their pets.
Are there any remote work holiday rentals in Montespertoli?
In Montespertoli, Tuscany, there is a considerable selection of remote work holiday rentals available, with around 109 options to choose from. This picturesque town, known for its stunning vineyards and olive groves, offers accommodations that cater well to those working remotely. Many properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces featuring desks and comfortable chairs, and sometimes even additional equipment like computer monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montespertoli holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Montespertoli 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 on Vrbo 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.
What are popular rental amenities in Montespertoli?
In Montespertoli, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, as well as private pools for relaxation and enjoyment in the Tuscan sun. Many properties also feature refrigerators and stovetops, suiting those who prefer self-catering options. Additionally, complimentary Wi-Fi is commonly available, ensuring guests can stay connected during their stay.
When is the best time to visit Montespertoli for a holiday rental?
The best time to book a holiday rental in Montespertoli is during the peak season from May to July, when the Tuscan countryside is in full bloom and the region's charm radiates under the warm sun. July, in particular, is a favourite among travellers, as it offers long, sun-soaked days superb for exploring local vineyards, indulging in authentic Italian cuisine, and enjoying the breathtaking landscapes that Tuscany is known for.

During these summer months, you can expect pleasant temperatures averaging in the high 20s Celsius, ideal for outdoor activities such as hiking through the rolling hills or cycling along picturesque routes. The lively atmosphere is complemented by various local festivals and events, making it a vibrant time to experience the culture and hospitality of the area.

For those seeking a quieter and more budget-friendly experience, consider visiting in December. While this month may be less popular, its tranquil beauty offers a unique opportunity to enjoy the serene landscapes of Montespertoli, adorned with winter charm. You can savour the local wines in a more relaxed setting and take in the stunning views without the crowds.
How early should I book a Montespertoli holiday rental?
Book your Montespertoli holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Montespertoli?
In Montespertoli, Tuscany, visitors can immerse themselves in the charming landscapes and rich cultural heritage of the region. The town itself is located among rolling hills, offering stunning views of the surrounding vineyards and olive groves. Holiday rentals in Montespertoli often feature rustic Tuscan decor, allowing guests to experience the authentic local lifestyle.

One of the main attractions is the historic centre, where you can explore quaint streets, local shops, and traditional trattorias serving delicious Tuscan cuisine. The nearby Castello di Montegufoni, a beautifully restored castle, is also worth a visit for its picturesque setting and historical significance.
Can I change or cancel my Montespertoli home rental booking on Vrbo?
To find Montespertoli holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Montespertoli holiday rental prices shown on Vrbo?
Vrbo 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.

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