Montespertoli holiday homes

We found 1,264 holiday rentals — enter your dates for availability
Discover a selection of 16 homes, 12 apartments and other holiday rentals in Montespertoli that are perfect for your trip. 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:18 Dec - 25 Dec

Room
Interior
Property grounds
Exterior detail
Exceptional
(64 reviews)

Locanda del podestà: 17th century mansion in Chianti

Montespertoli

8% off
NZ$2,812
for 7 nights, 1 villa
NZ$402 per night
includes taxes & fees
Locanda del podestà: 17th century mansion in Chianti
Living area
Interior
Dining
Outdoor dining
Exceptional
(6 reviews)

15 minutes from Florence with large garden and terrace with breathtaking views

Lastra a Signa

8% off
NZ$4,537
for 7 nights, 1 home
NZ$648 per night
includes taxes & fees
15 minutes from Florence with large garden and terrace with breathtaking views
Interior
Interior
Interior
Living area
Exceptional
(31 reviews)

Florence Design Apartment

Florence

9% off
NZ$1,768
for 7 nights, 1 apartment
NZ$253 per night
includes taxes & fees
Florence Design Apartment
Terrace/patio
Interior
Room
Interior
Exceptional
(6 reviews)

House of Arts apartments ♥

Montelupo Fiorentino

9% off
NZ$1,710
for 7 nights, 1 apartment
NZ$244 per night
includes taxes & fees
House of Arts apartments ♥
Living area
Property grounds
Living area
Terrace/patio
Exceptional
(5 reviews)

7km Florence, garden, terrace & relax!

San Casciano in Val di Pesa

9% off
NZ$1,109
for 7 nights, 1 apartment
NZ$158 per night
includes taxes & fees
7km Florence, garden, terrace & relax!
Exterior
Pool
Property grounds
Dining
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

7% off
NZ$2,067
for 7 nights, 1 apartment
NZ$295 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Outdoor dining
Exterior detail
Living area
Exterior
Exceptional
(51 reviews)

Florentine Hills LE SCALETTE

Scandicci

8% off
NZ$4,460
for 7 nights, 1 home
NZ$637 per night
includes taxes & fees
Florentine Hills LE SCALETTE
Private kitchen
Pool
Exterior
Property grounds
Exceptional
(28 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!

San Casciano in Val di Pesa

8% off
NZ$1,860
for 7 nights, 1 apartment
NZ$266 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Interior
Terrace/patio
Living area
Property grounds
Exceptional
(5 reviews)

Le Piccole Scalette"Under the Tuscan Sun"

Scandicci

9% off
NZ$3,448
for 7 nights, 1 apartment
NZ$493 per night
includes taxes & fees
Le Piccole Scalette"Under the Tuscan Sun"

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Why visit Montespertoli

  • Historic Charm: Discover centuries-old churches, piazzas, and museums that tell Montespertoli's rich story.
  • Enchanting Castles: Visit Montegufoni Castle and Monteriggioni Castle that echo the city's medieval past.
  • Tuscan Countryside: Enjoy picturesque landscapes and the serene ambience of the Chianti hills.
  • Cultural Retreat: Immerse yourself in local traditions and heritage unique to this Tuscan gem.
  • Friendly Local Vibe: Experience a welcoming, budget-friendly escape with a relaxed rural spirit.

Top attractions near Montespertoli

Montespertoli, Tuscany is a charming city offering a blend of romance and culture. Discover local treasures such as historic churches, inviting piazzas, and engaging museums that celebrate the region's rich heritage. Wander around the city centre and explore notable sites like Montegufoni Castle and Monteriggioni Castle, perfect for a cultural retreat that captures the enchanting spirit of this Italian gem.

  • Pitti Palace: Experience a taste of Montespertoli's nearby historicPalace, steeped in cultural charm, just 19km away, offering an insightful journey into the region's artistic past.
  • Boboli Gardens: Enjoy Montespertoli's nearby sculptureGarden, 19km away, perfect for family outings with its expansive outdoor spaces and intriguing sculptures.
  • Piazza Santo Spirito: Discover Montespertoli's nearby piazzaSquare, 19km away, radiating a vibrant city atmosphere enriched with cultural flair.

Things to do recommended for couples

Seeking romance in Montespertoli? Explore the charming vineyards together, indulge in a wine tasting experience, or savour a candlelit dinner featuring local Tuscan cuisine. Don't forget to wander hand-in-hand through the picturesque countryside, soaking up the stunning views of rolling hills and olive groves.

Things to do recommended for families

In Montespertoli, families can explore the scenic vineyards on a bike tour, enjoy a hands-on cooking class to make traditional Tuscan dishes, and visit the local olive oil farms for tasting. It's a delightful blend of culture and fun for all ages.

Things to do recommended for groups

Groups visiting Montespertoli can enjoy a delightful wine tasting tour at local vineyards, explore the charming medieval town, and partake in a traditional Tuscan cooking class. Don't miss the stunning countryside views while cycling through the scenic hills of Tuscany.

*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 Montespertoli

Whether you’re journeying with a group, travelling as a family, bringing your pets, or seeking extended stays, ensure you apply the appropriate filters. Here are some tips for booking on Vrbo.

  • Traveling to Montespertoli with a group: Consider how many bedrooms you'll require, along with facilities like a fully equipped kitchen or an outdoor area suitable for group get-togethers. Luckily, on Vrbo you can easily filter for these features and more.
  • Traveling to Montespertoli with young kids: Traveling with young children can be demanding. You need to ensure their comfort and safety, as well as access to age-appropriate facilities, like a private swimming pool. It's also wise to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Montespertoli: For many, a family holiday wouldn’t be complete without their four-legged companion. If this sounds like you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Montespertoli: If you're in search of holiday rentals with great deals 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 Montespertoli

Montespertoli offers a charming Tuscan escape with its romantic and culture-rich atmosphere. Explore the local experience, from relaxing countryside villas to the allure of the Chianti hills. Enjoy the friendly, secluded ambiance and rich cultural heritage that defines this unique Tuscan city, perfect for a memorable, budget-friendly holiday. Discover the spirit of rural Tuscany in Montespertoli.

  • Montegufoni: Nestled in the Montespertoli region, Montegufoni is a quaint village that charms visitors with its rich cultural heritage and romantic ambience. The area is steeped in history, with a notable castle and historic sites inviting travellers to delve into the past. Its scenic setting provides a serene escape, ideal for those seeking a blend of cultural exploration and a relaxed, romantic getaway.
  • Lucardo: Located within the Montespertoli area, Lucardo is a delightful village that offers a fusion of romance, outdoor adventures, and entertainment. Visitors can immerse themselves in its historic atmosphere by exploring local landmarks such as a historic house and botanical garden. The village’s charming streets and natural surroundings make it a perfect spot for leisurely walks and immersive cultural experiences.
  • La Torre: Situated in the Montespertoli region, La Torre is known for its vibrant entertainment and outdoor experiences, making it a popular destination for those seeking a bit of romance and relaxation. The area boasts natural attractions, including a rejuvenating hotspring that offers a perfect setting for unwinding after a day of exploration. La Torre’s blend of scenic beauty and leisurely pursuits makes it an excellent choice for a memorable holiday.

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.

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 SunnyAverage
March48.4°F (9.1°C)Light RainMostly SunnyAverage
April54.9°F (12.7°C)Light RainMostly SunnySlightly High
May61.5°F (16.4°C)Light RainMostly SunnySlightly High
June70.7°F (21.5°C)Light RainSunnyAverage
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 SunnyAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Planning your next adventure and keen to save some dollars? Being flexible with your travel dates can be a great way to find better deals, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental. We're here to help you make the most of your travels.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient space to plan new trips, pick up where you left off, or manage your travel plans. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/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. Piazza di Santa Maria Novella and Piazza del Duomo 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)
  • Circolo Golf Ugolino (11.6 mi / 18.7 km)
  • Castello di Monsanto (11.9 mi / 19.2 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)
  • Olmo (18.6 mi / 29.9 km)
  • Torrigiani Garden (11.9 mi / 19.2 km)
  • Florence Botanical Gardens (13.3 mi / 21.4 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, Tuscany, the area surrounding the town centre is an excellent choice. This region offers a charming blend of Tuscan culture and stunning landscapes, making it a delightful base for exploring the surrounding countryside. You'll find a variety of properties available, ranging from quaint villas to rustic farmhouses, great for those seeking an authentic Italian experience.One of the top attractions in Montespertoli is the local wine production, particularly the renowned Chianti wines. Visiting the vineyards and participating in tastings can be a highlight of your stay. Additionally, the nearby Castello di Montegufoni, a beautifully restored medieval castle, is worth a visit, offering picturesque views and a glimpse into the area's history.The town itself features lovely piazzas, local shops, and eateries where you can savour traditional Tuscan cuisine.
What is the most popular type of holiday rental accomodation in Montespertoli?
In Montespertoli, apartments are the most popular type of holiday rental, with around 160 available in this picturesque Tuscan town. These apartments are often situated in charming locations, providing easy access to local attractions such as vineyards and olive groves. Most units come equipped with fully fitted kitchens, inviting living areas, and outdoor spaces where guests can enjoy the stunning countryside views.Additionally, approximately 148 holiday houses are available, ideal for families or larger groups seeking more space. These homes typically feature multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying the serene Tuscan climate. Villas are also a popular choice, with about 136 options that often include luxurious amenities like swimming pools and expansive grounds.
Are there any family house rentals in Montespertoli?
In Montespertoli, Tuscany, there are numerous family-friendly house rentals available, with around 76 options to choose from. This charming area, known for its picturesque vineyards and rolling hills, offers an ideal backdrop for family gatherings. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and explore.Visitors will find that many homes include amenities such as private pools, barbecue areas, and comfortable seating for al fresco dining, enhancing the family experience. The locale is also conveniently located near historical sites and local attractions, allowing families to immerse themselves in Tuscan culture. Nearby, the town of Montespertoli boasts lovely shops and restaurants serving traditional cuisine, while the surrounding countryside presents opportunities for hiking and wine tasting.
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 85 options to choose from. This picturesque town, surrounded by vineyards and olive groves, offers a charming retreat for travellers seeking relaxation and a taste of the Tuscan countryside.Many of these properties feature private swimming pools, often set within beautifully landscaped gardens, as well as hot tubs for unwinding after a day of exploring. Expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, making them ideal for families or groups looking to enjoy the stunning views and tranquil atmosphere.The area is also well-situated for exploring nearby attractions, including historic towns and wine estates, providing a superb blend of leisure and cultural experiences. Find your rental in Montespertoli with a pool or a hot tub.
Are there pet-friendly house rentals in Montespertoli?
In Montespertoli, Tuscany, there are several pet-friendly house rentals available, offering a delightful blend of comfort and scenic beauty. Many of these properties feature traditional Tuscan architecture, complete with terracotta tiles, wooden beams, and spacious outdoor areas, great for pets. Expect amenities such as fully equipped kitchens, private gardens, and swimming pools, making them ideal for families or groups looking to enjoy the serene countryside.The surrounding area is rich in vineyards and olive groves, providing picturesque views and opportunities for leisurely strolls with your furry friends. Additionally, Montespertoli is conveniently located near various charming towns and local attractions, allowing for easy exploration of the enchanting Tuscan landscape.
Are there any remote work holiday rentals in Montespertoli?
In Montespertoli, Tuscany, there are numerous holiday rentals available that are well-suited for remote work, with around 412 options to choose from. The area is known for its picturesque landscapes, charming vineyards, and historic sites, making it an ideal backdrop for those looking to balance work and leisure. Many properties come equipped with reliable Wi-Fi, ensuring a smooth working experience.Travellers can expect a range of amenities including spacious living areas, comfortable workspaces, and fully equipped kitchens for preparing meals during their stay. Some rentals may also feature outdoor spaces such as terraces or gardens, great for enjoying the Tuscan sun during breaks from work. The proximity to local attractions such as the quaint town centre and nearby wineries adds to the appeal, allowing for enjoyable excursions after hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Montespertoli?
In Montespertoli, popular rental amenities include kitchens, allowing guests to prepare their own meals with local ingredients. Onsite parking is typically available, which is convenient for those travelling by car. Many properties also feature decks or patios, providing outdoor space to enjoy the stunning Tuscan landscape. Additionally, some rentals permit pets, making it easier for guests to bring their furry companions along. To top it off, coffee and tea makers are commonly provided, ensuring that visitors can start their mornings with a warm beverage while soaking in the picturesque surroundings.
When is the best time to visit Montespertoli for a holiday rental?
The best time to visit Montespertoli for a holiday rental is during the peak season from May to July, with July being particularly popular among tourists. This vibrant period attracts visitors eager to soak in the picturesque Tuscan countryside, enjoy wine tastings at local vineyards, and partake in the region's rich culinary traditions. The warm summer climate, with temperatures typically ranging from 20 to 30 degrees Celsius, creates a superb backdrop for outdoor activities and leisurely strolls through charming villages.As you explore Montespertoli, you'll find numerous opportunities for sightseeing, including the stunning landscapes dotted with vineyards and olive groves. The atmosphere is lively, with many local events and festivals taking place, allowing you to immerse yourself in the culture and traditions of Tuscany.For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it brings a unique charm with fewer crowds and the opportunity to experience the festive spirit of the region. December also offers a chance to enjoy the local cuisine in a more relaxed atmosphere, making it an ideal time for cosy evenings in your holiday rental.
What are the top attractions in Montespertoli?
In Montespertoli, visitors can experience firsthand the charm of the Tuscan countryside. The town itself is known for its picturesque landscapes and vineyards, offering a tranquil atmosphere ideal for relaxation. One of the main attractions is the Montespertoli Castle, which dates back to the 12th century and provides stunning views of the surrounding hills.The area is also famous for its wine production, particularly the Chianti variety, and many local wineries offer tours and tastings, allowing guests to experience the region's rich enological heritage. Additionally, the nearby village of Certaldo, known for its medieval architecture and the annual Mercantia Festival, is a short drive away and enhances the cultural experience.For those who enjoy outdoor activities, the scenic walking and cycling routes through the vineyards and olive groves offer an excellent way to explore the natural beauty of Tuscany.
Are all fees included in the Montespertoli 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 Montespertoli holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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 Montespertoli holiday homes?
You can find great discounts on holiday homes in Montespertoli 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 Montespertoli holiday home booking on Bookabach?
To find Montespertoli 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 Montespertoli?
A long-stay holiday home 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 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 Montespertoli holiday home?
Book your Montespertoli 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 Montespertoli?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Montespertoli 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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