Montespertoli holiday rentals

We found 1,257 holiday rentals — enter your dates for availability
Discover a selection of 17 homes, 13 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:11 Dec - 18 Dec

Living area
Interior
Interior
Pool
Exceptional
(43 reviews)

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

Certaldo

8% off
AU$11,788
for 7 nights, 1 villa
AU$1,684 per night
includes taxes & fees
VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
Room
Interior
Exterior detail
Dining
Exceptional
(64 reviews)

Locanda del podestà: 17th century mansion in Chianti

Montespertoli

8% off
AU$2,282
for 7 nights, 1 villa
AU$326 per night
includes taxes & fees
Locanda del podestà: 17th century mansion in Chianti
Exterior detail
Interior
Living area
Dining
Exceptional
(6 reviews)

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

Lastra a Signa

9% off
AU$3,580
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
15 minutes from Florence with large garden and terrace with breathtaking views
Private kitchen
Interior
Interior
Interior
Exceptional
(31 reviews)

Florence Design Apartment

Florence

9% off
AU$1,422
for 7 nights, 1 apartment
AU$203 per night
includes taxes & fees
Florence Design Apartment
Property grounds
Interior
Interior
Terrace/patio
Exceptional
(6 reviews)

House of Arts apartments ♥

Montelupo Fiorentino

9% off
AU$1,090
for 7 nights, 1 apartment
AU$156 per night
includes taxes & fees
House of Arts apartments ♥
Living area
Property grounds
Terrace/patio
Exterior
Exceptional
(5 reviews)

7km Florence, garden, terrace & relax!

San Casciano in Val di Pesa

9% off
AU$881
for 7 nights, 1 apartment
AU$126 per night
includes taxes & fees
7km Florence, garden, terrace & relax!
Dining
Pool
Outdoor dining
Property grounds
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

7% off
AU$1,662
for 7 nights, 1 apartment
AU$237 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Outdoor dining
Exterior detail
Interior
Exterior
Exceptional
(51 reviews)

Florentine Hills LE SCALETTE

Scandicci

9% off
AU$3,518
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Florentine Hills LE SCALETTE
Property grounds
Pool
Property grounds
Exterior
Exceptional
(28 reviews)

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

San Casciano in Val di Pesa

8% off
AU$1,489
for 7 nights, 1 apartment
AU$213 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Living area
Terrace/patio
Interior
Property grounds
Exceptional
(5 reviews)

Le Piccole Scalette"Under the Tuscan Sun"

Scandicci

9% off
AU$2,774
for 7 nights, 1 apartment
AU$396 per night
includes taxes & fees
Le Piccole Scalette"Under the Tuscan Sun"

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 della Paneretta (11.9 mi / 19.1 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)
  • Alta Val d'Elsa River Park (18 mi / 28.9 km)
  • Olmo (18.6 mi / 29.9 km)
  • Renai Park (9.7 mi / 15.6 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 Stayz.
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Montespertoli holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Montespertoli to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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