Montecastelli holiday lettings

We found 648 holiday rentals — enter your dates for availability

Discover a selection of 14 homes, 11 apartments and other holiday rentals in Montecastelli that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, such as air conditioning and a TV. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Montecastelli

Showing deals for:10 Oct - 17 Oct
  • 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Montecastelli

  • Historical charm: Montecastelli's rich history offers visitors the chance to explore ancient forts and the nearby Monteriggioni Castle.
  • Stunning landscapes: Nestled in the Tuscan countryside, the village provides breathtaking views and opportunities for outdoor adventures.
  • Wine tastings: Indulge in the local wine culture with delightful tastings that showcase the region's renowned vineyards.
  • Delectable cuisine: Enjoy authentic Italian meals featuring fresh, local ingredients in a charming setting.
  • Quaint accommodations: Choose from a variety of unique holiday rentals, including villas and cosy apartments, for a memorable stay.

Popular types of accommodation in Montecastelli

Planning a getaway to Montecastelli? The next exciting step is selecting your perfect accommodation. Whether you prefer a charming villa, a spacious private vacation home, or a cosy apartment, Montecastelli offers a variety of holiday houses to suit your needs. Explore the delightful options available and find the ideal vacation rental that promises a memorable stay in this picturesque destination.

  • Houses: The top choice for visitors in Montecastelli, these homes offer a personalised experience and ample space for families and groups.
  • Villas: Luxurious and spacious, villas provide a perfect blend of comfort and elegance, ideal for a more indulgent stay.
  • Apartments: A popular option for couples and solo travellers, apartments offer convenience and a home-from-home atmosphere.
  • Cottages: Quaint and charming, cottages provide a cosy retreat amidst the beautiful Tuscan landscape.
  • Caravan Parks: A unique option for adventurous travellers, caravan parks allow for a more communal and outdoor experience.**

Top attractions near Montecastelli

Montecastelli, nestled in the stunning Tuscan landscape, offers a delightful blend of outdoor adventures and cultural experiences. Visitors can explore the nearby Monteriggioni Castle, enjoy wine tastings, and wander through historic piazzas and forts. With its rich history and scenic beauty, this charming village is perfect for those seeking both relaxation and adventure in a picturesque setting.

  • Medici Fortress: A remarkable historic fort located 6.2km from Montecastelli, offering captivating views and a glimpse into the military architecture of the Medici era.
  • Cathedral of Volterra: Situated 6.8km away, this stunning cathedral is renowned for its exquisite Romanesque architecture and rich artistic heritage, perfect for culture enthusiasts.
  • San Gimignano Communal Palace: Located 9.3km from Montecastelli, this historic civic building showcases medieval art and the fascinating political history of San Gimignano.

Things to do recommended for couples

For a romantic getaway in Montecastelli, indulge in wine tasting at Tenuta Torciano Winery, savour a delightful meal at Torre del Porcellino, and unwind at the serene Terme di Sassetta. Each experience promises to create cherished memories amidst the enchanting Tuscan landscape.

Things to do recommended for families

During your family vacation in Montecastelli, consider visiting the nearby Stadio Artemio Franchi and Siena Stadium, both offering an exhilarating sports atmosphere just 18 and 11.8km away. For more sporting excitement, Palasport Mens Sana is also a great option at 11.8km from Montecastelli.

Things to do recommended for groups

Immerse yourselves in the enchanting atmosphere of Teatro del Silenzio, just 11.2km from Montecastelli, or enjoy a refreshing day outdoors at Biolago Geotermico Acqua Harda, located 5.0km away. Don’t miss exploring the unique offerings at Rossi Alabastri Volterra, 6.8km from your base.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Furthermore, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo accommodation that fits your budget, take advantage of our filters to search by price, location, and type of holiday rental.

Where to stay near Montecastelli

Montecastelli, nestled in the heart of Tuscany, offers a serene escape into the picturesque Italian countryside. This quaint village is perfect for those seeking adventure amidst scenic landscapes, while its proximity to charming towns provides a rich tapestry of historical culture and friendly locals. Explore the tranquil surroundings, indulge in delectable Italian cuisine, and unwind in this idyllic setting for a truly relaxing holiday experience in Italy.

  • San Gimignano: Located 9.3km from Montecastelli, San Gimignano is renowned for its medieval towers and rich cultural heritage. This charming city offers a romantic atmosphere with its cobbled streets and historic architecture. Visitors can indulge in spa experiences, enjoy outdoor activities, and attend captivating theatre performances. Key attractions include the well-preserved historic sites and the vibrant tourist precinct, making it a perfect blend of culture and leisure for travellers seeking a memorable experience.
  • San Dalmazio: Just 1.2km from Montecastelli, San Dalmazio is a picturesque village known for its outdoor recreational opportunities and cultural charm. Here, you can explore quaint piazzas and engage with the local community in a relaxed setting. The village's proximity to beautiful landscapes enhances the outdoor experience, appealing to nature lovers and those looking to immerse themselves in Tuscan village life. San Dalmazio is a delightful stop for those wanting to experience authentic Italian culture.
  • Monteguidi: Situated 1.9km away from Montecastelli, Monteguidi is a quaint village that exudes romance and cultural richness. Visitors can explore its historic palace and ancient castle, which offer a glimpse into the area’s storied past. The serene environment, coupled with stunning views, creates a perfect escape for couples and culture enthusiasts alike. Monteguidi’s intimate charm and historical significance make it a must-visit destination for anyone looking to delve deeper into Tuscany's enchanting landscape.

Best time to go to Montecastelli

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly Low
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 RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnyHighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyHighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyHighAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
December43.3°F (6.3°C)Light RainMostly SunnyLowAverage

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

If you're planning a trip with friends, family, or even your pets, or if you're considering a longer stay, be sure to apply the appropriate filters to suit your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Montecastelli with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Montecastelli with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, as well as 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 Montecastelli: For many families, a getaway isn’t truly fulfilling without their four-legged companion by their side. If that resonates with you, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Montecastelli: If you're searching for holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new getaways, refine your existing arrangements, or manage your bookings. The properties you’ve saved or reserved are organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Montecastelli getaway

Learn about the unique charm of Montecastelli with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Montecastelli

Are you hoping to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Montecastelli a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (14.3 mi / 22.9 km)
  • Biolago Geotermico Acqua Harda (8.3 mi / 13.3 km)
  • Terre di Vini (9.2 mi / 14.8 km)
  • Fattoria Il Palagio Winery (9.7 mi / 15.6 km)
  • Fattoria San Donato (12.4 mi / 19.9 km)

Exploring the natural features in Montecastelli

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Montecastelli is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (12.2 mi / 19.7 km)
  • Le Caldane Thermal Baths (12.4 mi / 19.9 km)
  • Sentierelsa Trail (13.9 mi / 22.4 km)
  • Le Biancane (9.2 mi / 14.8 km)
  • Val di Merse (14.9 mi / 24 km)
  • Hedonistic Hiking (10.9 mi / 17.6 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Montecastelli?
According to our research, apartments are the most in-demand holiday rental type in Montecastelli. But as you know, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday homes with every size, shape and budget in mind, so you're sure to discover the perfect fit.
How much does it cost to rent a holiday rental in Montecastelli?
Length of stay, property type and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect match. From cosy chalets to sprawling luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Montecastelli?
The average price for a holiday rental by the beach in Montecastelli will depend on when you'll be there and the style and size of property you're looking for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use the filter tool to select the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
Are there pet-friendly holiday rentals in Montecastelli?
With 20 properties that allow pets, your furry best friend can join you on your Montecastelli getaway. Use our filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Montecastelli?
Add another level of fun to your adventure by booking one of the 14 houses with a private pool in Montecastelli. Use our search filter to find the kind of property you want on Vrbo, and then spend carefree days splishing and splashing in a swimming pool that's for your use only.
What are popular rental amenities in Montecastelli?
When it comes to rental amenities that guests are searching for in Montecastelli, an ocean view, nearby museums and an electric car charging station rank the highest. With Vrbo holiday homes, you'll enjoy options to fit your style and taste, whether you're on a trip with your partner, family members or even pets.
Are there large group holiday rentals in Montecastelli?
With eight Montecastelli holiday properties that can host five or more people, you can bring a few extra buddies or family members along. Whether you're planning an informal gathering or a special celebration, we'll help you book the perfect space to match the occasion.
Are there holiday rentals in Montecastelli that welcome kids?
Gather your whole crew for an adventure in Montecastelli at one of our 20 family-friendly properties. Many of these stays feature amenities that are great for getaways with children, including laundry facilities, extra bedrooms and entertainment units. Simply click on the "Properties good for families" filter and pick out your favourite.
Are there one-bedroom holiday rentals in Montecastelli?
Take your pick from eight one-bedroom rentals in Montecastelli. Whether you're looking for a townhouse or a condo, Vrbo's one-bedroom rentals are ideal if you don't need tons of space. One of the best parts about having your own digs? You'll never have to share your trip with strangers.
Can I find two-bedroom holiday rentals in Montecastelli?
Pick from eight two-bedroom holiday properties in Montecastelli. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's plenty of space for whoever's lucky enough to be coming along.
Are there holiday rentals with WiFi in Montecastelli?
Whether you want to keep up with the latest news, look over emails or surf your social networks, there are four holiday homes with WiFi in Montecastelli. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Montecastelli?
It's a good idea to check with the Montecastelli holiday property you're considering on Vrbo as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Montecastelli for?
The amount of time you can rent a Montecastelli holiday rental for is up to each property. Just enter your dates of travel to view available options that offer extended stays. They feature all you require to make your extended trip more enjoyable such as laundries and air conditioning. Some holiday homes might also offer weekly or monthly discounts, so you can stay longer for less money.

More Holiday Rentals ideas

People also search for