1. Casale Valle di Sopra

- Guest rating: 9.8/10 (Exceptional, 23 reviews)
Sleeps 16 · 8 bedrooms · 6 bathrooms

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Nestled in the heart of Tuscany, Anghiari captivates with its charming cobblestone streets and rich medieval heritage, inviting travelers to immerse themselves in a world of culture and breathtaking landscapes. Explore local churches, art museums, and nearby towns steeped in tradition, while savoring the vibrant atmosphere of the historic town center. With diverse accommodations ranging from luxurious villas to cozy homes, Anghiari offers the perfect base for group adventures, ensuring everyone enjoys the comforts and amenities of a home away from home.
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet

Sleeps 16 · 8 bedrooms · 6 bathrooms

Sleeps 14 · 7 bedrooms · 7 bathrooms

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Sleeps 17 · 9 bedrooms · 3+ bathrooms

Sleeps 14 · 7 bedrooms · 7 bathrooms

Sleeps 4 · 1 bedroom · 1 bathroom
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Planning a getaway to Anghiari? You're in for a treat. Discover the charm of this beautiful destination by exploring a range of vacation rentals, including stunning villas, cozy private homes, and modern apartments. Whether you're seeking a luxurious villa experience or a comfortable vacation home, Anghiari offers diverse stays to suit every traveler's needs. Start your adventure by finding the perfect Anghiari rental today.
Anghiari, Tuscany, is perfect for a vacation filled with outdoor adventures and cultural experiences. Explore the charming historic town center, visit local churches, and immerse yourself in art at nearby museums. This picturesque destination caters to families and travelers seeking a rich city experience, offering a blend of scenic beauty and cultural heritage. Don’t miss the chance to discover the captivating attractions within and around Anghiari for an unforgettable getaway.
Planning a romantic getaway in Anghiari? Experience luxury at the Tennis Club Castiglionese, just 15 miles away, where you can enjoy a private atmosphere and beautiful landscapes. It's the perfect spot for couples looking to relax and indulge in a bit of leisure together.
Your family will love exploring the charming streets of Anghiari, discovering local artisan shops, and tasting delicious gelato. Enjoy a scenic bike ride through the beautiful Tuscan countryside, or visit nearby historical sites for a fun and educational experience together.
Explore the charming streets of Anghiari, participate in a hands-on cooking class featuring local Tuscan dishes, or enjoy a wine tasting tour at a nearby vineyard. Don't miss the chance to hike in the stunning surrounding hills with your group for breathtaking views.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
No matter if you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize the right features when filtering your options. Here are some helpful tips for booking on Vrbo.
Anghiari, a charming medieval village in Tuscany, offers a unique blend of history and culture for travelers. Explore its picturesque streets, steeped in historical significance, while enjoying the stunning scenery of the surrounding countryside. Nearby, you can discover more secluded towns that showcase rich local traditions and luxury experiences. Whether you're wandering through Anghiari's historic town center or venturing into the beautiful Tuscan landscape, this destination promises an unforgettable vacation.
If you're planning a trip to Anghiari, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 39.2°F (4.0°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| February | 41.2°F (5.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| March | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly Low |
| April | 52.7°F (11.5°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| May | 59.5°F (15.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 69.1°F (20.6°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| July | 74.8°F (23.8°C) | No Rain (Dry) | Sunny | Average | Slightly High |
| August | 74.5°F (23.6°C) | No Rain (Dry) | Sunny | Slightly High | Slightly High |
| September | 65.7°F (18.7°C) | Light Rain | Mostly Sunny | Average | Average |
| October | 56.8°F (13.8°C) | Light Rain | Mostly Sunny | Average | Average |
| November | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| December | 41.7°F (5.4°C) | Light Rain | Mostly Sunny | Average | Average |
Planning to save on your next adventure? Consider being flexible with your travel dates, as this can lead to better pricing options. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit.
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**Based on Vrbo properties bookings.
When considering a vacation rental in Anghiari, Tuscany, the historic center is often regarded as the best area to stay. This charming neighborhood is steeped in history, featuring cobblestone streets and medieval architecture that transport you back in time. One of the top attractions nearby is the stunning Anghiari Fortress, which offers breathtaking views of the surrounding countryside. Additionally, the local art scene is vibrant, with several galleries and workshops showcasing the talents of local artists.
Staying in the historic center also places you within walking distance of delightful cafes and restaurants where you can savor authentic Tuscan cuisine. The area has a good number of properties available, providing options that cater to various tastes and budgets. Whether you're looking for a cozy apartment or a more spacious villa, you'll find plenty of choices in this picturesque neighborhood.
Prices for vacation rentals in Anghiari 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 Anghiari to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.
You can find great discounts on house rentals in Anghiari 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.
In Anghiari, apartments are the most common type of vacation rental, with about 27 available throughout the picturesque town. These apartments are typically located in charming historic buildings and offer amenities such as fully equipped kitchens, cozy living areas, and often beautiful views of the surrounding Tuscan hills. Travelers can expect a comfortable and home-like atmosphere that allows them to immerse themselves in the local culture.
For those seeking more space, approximately 21 villas are also available, which tend to feature multiple bedrooms, private gardens, and outdoor dining areas—ideal for families or groups looking to enjoy the serene countryside. Additionally, there are around 15 vacation houses and several cottages that provide unique stays, often showcasing traditional Tuscan architecture and offering peaceful retreats.
In Anghiari, Tuscany, there are some available family-friendly house rentals, with about 59 options scattered throughout the area. This charming town, steeped in history and surrounded by stunning landscapes, offers a variety of accommodations that cater to families. Many of these properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play and adults can relax while enjoying the picturesque views.
Visitors can explore local attractions such as the historic center of Anghiari, renowned for its medieval architecture and vibrant art scene. The nearby hills present opportunities for hiking and enjoying the striking Tuscan countryside. Additionally, families can discover traditional eateries and local markets that showcase the region's culinary delights.
In Anghiari, Tuscany, there are plenty of vacation homes available for rent that feature pools or hot tubs, with around 51 options to choose from. This picturesque town, known for its medieval charm and stunning views of the Tuscan countryside, offers a variety of properties with desirable amenities. Travelers can expect many rentals to include private swimming pools, outdoor terraces for enjoying the scenery, and some even come with hot tubs for relaxation after a day of exploring.
The homes often provide spacious living areas, fully equipped kitchens for preparing local dishes, and gardens superb for enjoying the beautiful Tuscan weather.
A long-stay vacation rental in Anghiari is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
In Anghiari, Tuscany, travelers will find a variety of pet-friendly house rentals, with around 55 options available. Many of these accommodations are situated in charming rural settings, featuring traditional Tuscan architecture and beautiful views of the surrounding countryside. Expect amenities such as fully equipped kitchens, outdoor dining areas, and spacious gardens where pets can roam freely.
The area is rich in history and culture, with nearby attractions like the medieval town of Anghiari itself, known for its picturesque streets and local artisan shops. Additionally, the surrounding Tuscan landscape offers plenty of opportunities for outdoor adventures, including hiking trails and scenic spots great for leisurely walks with pets.
In Anghiari, Tuscany, there are numerous vacation rentals suitable for remote work, with around 69 options available. This picturesque town, known for its medieval charm and stunning views of the Tuscan countryside, offers a variety of properties equipped with essential amenities for remote workers. Most rentals feature high-speed internet access, ensuring a reliable connection for work-related tasks. Many accommodations also provide Wi-Fi in public areas and in-room options, making it convenient to stay connected whether you're in the comfort of your unit or enjoying a coffee in communal spaces.
Travelers can expect comfortable living spaces, often with cozy furnishings that create a conducive environment for productivity. Some properties may also allow events, suiting those who may want to hold small gatherings or meetings. Anghiari itself is rich in history, with nearby attractions such as the ancient walls and the scenic landscape of Tuscany, offering a superb balance of work and leisure for remote professionals. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Vrbo offers a wide selection of vacation rentals in Anghiari with parking available—perfect for families or travelers 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.
In Anghiari, popular vacation rental amenities often include kitchens, allowing guests to prepare their own meals with local ingredients. Many properties are pet-friendly, accommodating travelers who wish to bring their furry companions along. Onsite parking is typically available, providing convenience for those exploring the beautiful Tuscan countryside by car. Additionally, rentals may feature fireplaces, creating a cozy atmosphere superb for relaxing after a day of sightseeing.
April marks the most popular time to visit Anghiari, Tuscany, as the peak season runs from March to May. During this enchanting spring period, travelers flock to this picturesque medieval town to enjoy the vibrant blooms and moderate temperatures that typically range from the low 40s to mid-60s Fahrenheit. This season is great for those seeking outdoor adventures, leisurely strolls through cobbled streets, and breathtaking views of the surrounding Tuscan hills.
In April, visitors can partake in delightful activities such as exploring local markets and indulging in traditional Tuscan cuisine at charming restaurants. The comfortable climate allows for ample opportunities to admire the stunning architecture and lush landscapes without the summer crowds, making it an ideal time for sightseeing and photography.
For those looking to travel on a budget, January can be a more economical choice, offering a quieter experience of Anghiari. While the temperatures may be cooler, this month provides a unique opportunity to enjoy the town's rich history and culture with fewer tourists.
Ultimately, the best time to book a vacation rental in Anghiari will depend on whether you prefer the lively option of spring or the tranquil charm of winter.
Book your Anghiari vacation 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 vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
In Anghiari, visitors can take part in the charming medieval atmosphere of this Tuscan hill town. The historic center is a highlight, where you can stroll along cobblestone streets and admire well-preserved architecture, including the impressive Anghiari Fortress which offers stunning views of the surrounding countryside.
Art enthusiasts will appreciate the local museums, such as the Museo della Battaglia di Anghiari, dedicated to the historic battle that took place nearby. The town also hosts various cultural events throughout the year, showcasing local traditions, crafts, and culinary delights.
For nature lovers, the surrounding landscape offers numerous hiking and biking trails that wind through the picturesque Tuscan hills, providing opportunities to explore vineyards and olive groves.
To find Anghiari vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
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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.
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