Sinalunga vacation rentals

We found 2,237 vacation rentals — enter your dates for availability

Discover a selection of 16 apartments, 27 villas, and other vacation rentals in Sinalunga that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Sinalunga

Showing deals for:Mar 6 - Mar 13

Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

Pool
10 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

San Giovanni d'Asso, Provincia di Siena

9% off
Price is $2,797
$19,577 for 7 nights
All fees included
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

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Find out more about Sinalunga

Why visit Sinalunga

  • Rich Cultural Heritage: Discover beautiful churches and historical sites that reflect Sinalunga's rich history.
  • Stunning Countryside Views: Explore the breathtaking Sienese countryside, perfect for outdoor adventures.
  • Relaxing Hot Springs: Unwind at nearby hot springs, offering a rejuvenating experience for visitors.
  • Charming Local Piazzas: Enjoy the vibrant atmosphere of local piazzas, ideal for dining and socializing.
  • Variety of Accommodations: Choose from luxurious villas to cozy apartments for a memorable stay.

Popular types of accommodation in Sinalunga

If you're exploring vacation rentals in Sinalunga, you're in for a treat. Our most popular accommodation options include stunning villas, cozy houses, and inviting apartments. Whether you're searching for a luxury villa or a charming Toscana villa rental, we have the perfect spot for your getaway. Enjoy the beauty of Sinalunga with transparent information and great savings, ensuring a memorable stay.

  • Villas: The top choice for vacation rentals in Sinalunga, offering luxurious spaces with stunning views and private amenities for a perfect getaway.
  • Houses: A popular option for families or groups, these homes provide a cozy and comfortable atmosphere for your stay.
  • Apartments: Ideal for couples or solo travelers, these rentals offer convenience and a taste of local life in Sinalunga.
  • Cottages: Charming and quaint, these cottages provide a rustic experience amidst the beautiful Tuscan countryside.
  • Caravan Parks: A unique option for adventurous travelers, offering a fun way to explore the region while enjoying nature.**

Top attractions near Sinalunga

Sinalunga, nestled in Tuscany, offers a family-friendly vacation experience with outdoor adventures and city exploration. Visitors can immerse themselves in the local culture by discovering beautiful churches, relaxing at hot springs, and enjoying the vibrant piazza. With a variety of attractions catering to those seeking cultural, urban, and outdoor experiences, Sinalunga is an ideal destination for travelers looking to make lasting memories.

  • Piazza Grande: A vibrant square characterized by its rich culture and lively atmosphere, perfect for enjoying local cafes and people-watching. Located 9 miles from Sinalunga, it offers a quintessential Tuscan experience.
  • Historic Centre of Pienza: A charming historic village, this UNESCO World Heritage site, located 10 miles from Sinalunga, is renowned for its Renaissance architecture and cultural vibes that transport you back in time.
  • Pienza Cathedral: Situated in the heart of Pienza, this stunning cathedral features exquisite artistry and impressive architecture, providing a serene cultural experience just 10 miles from Sinalunga.

Things to do recommended for couples

For a romantic getaway in Sinalunga, indulge in wellness at San Giovanni Terme Rapolano, only 9 miles away. Savor fine wine and entertainment at Cantina Contucci and enjoy the outdoor ambiance at Cantina del Redi, both just a short drive from your stay. Love is in the air.

Things to do recommended for families

Families will have a blast at the Siena Circuit, a thrilling karting venue located 15 miles from Sinalunga. With its adventurous atmosphere, it's perfect for kids and adults alike, making it a must-visit for an exciting day out during your Tuscan vacation.

Things to do recommended for groups

Explore the Valdichiana Outlet Village for great shopping and entertainment, enjoy a round of golf at the scenic Golf Club Valdichiana, or experience thrills at the Saltalbero Adventure Park with its exciting zipline courses. Perfect activities for your group in Sinalunga.

*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 Sinalunga

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Sinalunga with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Sinalunga with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sinalunga: For many, a family vacation wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sinalunga: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can quickly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Sinalunga

Sinalunga, nestled in the heart of Tuscany, offers a delightful blend of culture and rustic charm. Explore beautiful villas and the stunning Sienese countryside, where you'll find breathtaking views and a friendly atmosphere. Perfect for families and outdoor enthusiasts, this charming city invites you to experience its historical roots and secluded spots, making it an ideal destination for a romantic getaway or a relaxing vacation with loved ones.

  • Montepulciano: Nestled 8 miles from Sinalunga, Montepulciano is a captivating hilltop town known for its rich culture and breathtaking landscapes. Travelers flock here for romantic getaways, outdoor adventures, and cultural experiences. The town is home to charming streets lined with shops, and visitors can unwind in luxurious spas offering rejuvenating body treatments. Montepulciano is also famous for its historic sites, including stunning monuments and picturesque lakes, making it a perfect spot for exploration and relaxation.
  • Cortona: Located 13 miles from Sinalunga, Cortona is a beautifully preserved medieval city that enchants visitors with its stunning views and rich history. Known for its outdoor activities and romantic ambiance, Cortona invites travelers to experience its scenic landscapes and cultural heritage. Enjoy a visit to the local theater or indulge in soothing spa treatments. Nearby attractions include serene lakes, historic sites, and splendid bridges that add to the town's charm, allowing for a memorable travel experience.
  • Pienza: Situated 10 miles from Sinalunga, Pienza is a UNESCO World Heritage site celebrated for its Renaissance architecture and scenic beauty. This picturesque town offers outdoor enthusiasts and romantics a delightful escape filled with cultural experiences. Explore the quaint shopping areas or enjoy luxurious spa services and body treatments. Pienza boasts remarkable landmarks, including historic places, places of worship, and even hot springs, making it an ideal destination for those seeking relaxation and a taste of Italian history.

Best time to go to Sinalunga

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.2°F (4.0°C)Light RainMostly CloudySlightly HighSlightly Low
February41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnySlightly HighAverage
May59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
July74.8°F (23.8°C)No Rain (Dry)SunnySlightly HighSlightly High
August74.5°F (23.6°C)No Rain (Dry)SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly LowAverage
December41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn all the OneKeyCash from your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll immediately gain access to exclusive member discounts and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and start enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to culturally rich Sinalunga

Enjoy the area's culture, wineries and history and make a vacation rental your home during your stay in Sinalunga. This city's cheese shops, local tours and horseback riding draw many visitors. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Sinalunga

Do you want to find attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Sinalunga a fun spot to vacation. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Cantina del Redi (8.5 mi / 13.7 km)
  • Consorzio del Vino Nobile di Montepulciano (8.6 mi / 13.8 km)
  • Cantina Contucci (8.6 mi / 13.8 km)
  • Terme Antica Querciolaia (8.6 mi / 13.8 km)
  • San Giovanni Terme Rapolano (8.7 mi / 14 km)
  • Piscine Termali Theia (12.3 mi / 19.7 km)

Exploring the natural features in Sinalunga

Whether you're looking for adventure or just want to appreciate the scenery, Sinalunga is a great spot to appreciate mother nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Terme Antica Querciolaia (8.6 mi / 13.8 km)
  • Historic Centre of Pienza (9.8 mi / 15.8 km)
  • Val di Chiana (9.8 mi / 15.8 km)
  • Terme di Montepulciano Spa (10.2 mi / 16.4 km)
  • Piscine Termali Theia (12.3 mi / 19.7 km)
  • Horti Leonini (12.5 mi / 20.1 km)

How to get to and around Sinalunga

If you prefer train travel, make your way to Sinalunga Station or Sinalunga Rigomagno Station to see more of the city.

Frequently asked questions

What is the best area to stay in Sinalunga when booking a vacation rental?
When considering a vacation rental in Sinalunga, Tuscany, the historic center is an excellent area to stay. This charming neighborhood offers a blend of quaint streets, local shops, and authentic Tuscan dining experiences. You can easily explore the beautiful Piazza Garibaldi, a central point where locals gather and events often take place, providing an immersive experience in the region's culture. Additionally, the nearby Church of San Bartolomeo, with its stunning architecture and serene atmosphere, is a must-visit.

Another appealing option is the surrounding countryside, which boasts breathtaking views of the Tuscan landscape. Staying in this area allows you to enjoy the tranquility of nature while being just a short drive from the village center. Here, you can find numerous vacation rentals that offer privacy and picturesque settings, superb for relaxation. The proximity to attractions like the Val di Chiana and the beautiful hill towns of Montepulciano and Pienza makes this area particularly attractive for those wanting to explore the wider region.
How much does it cost to rent a vacation home in Sinalunga?
Prices for vacation rentals in Sinalunga 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 Sinalunga 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 Sinalunga vacation house rentals?
You can find great discounts on house rentals in Sinalunga 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 vacation rental accomodation in Sinalunga?
In Sinalunga, villas are the most popular vacation rental option, with about 38 available throughout the picturesque Tuscan countryside. These villas typically feature spacious layouts, multiple bedrooms, private gardens, and outdoor terraces, allowing guests to enjoy the stunning views of the surrounding hills. Additionally, there are around 16 apartments that offer a more compact yet comfortable stay, often equipped with kitchenettes, cozy living areas, and balconies or patios for enjoying the fresh air. For those seeking a more rustic experience, several vacation houses and cottages are also available, providing a charming and intimate atmosphere with amenities like wood-burning stoves and rural decor.
Are there any family house rentals in Sinalunga?
In Sinalunga, Tuscany, there are numerous family-friendly vacation rentals available, totaling around 44 options. This charming town is located in a picturesque area known for its rolling hills and beautiful landscapes, making it an ideal getaway for families. Many properties offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play or for family barbecues.

Visitors can enjoy nearby attractions, including the historic town center of Sinalunga, which features local shops and restaurants serving traditional Tuscan cuisine. The region is also close to natural parks and hiking trails, great for those looking to explore the stunning countryside.
Can I rent a vacation home with a pool or hot tub in Sinalunga?
In Sinalunga, Tuscany, travelers can find a variety of vacation homes available for rent that feature pools and hot tubs, with around 44 options to choose from. This picturesque town, located in the heart of the Chianti region, offers a serene countryside setting with stunning views of the surrounding hills. Many of these properties come equipped with private pools, outdoor lounges, and spacious gardens, making them great for relaxation and enjoying the beautiful Tuscan weather.

Additionally, travelers can expect amenities such as fully equipped kitchens for self-catering, cozy living areas, and some homes may even include additional luxuries like barbecue facilities and alfresco dining areas. The charming village atmosphere and proximity to local attractions, including vineyards and historic sites, enhance the appeal of renting a vacation home in Sinalunga.
Can I find long-stay vacation rentals in Sinalunga?
A long-stay vacation rental in Sinalunga 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.
Are there pet-friendly house rentals in Sinalunga?
In Sinalunga, Tuscany, travelers will find a variety of pet-friendly house rentals available, with options that cater to different preferences and group sizes. Many of these properties feature charming rustic designs, spacious outdoor areas, and amenities such as fully equipped kitchens, private gardens, and pools. This makes them ideal for families or groups looking to enjoy a relaxing getaway while accommodating their furry friends.

The picturesque countryside surrounding Sinalunga offers plenty of opportunities for outdoor activities, including scenic walks and hikes through the beautiful Tuscan landscape. Additionally, nearby areas like the Val di Chiana are great for exploring local vineyards and historic towns.
Are there any remote work vacation rentals in Sinalunga?
In Sinalunga, Tuscany, there are numerous vacation rentals suitable for remote work, with around 63 options available. Travelers can expect properties equipped with essential amenities to support their work-from-home needs, including Wi-Fi, dedicated office spaces, desks, and comfortable chairs. Some rentals may even feature additional conveniences like safes and computer monitors to enhance productivity during your stay. The charming town offers a tranquil environment, making it ideal for focusing on work while surrounded by the beautiful Tuscan landscape. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sinalunga vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sinalunga 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.
What are popular rental amenities in Sinalunga?
In Sinalunga, popular vacation rental amenities include WiFi, kitchens, and private pools, making them ideal for travelers seeking comfort and convenience. Many rentals also feature fireplaces, superb for cozy evenings after a day of exploring the picturesque Tuscan countryside. Additionally, coffee and tea makers are commonly found in these properties, allowing guests to enjoy a warm drink at their leisure.
When is the best time to visit Sinalunga for a vacation rental?
July is the most popular time to visit Sinalunga, Tuscany, as travelers flock to this picturesque region to savor its rich culture, delightful cuisine, and stunning landscapes. The peak season spans from July to September, when the weather is warm and inviting, making it superb for outdoor activities such as vineyard tours, exploring charming medieval towns, and enjoying the breathtaking views of the rolling Tuscan hills.

Expect warm temperatures during these months, typically ranging from the mid-70s to low 90s Fahrenheit, which encourages visitors to immerse themselves in sightseeing and local festivals. The vibrant atmosphere created by fellow travelers and locals alike enhances the experience, with numerous events celebrating the region's heritage and gastronomy.

For those considering a more budget-friendly option, December presents an opportunity to visit Sinalunga during the low season. This month offers a unique charm, as the festive holiday spirit fills the air, and the streets are adorned with twinkling lights.
How early should I book a Sinalunga vacation rental?
Book your Sinalunga 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.
What are the top attractions in Sinalunga?
In Sinalunga, visitors can enjoy a charming slice of Tuscany with its picturesque landscapes and historical sites. The town's main square, Piazza del Comune, is a great starting point, surrounded by local cafes and shops. Nearby, the Church of San Bartolomeo is popular for its beautiful architecture and serene atmosphere.

For those interested in outdoor activities, the surrounding countryside offers scenic walking and biking trails, providing breathtaking views of the Tuscan hills. Just a short drive away, the medieval town of Montepulciano boasts stunning Renaissance architecture and excellent wine tasting opportunities, making it a popular day trip from Sinalunga.
Can I change or cancel my Sinalunga home rental booking on Vrbo?
To find Sinalunga 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.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sinalunga vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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