Poggibonsi vacation rentals

We found 1,545 vacation rentals — enter your dates for availability

Select from 42 houses, 85 apartments, and other vacation rentals to find the perfect place for your stay in Poggibonsi. Whether you're staying in a vacation rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and WiFi. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Poggibonsi

Showing deals for:Nov 7 - Nov 14
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Find out more about Poggibonsi

Find out more about Poggibonsi

Why visit Poggibonsi

  1. Cultural exploration: Discover captivating churches, castles, and museums that showcase Poggibonsi's rich history.
  2. Scenic villas: Wander through beautiful villas and stunning landscapes that define the Tuscan charm.
  3. Local markets: Experience vibrant local markets offering fresh produce and unique artisanal goods.
  4. Outdoor adventures: Enjoy the serene countryside, perfect for hiking, cycling, or simply relaxing.
  5. Proximity to Florence: Take a short trip to Florence for unparalleled art and history.

Popular types of accommodation in Poggibonsi

If you're considering a getaway to Poggibonsi, you're in for a treat! Our most popular accommodation options include charming apartments, luxurious villas, and houses. Whether you're searching for villa rentals with a pool or comfortable Poggibonsi accommodation, we have something to suit every traveller's needs. Explore the beauty of Poggibonsi while enjoying the comfort and convenience of your ideal vacation rental.

  • Apartments: The most sought-after option in Poggibonsi, offering convenient and comfortable stays for individuals or couples.
  • Villas: A luxurious choice for those seeking spacious accommodations, perfect for family gatherings or group vacations.
  • Houses: Ideal for travellers wanting a home-like experience, providing privacy and flexibility during your stay.
  • Caravan Parks: A fun alternative for adventurous souls, offering various amenities and a chance to connect with nature.
  • Cottages: These quaint retreats provide a charming atmosphere, perfect for a romantic getaway or peaceful escape.**

Top attractions in Poggibonsi

Poggibonsi, nestled in the heart of Tuscany, is perfect for culture-themed, romantic, and outdoor vacations. Visitors can explore captivating sites like churches, castles, and museums that provide a rich cultural experience. Don't miss the stunning villas and local markets that enhance your stay. With a blend of history and charm, Poggibonsi offers an inviting atmosphere for all types of travellers seeking an unforgettable experience.

  1. San Gimignano Communal Palace: A historic civic building that offers a glimpse into local governance and culture. Its architectural beauty and vibrant history make it a must-visit for history buffs.
  2. Piazza della Cisterna: This charming square is the heart of San Gimignano, lined with medieval towers and delightful cafés, perfect for enjoying the lively atmosphere and local cuisine.
  3. Medieval Criminal and Torture Museum: A unique museum that delves into the darker aspects of medieval justice, offering fascinating, albeit grim, insights into historical punishments and societal norms.

Things to do recommended for couples

Experience the charm of Poggibonsi with your partner! Visit Tenuta Torciano Winery for a romantic afternoon of wine tasting, explore the enchanting outdoor vibes at Tenuta Maiano, and savour a delightful meal at Torre del Porcellino, where the ambiance is perfect for couples. Enjoy your time together!

Things to do recommended for families

Your family vacation in Poggibonsi can be filled with adventure and fun. Visit the Chianti Observatory for a stellar experience, cheer on teams at Siena Stadium, or race go-karts at Siena Circuit for thrilling family entertainment!

Things to do recommended for groups

In Poggibonsi, groups can hike the beautiful Sentierelsa Trail, enjoy shopping at Ra-Ma snc, and play a round of golf at the scenic Castelfalfi Golf Course. These activities offer a perfect blend of outdoor adventure and leisure for everyone in the group.

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

If you're planning a trip with a group, family, or pets, or if you're seeking longer stays, it's essential to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Poggibonsi with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Poggibonsi with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with 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 Poggibonsi: For many, a family getaway feels incomplete without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Poggibonsi: If you're in search of vacation rentals that offer 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 features like a parking spot, a well-equipped kitchen, or even a private pool in your search!

Where to stay in Poggibonsi

Poggibonsi, nestled in the heart of Tuscany, offers a delightful blend of culture and romance for every traveller. Explore beautiful villas dotting the landscape, indulge in luxury accommodations, or choose a charming budget stay. Venture into nearby Florence for breathtaking art and history, or enjoy the serene atmosphere of the surrounding countryside. Whether you seek relaxation or adventure, Poggibonsi and its enchanting surroundings promise an unforgettable Italian vacation experience.

  • Staggia: Nestled within the scenic area of Poggibonsi, Staggia is a charming village that invites visitors to immerse themselves in its rich cultural heritage and romantic atmosphere. Known for its captivating historic sites, including an impressive castle and beautiful places of worship, Staggia offers plenty of opportunities for exploration. Tourists can engage in guided tours that delve into the village's storied past while enjoying picturesque views of the surrounding Tuscan landscape. The blend of culture and history makes Staggia a must-visit destination for those seeking an authentic Italian experience.
  • Lecchi: Lecchi is another delightful village situated near Poggibonsi, perfect for families and couples alike. With its stunning architecture and historic charm, Lecchi provides a beautiful backdrop for leisurely walks and cultural tours. Visitors can explore nearby castles and historic sites, each telling its own tale from the past. The village is imbued with a sense of community, making it an inviting place to experience local traditions and cuisine. Whether you’re wandering through its quaint streets or participating in a local event, Lecchi promises a memorable experience.
  • Gavignano: As a small village located in the vicinity of Poggibonsi, Gavignano is a hidden gem for culture enthusiasts. Known for its striking historic buildings and intriguing museum, this village offers a glimpse into the rich artistic and architectural history of Tuscany. Explore the local historic sites that reflect the region's heritage, and enjoy the peaceful ambiance that Gavignano has to offer. With its quaint charm and cultural depth, Gavignano is a perfect stop for those looking to enrich their Italian vacation.

Best time to go to Poggibonsi

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnySlightly LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
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)SunnySlightly HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°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 lead to better deals, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater 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 getaway!

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient platform to plan new adventures, pick up right where you left off, or manage and organise your travel plans. You can easily find properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting rustic Poggibonsi

Enjoy the wineries and other features of Poggibonsi. One of the city's many top draws is its seafood restaurants. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Poggibonsi

Are you hoping to find things to do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Poggibonsi a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Castello di Monsanto (2.6 mi / 4.2 km)
  • Castello della Paneretta (3.2 mi / 5.1 km)
  • Tenuta Torciano Winery (4.2 mi / 6.8 km)
  • Sovestro in Poggio Winery (4.5 mi / 7.3 km)
  • Isole e Olena Winery (5.1 mi / 8.2 km)
  • Casa Sola - Chianti Winery (5.4 mi / 8.7 km)

Exploring the natural landscape of Poggibonsi

Whether you're an adventurous traveler or just want to appreciate the scenery, Poggibonsi is a great place to get out in nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Sentierelsa Trail (3.4 mi / 5.5 km)
  • Alta Val d'Elsa River Park (5.8 mi / 9.3 km)
  • Chianti Sculpture Park (12.9 mi / 20.8 km)
  • Le Caldane Thermal Baths (5.6 mi / 9 km)
  • Enoteca Italiana (13.6 mi / 21.9 km)
  • Val di Merse (20.8 mi / 33.5 km)

How to get to and around Poggibonsi

The nearest airport is in Florence Airport, Peretola (FLR), located 23 mi (37 km) from the city center.

If you'd prefer to travel by train, the main station is Poggibonsi-San Gimignano Station.

Frequently asked questions

What is the best area to stay in Poggibonsi when booking a vacation rental?
If you're thinking of a Poggibonsi trip, Gavignano is one of the most popular places to stay. Whether you choose a villa, cottage or different type of property, you'll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in Poggibonsi?
The most popular types of vacation rentals in Poggibonsi are apartments. Searching for something different? Vrbo has a variety of options to match the diverse needs of our guests, so you'll see vacation properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — book yours today.
How much does it cost to rent a vacation rental in Poggibonsi?
Season, length of stay and property type are some factors that can affect the price of a vacation home. Simply click on your dates of travel to find your perfect match. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Poggibonsi?
When you travel and the style and size of the property will determine the cost of your beachside escape. Type in your Poggibonsi travel dates to see your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to select the features and amenities you need.
Are there pet-friendly vacation rentals in Poggibonsi?
Yes. You can pick from 148 vacation rentals that allow pets in Poggibonsi on Vrbo. Our furry best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to find a property where Fido can lap up the fun.
Can I rent a house with a pool in Poggibonsi?
Add another level of fun to your getaway by booking your group into one of the 122 houses with a private pool in Poggibonsi. Use our search filter to find properties with pools on Vrbo, then spend your days splashing about in a swimming pool that's for your exclusive use.
What are popular rental amenities in Poggibonsi?
The most popular rental amenities people look for in Poggibonsi are tennis, a barbecue grill and a garden. Whether you're on the road with your besties, family or even pets, Vrbo vacation rentals feature the best amenities for ultimate relaxation with the people closest to you.
Are there large group vacation rentals in Poggibonsi?
With 22 vacation rentals that can sleep 10 guests or more in Poggibonsi, there's no need to leave anyone off your guest list. From family get-togethers to events like birthday and Christmas parties, Vrbo can help you find a large group rental to match the occasion.
Are there vacation rentals in Poggibonsi that welcome kids?
With 146 family-friendly vacation homes to choose from in Poggibonsi, there's never been a better time to introduce your kids to the magic of travel. Check our "Properties good for families" filter to browse stays that feature amenities perfect for families on the move, like multiple bedrooms, yards, bunk beds and entertainment units.
What are the top attractions for families in Poggibonsi?
Keep the kids happy at these fabulous family-friendly attractions in Poggibonsi:

  • Monteriggioni Castle
  • Podestas Palace
  • Chianti Observatory

Are there one-bedroom vacation rentals in Poggibonsi?
You can pick from 45 one-bedroom rentals in Poggibonsi. Whether you'd like a cozy cottage or a fancy condo, Vrbo's one-bedroom properties are just right if you don't require lots of space. One of the best things about having your own place? You won't ever have to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Poggibonsi?
Poggibonsi has 57 two-bedroom properties for you to select from. Discover a vacation home with all the privacy and comfort you need at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Poggibonsi?
Poggibonsi has 58 vacation rentals with WiFi, so you can stay connected while you're on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to catching up on social media, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Poggibonsi?
You'll have a choice of 45 Vrbo vacation homes with air conditioning in Poggibonsi providing that cool, cool breeze and extra comfort level. Just enter your desired travel dates and then use our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Poggibonsi?
Age restrictions can vary across properties on Vrbo, so be sure to check the rules of the vacation rental in Poggibonsi you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Poggibonsi for?
The amount of time you can rent a Poggibonsi vacation rental for depends on the property. Just tap in your travel dates to find available options that offer extended stays. They have the things you need to make your extended vacation more enjoyable and convenient, like kitchens and backyards. Some vacation homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.

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