Poggibonsi holiday lettings

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

Select from 42 houses, 85 apartments and other holiday rentals to find the perfect place for your stay in Poggibonsi. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Poggibonsi

Showing deals for:7 Nov - 14 Nov

Image gallery for Exclusive panoramic villa with private pool between Florence and Siena.

Pool
10 out of 10 rating
Exceptional
(16 reviews)

Exclusive panoramic villa with private pool between Florence and Siena.

Certaldo, Toscana

9% off
Price is £19,214
£2,745 per night
includes taxes & fees
Exclusive panoramic villa with private pool between Florence and Siena.

Find spaces that suit your style

  • 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 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 trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Poggibonsi

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Poggibonsi a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 traveller or just want to appreciate the scenery, Poggibonsi is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • 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 Peretola Airport (FLR), located 23 mi (37 km) from the city centre.

If you prefer train travel, you can make your way to Poggibonsi-San Gimignano Station.

Frequently asked questions

What is the best area to stay in Poggibonsi when booking a holiday 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 holiday rental accommodation in Poggibonsi?
The most popular types of holiday 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 holiday 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 holiday rental in Poggibonsi?
Season, length of stay and property type are some factors that can affect the price of a holiday home. Simply click on your dates of travel to find your perfect match. From quaint country cottages to expansive luxury villas, all Vrbo holiday 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 holiday rentals in Poggibonsi?
Yes. You can pick from 148 holiday 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 holiday 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 holiday rentals feature the best amenities for ultimate relaxation with the people closest to you.
Are there large group holiday rentals in Poggibonsi?
With 22 holiday 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 holiday rentals in Poggibonsi that welcome kids?
With 146 family-friendly holiday 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 holiday rentals in Poggibonsi?
You can pick from 45 one-bedroom rentals in Poggibonsi. Whether you'd like a cosy 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 holiday rentals in Poggibonsi?
Poggibonsi has 57 two-bedroom properties for you to select from. Discover a holiday home with all the privacy and comfort you need at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Poggibonsi?
Poggibonsi has 58 holiday rentals with WiFi, so you can stay connected while you're on holiday. 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 holiday rentals with air conditioning in Poggibonsi?
You'll have a choice of 45 Vrbo holiday 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 holiday rental in Poggibonsi?
Age restrictions can vary across properties on Vrbo, so be sure to check the rules of the holiday rental in Poggibonsi you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Poggibonsi for?
The amount of time you can rent a Poggibonsi holiday 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 holiday more enjoyable and convenient, like kitchens and backyards. Some holiday homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.

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