San Filippo vacation rentals

We found 2,181 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in San Filippo that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, which might include a garden and pool. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - San Filippo

Showing deals for:Nov 14 - Nov 21

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

10% off
Price is CA $4,658
CA $33,945 total
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

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about San Filippo

Find out more about San Filippo

The rustic city of San Filippo awaits you

The countryside and other outdoor surroundings create an inviting atmosphere in San Filippo. This romantic city has many special qualities. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Filippo

Do you want to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes San Filippo a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Castello della Paneretta (2.3 mi / 3.7 km)
  • Castello di Monsanto (2.4 mi / 3.9 km)
  • Casa Sola - Chianti Winery (2.8 mi / 4.5 km)
  • Isole e Olena Winery (3.5 mi / 5.7 km)
  • Tenuta Torciano Winery (4.6 mi / 7.5 km)
  • Buondonno Winery (5.2 mi / 8.3 km)

Exploring the natural features in San Filippo

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, San Filippo is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Sentierelsa Trail (7.4 mi / 11.9 km)
  • Alta Val d'Elsa River Park (9.7 mi / 15.6 km)
  • Chianti Sculpture Park (14 mi / 22.6 km)
  • Le Caldane Thermal Baths (9.6 mi / 15.4 km)
  • Val di Merse (24.4 mi / 39.2 km)
  • The SottoVico Garden (3.7 mi / 6 km)

Transportation to and around San Filippo

Fly into Florence Airport, Peretola (FLR), the closest airport, located 19.1 mi (30.7 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in San Filippo?
The most desirable types of vacation rentals in San Filippo are villas. After something a little different? Vrbo offers a variety of options to match our guests' unique requirements, so you'll see properties in lots of sizes and shapes. The ideal fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in San Filippo?
Length of stay, property type and season are among the factors that can influence the price of a vacation home. Simply enter your dates of travel to find your ideal match. From cozy country cottages to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in San Filippo?
Prices for beach houses in San Filippo vary depending on the size and style of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to see available options and prices. From there you can use the filters to narrow your search by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in San Filippo?
Yes. You'll have your pick of eight vacation rentals that allow pets in San Filippo on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly vacation rentals to book a property where your pup can lap up the fun.
Can I rent a house with a pool in San Filippo?
Add a new level of fun to your trip by booking your crew into one of the seven houses with a private pool in San Filippo. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splashing and playing in a swimming pool that's for your use only.
What are popular rental amenities in San Filippo?
Some of the most popular rental amenities people search for in San Filippo are a firepit, nearby museums and a fireplace. Whether you're vacationing with friends, family or even pets, Vrbo vacation homes include the best amenities for starting a new adventure with the people closest to you.
Are there large group vacation rentals in San Filippo?
You can choose from two vacation properties in San Filippo that can accommodate a group of 10 or more people. Whether you're planning a trip with extended family or an event like a party, there's ample room to get your loved ones together under one roof.
Are there vacation rentals in San Filippo that welcome kids?
San Filippo has eight family-friendly vacation homes. And securing a stay that welcomes children is a cinch with Vrbo's "Properties good for families" filter. On top of having the entire place to yourselves, you'll also get amenities and perks such as bunk beds, kitchens and yards.
What are the top attractions for families in San Filippo?
There are tons of fabulous things to do and see with the family in San Filippo, including:

  • Chianti Observatory
  • Passignano Abbey
  • Abbey of Passignano

Are there one-bedroom vacation rentals in San Filippo?
Yes, you can take your pick from three one-bedroom rentals in San Filippo. Whether you'd like a comfy cottage or a condo, Vrbo's one-bedroom properties are just right if you don't require a huge amount of space. One of the perks of having your own pad? You'll never have to share your trip with strangers.
Are there vacation rentals with WiFi in San Filippo?
Whether you'd like to keep up to date with the news, look over emails or surf your social networks, there are six vacation homes with WiFi in San Filippo. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in San Filippo?
Select your dates and then use our filters to view vacation rentals with ac in San Filippo on Vrbo. With eight air-conditioned properties on offer here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a vacation rental in San Filippo?
It's a good idea to check with the San Filippo vacation rental you're considering on Vrbo as age restrictions vary. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in San Filippo for?
The amount of time you can book a San Filippo vacation home for depends on each property. Simply put in your dates of travel to browse options that offer extended stays. They come with all you need to make your extended getaway more convenient and enjoyable, like air conditioning and kitchens. Some properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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