San Filippo holiday homes

We found 1,833 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in San Filippo that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a garden. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – San Filippo

Showing deals for:13 Nov - 20 Nov

Living area
Interior
Interior
Pool
Exceptional
(42 reviews)

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

Certaldo

8% off
NZ$13,272
for 7 nights, 1 villa
NZ$1,896 per night
includes taxes & fees
VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
Living area
Pool
Living area
Private kitchen
Exceptional
(5 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

5% off
NZ$6,163
for 7 nights, 1 villa
NZ$880 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Loggia with table dressed for family dinner
House and loggia, seen from the garden
View from the kitchen
House and parking
Exceptional
(58 reviews)

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Castellina in Chianti

8% off
NZ$8,245
for 7 nights, 1 villa
NZ$1,178 per night
includes taxes & fees
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Outdoor dining
Pool
Interior
Exterior
Exceptional
(120 reviews)

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

San Gimignano

5% off
NZ$8,724
for 7 nights, 1 villa
NZ$1,246 per night
includes taxes & fees
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Interior
Property grounds
Exterior
Property grounds
Exceptional
(8 reviews)

The Bartaline hut

Greve in Chianti

9% off
NZ$1,734
for 7 nights, 1 home
NZ$248 per night
includes taxes & fees
The Bartaline hut
Property grounds
Exterior detail
Interior
Interior
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

14% off
NZ$2,330
for 7 nights, 1 home
NZ$333 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Property grounds
pool
VERANDA
Exterior
Exceptional
(119 reviews)

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano

5% off
NZ$10,019
for 7 nights, 1 villa
NZ$1,431 per night
includes taxes & fees
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Property grounds
Property grounds
Pool
Living area
Exceptional
(81 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,111
for 7 nights, 1 home
NZ$159 per night
includes taxes & fees
Villa with large garden in the Chianti hills

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 accommodation options with space to entertain friends and family, HomeAway 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

Are you hoping to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes San Filippo a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Tenuta Torciano Winery (4.6 mi / 7.5 km)
  • Buondonno Winery (5.2 mi / 8.3 km)
  • Antinori nel Chianti Classico (6 mi / 9.7 km)

Exploring the natural features in San Filippo

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, San Filippo is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

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

Transport to and around San Filippo

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

Frequently asked questions

What is the most popular type of holiday home accommodation in San Filippo?
The most desirable types of holiday homes in San Filippo are villas. After something a little different? Bookabach 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 holiday home in San Filippo?
Length of stay, property type and season are among the factors that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal match. From cosy country cottages to sprawling luxury villas, all Bookabach holiday homes 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 travelling. Simply enter your dates of travel into Bookabach 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 holiday homes in San Filippo?
Yes. You'll have your pick of eight holiday homes that allow pets in San Filippo on Bookabach. Our furry friends need a break too, so simply use our search function for pet-friendly holiday homes 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 Bookabach, and then spend your days splashing and playing in a swimming pool that's for your use only.
What are popular home amenities in San Filippo?
Some of the most popular home amenities people search for in San Filippo are a firepit, nearby museums and a fireplace. Whether you're holidaying with friends, family or even pets, Bookabach holiday homes include the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday homes in San Filippo?
You can choose from two holiday 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 holiday homes in San Filippo that welcome kids?
San Filippo has eight family-friendly holiday homes. And securing a stay that welcomes children is a cinch with Bookabach'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 holiday homes in San Filippo?
Yes, you can take your pick from three one-bedroom homes in San Filippo. Whether you'd like a comfy cottage or a condo, Bookabach'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 holiday homes 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 holiday homes with WiFi in San Filippo. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in San Filippo?
Select your dates and then use our filters to view holiday homes with ac in San Filippo on Bookabach. 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 holiday home in San Filippo?
It's a good idea to check with the San Filippo holiday home you're considering on Bookabach as age restrictions vary. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in San Filippo for?
The amount of time you can book a San Filippo holiday 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.