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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for San Filippo holiday rentals

Seasonal outdoor pool, pool umbrellas, pool loungers

Residence in Barberino Tavarnelle

Villa San Filippo
4.0 star property
8.4 out of 10, Very good, (40 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
Property entrance

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (100 reviews)
"Great people, great location great service"
Canada
James
The price is ₹11,913
₹13,530 total
includes taxes & fees
14 Mar - 15 Mar
Villa il Fedino
Property grounds

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
Breakfast, lunch, dinner served; garden views

Townhouse in Florence

Marignolle Relais and Charme
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Room amenity

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (429 reviews)
"Nice place!"
United States
Pavel
The price is ₹9,321
₹10,679 total
includes taxes & fees
12 Mar - 13 Mar
Siena Vip
Breakfast meal

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (194 reviews)
"Great location"
United Kingdom
Mina
B&B Il Corso
Suite | Living room | Flat-screen TV

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
City view

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (68 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is ₹18,363
₹22,756 total
includes taxes & fees
6 Apr - 7 Apr
Regis Condo
Double Room | Minibar, desk, blackout curtains, free WiFi

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ₹14,805
₹16,711 total
includes taxes & fees
12 Mar - 13 Mar
PALAZZO DEL PAPA
Terrace/patio

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (99 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ₹13,418
₹14,972 total
includes taxes & fees
12 Mar - 13 Mar
Palazzo Pacini
Lobby lounge

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel
Balcony

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ₹8,044
₹12,045 total
includes taxes & fees
26 Mar - 27 Mar
Palazzo al Torrione 2
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Superior Mobile Home | Terrace/patio

Camping in San Gimignano

Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
View from room

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Restaurant

Residence in Impruneta

Relais Villa Olmo
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
Relais Villa Olmo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Filippo Hotel Reviews

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Staffs were very kind."
Kyung Choon 2-night trip
Posted 4 hours ago
IQ Hotel Firenze

Find out more about San Filippo

Holiday Rentals in San Filippo

Search for holiday rentals in San Filippo on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in San Filippo using one of the methods below:

  • View our selection of featured holiday rentals in San Filippo
  • Use the map to find apartments and other holiday homes in the San Filippo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Filippo while they last

Look no further and take a look at our great range of rental properties in San Filippo!

Frequently asked questions

Can I find a holiday rental in San Filippo?

Yes, there are holiday rentals close to the most popular sights in San Filippo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Filippo has to offer?

Borgo Argiano: This holiday home rental outside of San Filippo is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

How many holiday rentals will I find in San Filippo?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your San Filippo stay.

What’s there to see and do in San Filippo?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Casa Sola - Chianti Winery and Isole e Olena Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in San Filippo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Filippo. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.