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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for San Filippo holiday rentals

Seasonal outdoor pool, pool umbrellas, pool loungers

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is 1.589.571 ₫
1.931.524 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Villa San Filippo
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (33 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is 4.551.815 ₫
5.006.996 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Villa di Sotto
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.292.780 ₫
9.243.807 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Terre di Baccio
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is 7.595.489 ₫
8.476.787 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Villa il Fedino
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (246 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is 3.235.123 ₫
3.680.384 ₫ total
includes taxes & fees
10 Jul - 11 Jul
La Terrazza Sul Campo Rooming House
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (204 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is 2.785.352 ₫
3.185.636 ₫ total
includes taxes & fees
3 Jul - 4 Jul
B&B Il Corso
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (455 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is 3.025.744 ₫
3.450.067 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Siena Vip
Lobby lounge

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (339 reviews)
"Great stay highly recommend!!"
United States
jon
The price is 2.317.495 ₫
2.670.994 ₫ total
includes taxes & fees
13 Jul - 14 Jul
ApartHotel Anghel
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (91 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is 1.896.506 ₫
2.208.153 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Domus il Palio B&B
City view

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (72 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
The price is 3.736.209 ₫
4.231.579 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Regis Condo
Double Room | Minibar, desk, blackout curtains, free WiFi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (103 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is 5.136.432 ₫
5.771.824 ₫ total
includes taxes & fees
17 Jun - 18 Jun
PALAZZO DEL PAPA
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is 6.597.976 ₫
7.501.272 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Borgo Argenina
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is 3.653.860 ₫
4.110.557 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Tenuta Sant'Ilario
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is 2.857.243 ₫
4.056.086 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Palazzo al Torrione 2
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (321 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
Hu Norcenni Girasole Village
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (245 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 3.741.021 ₫
4.206.435 ₫ total
includes taxes & fees
24 Jun - 25 Jun
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Clean room, welcoming stuff, a lot of activities"
Roman 3-night trip
Posted 1 hour ago
The Social Hub Florence Lavagnini

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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.

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. Castello di Barberino Val d'Elsa and Casa Sola - Chianti 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.