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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

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
8.4 out of 10, Very good, (41 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
The price is 2.432.914 ₫
2.862.603 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Villa San Filippo
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 5.515.898 ₫
6.191.822 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Villa il Fedino
Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"Good stay"
Canada
David Joseph
The price is 5.020.597 ₫
5.895.596 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Marignolle Relais and Charme
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
10.0 out of 10, Exceptional, (2 reviews)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
The price is 3.897.266 ₫
4.659.943 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Boboli Living
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (432 reviews)
"Nice place!"
United States
Pavel
The price is 3.553.601 ₫
4.033.295 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Siena Vip
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (199 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is 3.144.578 ₫
3.583.301 ₫ total
includes taxes & fees
29 Apr - 30 Apr
B&B Il Corso
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, (240 reviews)
"Huge room! Great location "
Canada
karen
The price is 3.076.201 ₫
3.508.155 ₫ total
includes taxes & fees
12 May - 13 May
La Terrazza Sul Campo Rooming House
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (200 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
The price is 3.376.085 ₫
3.838.028 ₫ total
includes taxes & fees
14 May - 15 May
Il Battistero Siena - Residenza d'Epoca
Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 3.044.496 ₫
3.504.277 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Antico Borgo il Cardino
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is 5.879.009 ₫
6.715.578 ₫ total
includes taxes & fees
17 Apr - 18 Apr
Borgo Argenina
Double Room | Minibar, desk, blackout curtains, free WiFi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (99 reviews)
"Great host! The rooms were super clean and comfy. Highly recommend! 5 stars!"
United Kingdom
Amena
The price is 5.401.298 ₫
6.065.692 ₫ total
includes taxes & fees
27 Apr - 28 Apr
PALAZZO DEL PAPA
Deluxe Apartment | Premium bedding, down duvets, in-room safe, desk

Borgo Argiano

Borgo Argiano
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (76 reviews)
"Very comfortable stay. "
United States
Victor
The price is 7.427.389 ₫
8.418.796 ₫ total
includes taxes & fees
12 May - 13 May
Borgo Argiano
City view

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (69 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is 3.661.877 ₫
4.152.330 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Regis Condo
Lobby lounge

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (337 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is 2.366.693 ₫
2.727.696 ₫ total
includes taxes & fees
15 May - 16 May
ApartHotel Anghel
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is 3.321.266 ₫
3.715.404 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Palazzo Pacini
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is 41.072.529 ₫
45.304.116 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Terre di Baccio
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

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Beautiful hotel and wonderful breakfast"
Christina Saman 6-night trip
Posted 14 hours ago
Grand Hotel Cavour

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 Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Castello della Paneretta and Castello di Monsanto 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.