San Filippo Vacation Rentals

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Our top choices for San Filippo vacation rentals

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 CA $127
CA $150 total
includes taxes & fees
Apr 20 - Apr 21
Villa San Filippo

Yellow Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Yellow Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Tavarnelle
The price is CA $127
CA $133 total
includes taxes & fees
Apr 19 - Apr 20
Yellow Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Tavarnelle
The price is CA $127
CA $133 total
includes taxes & fees
Apr 19 - Apr 20
Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Tavarnelle
The price is CA $127
CA $133 total
includes taxes & fees
Apr 19 - Apr 20
Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning

Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning
Barberino Tavarnelle
The price is CA $110
CA $117 total
includes taxes & fees
Apr 19 - Apr 20
Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning

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 CA $239
CA $269 total
includes taxes & fees
Apr 19 - Apr 20
Villa il Fedino

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 CA $262
CA $308 total
includes taxes & fees
Apr 23 - Apr 24
Marignolle Relais and Charme

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 CA $203
CA $243 total
includes taxes & fees
Apr 26 - Apr 27
Boboli Living

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (432 reviews)
"Nice place!"
United States
Pavel
The price is CA $193
CA $219 total
includes taxes & fees
Apr 23 - Apr 24
Siena Vip

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 CA $172
CA $196 total
includes taxes & fees
Apr 22 - Apr 23
B&B Il Corso

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 CA $160
CA $183 total
includes taxes & fees
May 12 - May 13
La Terrazza Sul Campo Rooming House

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 CA $161
CA $183 total
includes taxes & fees
May 17 - May 18
Il Battistero Siena - Residenza d'Epoca

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 CA $148
CA $171 total
includes taxes & fees
Apr 21 - Apr 22
Antico Borgo il Cardino

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 CA $307
CA $351 total
includes taxes & fees
Apr 17 - Apr 18
Borgo Argenina

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 CA $265
CA $298 total
includes taxes & fees
Apr 27 - Apr 28
PALAZZO DEL PAPA

Borgo Argiano

Borgo Argiano
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (76 reviews)
"Very comfortable stay. "
United States
Victor
The price is CA $387
CA $439 total
includes taxes & fees
May 12 - May 13
Borgo Argiano

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 CA $191
CA $217 total
includes taxes & fees
Apr 22 - Apr 23
Regis Condo

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 CA $123
CA $142 total
includes taxes & fees
May 15 - May 16
ApartHotel Anghel

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 CA $173
CA $193 total
includes taxes & fees
Apr 19 - Apr 20
Palazzo Pacini

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 CA $2,142
CA $2,362 total
includes taxes & fees
Apr 27 - Apr 28
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

Find out more about San Filippo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Filippo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in San Filippo?

Yes, we offer vacation rentals near popular local attractions in San Filippo, or you can go with a more secluded option if you want a relaxing place to stay.

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

Borgo Argiano: Visitors like this San Filippo vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals will I find in San Filippo?

With 5 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in San Filippo like?

Vacation rentals are private properties you can book for a long or short time in San Filippo. Vacation rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.