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, (42 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 $101
CA $121 total
includes taxes & fees
Jun 3 - Jun 4
Villa San Filippo

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 $142
CA $148 total
includes taxes & fees
Jun 2 - Jun 3
Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & 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 $174
CA $180 total
includes taxes & fees
Jun 5 - Jun 6
Blue 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

Yellow Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning
Barberino Tavarnelle
The price is CA $156
CA $163 total
includes taxes & fees
Jun 2 - Jun 3
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 $174
CA $180 total
includes taxes & fees
Jun 6 - Jun 7
Green Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (71 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is CA $88
CA $102 total
includes taxes & fees
Jun 7 - Jun 8
Camping Village Il Poggetto.

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very good, (72 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is CA $77
CA $89 total
includes taxes & fees
Jun 4 - Jun 5
hu Firenze Certosa camping in town

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (317 reviews)
"Beautiful place for family "
Canada
Ismail
The price is CA $74
CA $86 total
includes taxes & fees
Jun 4 - Jun 5
Hu Norcenni Girasole Village

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (339 reviews)
"Great stay highly recommend!!"
United States
jon
The price is CA $122
CA $141 total
includes taxes & fees
Jun 18 - Jun 19
ApartHotel Anghel

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (90 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 CA $108
CA $126 total
includes taxes & fees
Jun 3 - Jun 4
Domus il Palio B&B

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is CA $163
CA $185 total
includes taxes & fees
Jun 25 - Jun 26
B&B Il Corso

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (70 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is CA $177
CA $201 total
includes taxes & fees
Jun 26 - Jun 27
Regis Condo

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (101 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 CA $271
CA $305 total
includes taxes & fees
Jun 3 - Jun 4
PALAZZO DEL PAPA

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (450 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 CA $190
CA $215 total
includes taxes & fees
Jun 18 - Jun 19
Siena Vip

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (245 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 CA $302
CA $338 total
includes taxes & fees
Jun 4 - Jun 5
La Terrazza Sul Campo Rooming House

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (67 reviews)
"Great location. Room was very clean"
United States
Maria J
The price is CA $173
CA $196 total
includes taxes & fees
Jun 2 - Jun 3
B&B Palazzo del Magnifico

The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View
Siena City Centre
9.2 out of 10, Wonderful, (17 reviews)
"Most beautiful apartment weve ever stayed in incredible!"
United States
Kahleb
The price is CA $265
CA $306 total
includes taxes & fees
Jun 24 - Jun 25
The Balcony Suite -Piazza del Campo View

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 CA $317
CA $361 total
includes taxes & fees
Jun 7 - Jun 8
Borgo Argenina

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 CA $151
CA $214 total
includes taxes & fees
Jun 2 - Jun 3
Palazzo al Torrione 2

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 CA $185
CA $209 total
includes taxes & fees
Jun 18 - Jun 19
Tenuta Sant'Ilario
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?

Bed and Dreams: Visitors like this San Filippo vacation home rental. It comes with free WiFi so you can feel at home during your trip. Kitchen amenities include an espresso maker to make your meal-planning easier.

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 Chianti Observatory, or get out into nature at a spot like Chianti Sculpture Park. Castello di Monsanto and Casa Sola - Chianti Winery 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.