San Filippo Holiday Rentals

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Our top choices for San Filippo holiday 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 NZ$174
includes taxes & fees
3 June - 4 June
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 NZ$147
includes taxes & fees
24 May - 25 May
Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & 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 NZ$182
includes taxes & fees
29 May - 30 May
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 NZ$165
includes taxes & fees
24 May - 25 May
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 NZ$221
includes taxes & fees
3 June - 4 June
Blue Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi and Air Conditioning

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 NZ$591
includes taxes & fees
31 May - 1 June
Terre di Baccio

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 NZ$464
includes taxes & fees
28 May - 29 May
Villa il Fedino

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (448 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 NZ$268
includes taxes & fees
17 June - 18 June
Siena Vip

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (88 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is NZ$165
includes taxes & fees
14 June - 15 June
Domus il Palio B&B

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (244 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 NZ$224
includes taxes & fees
11 June - 12 June
La Terrazza Sul Campo Rooming House

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 NZ$231
includes taxes & fees
26 May - 27 May
B&B Il Corso

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (101 reviews)
"Our host, Hamza was AMAZING! Great communication & very hospitable. Helped us w/making reservations & had great recommendations! The location of our place was just steps away from all the restaurants & shops in the square. Would definitely recommend staying here & we look forward to our next visit!"
United States
Gina
The price is NZ$354
includes taxes & fees
27 May - 28 May
PALAZZO DEL PAPA

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (339 reviews)
"Great stay highly recommend!!"
United States
jon
The price is NZ$174
includes taxes & fees
3 June - 4 June
ApartHotel Anghel

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 NZ$274
includes taxes & fees
3 June - 4 June
Regis Condo

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 NZ$640
includes taxes & fees
7 June - 8 June
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 NZ$264
includes taxes & fees
2 June - 3 June
Palazzo al Torrione 2

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (243 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
The price is NZ$363
includes taxes & fees
25 May - 26 May
Relais Villa Olmo

Casa di Alice

Casa di Alice
Barberino Tavarnelle
8.0 out of 10, Very good, (1 review)
"Very good "
Canada
richard
The price is NZ$200
includes taxes & fees
7 June - 8 June
Casa di Alice

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (316 reviews)
"Beautiful place for family "
Canada
Ismail
The price is NZ$106
includes taxes & fees
24 May - 25 May
Hu Norcenni Girasole Village

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (183 reviews)
"Great place to stay, close to everything you need!!!"
United States
Howard
The price is NZ$434
includes taxes & fees
28 May - 29 May
Corte Guelfa
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

Everything you need to know about San Filippo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Filippo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Filippo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Filippo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Filippo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Filippo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Filippo holiday rentals we have selected for you start as low as NZ$96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Filippo rentals

At Expedia, we put the best San Filippo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Filippo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Filippo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Filippo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Bed and Dreams: This holiday home rental outside of San Filippo comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include an espresso maker to make your meal-planning easier.

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 Monsanto 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.