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
$94 nightly
The price is $111
May 20 - May 21
Total with taxes and fees
Villa San Filippo

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
$320 nightly
The price is $357
May 16 - May 17
Total with taxes and fees
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
$237 nightly
The price is $266
May 18 - May 19
Total with taxes and fees
Villa il Fedino

Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very Good, (69 reviews)
"Pet friendly and clean"
United Kingdom
Nancy
$62 nightly
The price is $71
May 25 - May 26
Total with taxes and fees
Camping Village Il Poggetto.

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
$83 nightly
The price is $96
May 27 - May 28
Total with taxes and fees
Domus il Palio B&B

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (437 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
$146 nightly
The price is $165
May 29 - May 30
Total with taxes and fees
Siena Vip

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
$261 nightly
The price is $292
Jun 1 - Jun 2
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (242 reviews)
"My first time in Siena and this Rooming House turned out to be a great choice. The view onto the piazza is a real bonus, as is the great location in the heart of the city. The host was lovely and a great communicator. The room itself was fantastic and spacious. I would recommend it and will book again. "
United Kingdom
Jeffrey William
$116 nightly
The price is $132
Jun 4 - Jun 5
Total with taxes and fees
La Terrazza Sul Campo Rooming House

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (338 reviews)
"Great stay highly recommend!!"
United States
jon
$73 nightly
The price is $85
May 17 - May 18
Total with taxes and fees
ApartHotel Anghel

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (100 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
$214 nightly
The price is $240
May 27 - May 28
Total with taxes and fees
PALAZZO DEL PAPA

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
$118 nightly
The price is $135
May 24 - May 25
Total with taxes and fees
B&B Il Corso

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
$153 nightly
The price is $173
May 17 - May 18
Total with taxes and fees
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
$266 nightly
The price is $302
May 21 - May 22
Total with taxes and fees
Borgo Argenina

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
$151 nightly
The price is $169
May 18 - May 19
Total with taxes and fees
Palazzo Pacini

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (65 reviews)
"Excellent host and location!"
United States
Kimberly
$164 nightly
The price is $185
May 19 - May 20
Total with taxes and fees
B&B Palazzo del Magnifico

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$137 nightly
The price is $156
May 27 - May 28
Total with taxes and fees
Palazzo al Torrione 2

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (36 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
$161 nightly
The price is $181
May 15 - May 16
Total with taxes and fees
La Locanda di Pietracupa

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (240 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
$224 nightly
The price is $250
May 17 - May 18
Total with taxes and fees
Relais Villa Olmo

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
$51 nightly
The price is $59
May 17 - May 18
Total with taxes and fees
Hu Norcenni Girasole Village

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (240 reviews)
"Property was close to Florence but yet nice country setting. Everything was clean and comfortable "
United States
Shawn Karl
$91 nightly
The price is $117
May 17 - May 18
Total with taxes and fees
Fattoria il Milione Agriturismo
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Filippo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Filippo vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Filippo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $54 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Filippo rentals

At Expedia, we put the best San Filippo vacation 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 vacation.

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 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 Sentierelsa Trail. 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.