San Filippo Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for San Filippo vacation rentals

Seasonal outdoor pool, pool umbrellas, sun loungers

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 P5,797
P6,810 total
includes taxes & fees
Jun 3 - Jun 4
Villa San Filippo
Living area

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 P20,694
P23,051 total
includes taxes & fees
May 15 - May 16
Terre di Baccio
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 P16,498
P18,437 total
includes taxes & fees
May 19 - May 20
Villa il Fedino
Property amenity

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
The price is P4,121
P4,749 total
includes taxes & fees
May 15 - May 16
Camping Village Il Poggetto.
Down comforters, desk, cribs/infant beds, rollaway beds

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 P5,220
P6,030 total
includes taxes & fees
Jun 7 - Jun 8
Domus il Palio B&B
Room amenity

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
The price is P8,942
P10,124 total
includes taxes & fees
Jun 4 - Jun 5
Siena Vip
Daily continental breakfast for a fee

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
The price is P16,354
P18,277 total
includes taxes & fees
Jun 1 - Jun 2
Residenza d'Epoca Palazzo Borghesi
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, (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
The price is P7,121
P8,121 total
includes taxes & fees
Jun 4 - Jun 5
La Terrazza Sul Campo Rooming House
Lobby lounge

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (338 reviews)
"Great stay highly recommend!!"
United States
jon
The price is P5,440
P6,272 total
includes taxes & fees
May 17 - May 18
ApartHotel Anghel
Minibar, desk, blackout drapes, free WiFi

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
The price is P13,246
P14,859 total
includes taxes & fees
May 28 - May 29
PALAZZO DEL PAPA
Breakfast meal

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
The price is P7,362
P8,387 total
includes taxes & fees
May 26 - May 27
B&B Il Corso
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 P9,563
P10,808 total
includes taxes & fees
May 18 - May 19
Regis Condo
Exterior

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 P16,331
P18,542 total
includes taxes & fees
May 21 - May 22
Borgo Argenina
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 P10,210
P11,375 total
includes taxes & fees
May 18 - May 19
Palazzo Pacini
Egyptian cotton sheets, premium bedding, down comforters, minibar

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
B&B Palazzo del Magnifico
Balcony

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
The price is P6,947
P9,800 total
includes taxes & fees
May 15 - May 16
Palazzo al Torrione 2
Breakfast, lunch, dinner served; Regional cuisine

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (36 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is P10,254
P11,567 total
includes taxes & fees
May 17 - May 18
La Locanda di Pietracupa
Restaurant

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
The price is P13,737
P15,327 total
includes taxes & fees
May 17 - May 18
Relais Villa Olmo
Exterior

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 P3,385
P3,940 total
includes taxes & fees
May 17 - May 18
Hu Norcenni Girasole Village
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

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
The price is P5,605
P7,173 total
includes taxes & fees
May 17 - May 18
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

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"The staff is wonderful at hotel and there are nice places to eat very close."
Roberto 3-night trip
Posted 10 hours ago
25hours Hotel Florence Piazza San Paolino

Find out more about San Filippo

Search for holiday rentals in San Filippo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Filippo using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Filippo!

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.