San Filippo Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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, (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 ￥16,625
￥19,391 total
includes taxes & fees
May 6 - May 7
Villa San Filippo
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 ￥32,409
￥36,385 total
includes taxes & fees
May 4 - May 5
Villa il Fedino
Exterior

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 ￥18,623
￥21,405 total
includes taxes & fees
May 6 - May 7
Antico Borgo il Cardino
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent B&B, very helpful host"
United States
Anushya
The price is ￥19,573
￥22,267 total
includes taxes & fees
May 7 - May 8
B&B Il Corso
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (436 reviews)
"Nice place!"
United States
Pavel
The price is ￥21,953
￥24,884 total
includes taxes & fees
May 4 - May 5
Siena Vip
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 ￥17,929
￥20,458 total
includes taxes & fees
May 18 - May 19
Regis Condo
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is ￥12,949
￥14,980 total
includes taxes & fees
May 27 - May 28
Domus il Palio B&B
Double Room | 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 ￥32,183
￥36,138 total
includes taxes & fees
May 6 - May 7
PALAZZO DEL PAPA
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 ￥14,757
￥16,969 total
includes taxes & fees
May 17 - May 18
ApartHotel Anghel
Superior Double Room, 1 Queen Bed, Private Bathroom, City View | 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, (64 reviews)
"Excellent host and location!"
United States
Kimberly
The price is ￥24,615
￥27,813 total
includes taxes & fees
Jun 1 - Jun 2
B&B Palazzo del Magnifico
Suite | 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, (241 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 ￥28,773
￥32,387 total
includes taxes & fees
May 11 - May 12
La Terrazza Sul Campo Rooming House
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 ￥18,518
￥20,738 total
includes taxes & fees
May 14 - May 15
Palazzo Pacini
Exterior

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 ￥65,480
￥73,500 total
includes taxes & fees
May 5 - May 6
Borgo Argenina
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

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 ￥21,207
￥23,879 total
includes taxes & fees
May 18 - May 19
Tenuta Sant'Ilario
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 ￥24,913
￥28,140 total
includes taxes & fees
May 6 - May 7
La Locanda di Pietracupa
Free daily buffet breakfast

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 ￥52,924
￥58,953 total
includes taxes & fees
May 10 - May 11
Terre di Baccio
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (315 reviews)
"Beautiful place for family "
Canada
Ismail
Hu Norcenni Girasole Village
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (239 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 ￥29,277
￥32,757 total
includes taxes & fees
May 5 - May 6
Relais Villa Olmo
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, (238 reviews)
"The accommodations are rustic, clean and comfortable, and the grounds are beautiful. The on-site restaurant was very good too. Would definitely stay there again."
United States
Antone
The price is ￥13,130
￥17,019 total
includes taxes & fees
May 11 - May 12
Fattoria il Milione Agriturismo
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very Good, (69 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
The price is ￥6,876
￥8,116 total
includes taxes & fees
May 6 - May 7
hu Firenze Certosa camping in town
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
"My stay was fantastic. The hotel was conveniently located and walkable to just about anywhere in Florence. The room was very spacious and well appointed with everything you could need with very fun decor. My only complaint was that laundry services were unavailable on one day but I suspect it was due to the National holiday which is nobody's fault but my own and really no big deal. I would recommend this hotel to anyone without a second thought."
Kelsey 4-night trip
Posted 2 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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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.