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12 Dec - 14 Dec
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30 Jan - 1 Feb

Villas in San Filippo

Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is SAR 6,686
SAR 6,695 total
includes taxes & fees
8 Dec - 9 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Garden
Wine Apartments Florence Lawrence

Wine Apartments Florence Lawrence

Scandicci
The price is SAR 171
SAR 1,189 total
includes taxes & fees
9 Dec - 10 Dec
Wine Apartments Florence Lawrence
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti
10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is SAR 4,903
SAR 7,694 total
includes taxes & fees
9 Dec - 10 Dec
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
The price is SAR 26,000
SAR 28,185 total
includes taxes & fees
8 Dec - 9 Dec
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli
10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is SAR 5,462
SAR 6,240 total
includes taxes & fees
9 Dec - 10 Dec
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Property grounds
Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat

Signa
The price is SAR 210
SAR 1,073 total
includes taxes & fees
14 Dec - 15 Dec
Casa dei Renai by Rentbeat
Exterior
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Montespertoli
10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is SAR 5,681
SAR 6,507 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Outdoor spa tub
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Toscana
10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is SAR 7,787
SAR 8,897 total
includes taxes & fees
8 Dec - 9 Dec
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
TV
Tolomei Gucci - Luxury Lemon House with Spa

Tolomei Gucci - Luxury Lemon House with Spa

San Jacopo Al Girone
"Tutto perfetto……non aggiungo altro."
Italy
Giuseppe F.
The price is SAR 437
SAR 1,023 total
includes taxes & fees
8 Dec - 9 Dec
Tolomei Gucci - Luxury Lemon House with Spa
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Gaiole in Chianti
10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is SAR 2,407
SAR 2,512 total
includes taxes & fees
8 Dec - 9 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano
The price is SAR 20,293
SAR 21,913 total
includes taxes & fees
5 Jan - 6 January 2026
Villa "Arnilù" with Private Pool & Wi-Fi
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta
10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is SAR 1,500
SAR 1,963 total
includes taxes & fees
8 Dec - 9 Dec
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
The price is SAR 20,540
SAR 22,725 total
includes taxes & fees
1 Jan - 2 January 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena

Florence
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is SAR 3,146
SAR 5,593 total
includes taxes & fees
3 Jan - 4 January 2026
Beautiful Tuscan home between Florence & Siena
Exterior
Villa with concierge service & heated pool at 20 minute from Florence center

Villa with concierge service & heated pool at 20 minute from Florence center

impruneta
10.0 out of 10, Exceptional, (105)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is SAR 5,124
SAR 5,863 total
includes taxes & fees
5 Jan - 6 January 2026
Villa with concierge service & heated pool at 20 minute from Florence center
Pool
"A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"

Gambassi Terme
10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is SAR 3,251
SAR 4,863 total
includes taxes & fees
8 Dec - 9 Dec
"A Casa di Franca Villa con piscina"
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Rignano sull'Arno
7.0 out of 10, Good, (2)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is SAR 6,821
SAR 9,237 total
includes taxes & fees
9 Dec - 10 Dec
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior
Villa Gabriella Chianti Toscana

Villa Gabriella Chianti Toscana

Città Metropolitana di Firenze
6.0 out of 10, (1)
"le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont...
Canada
Gilles C.
The price is SAR 1,210
SAR 2,609 total
includes taxes & fees
8 Dec - 9 Dec
Villa Gabriella Chianti Toscana
Outdoor dining
Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany

Vico dʼArbia
The price is SAR 5,537
SAR 5,970 total
includes taxes & fees
8 Dec - 9 Dec
Villa Capanna: A Window onto Tuscany
Exterior
Villa con Piscina, Sauna, Jacuzzi

Villa con Piscina, Sauna, Jacuzzi

Città Metropolitana di Firenze
6.0 out of 10, (2)
"Beautiful property, highly recommended. "
United States
Magdalena
The price is SAR 1,210
SAR 2,609 total
includes taxes & fees
8 Dec - 9 Dec
Villa con Piscina, Sauna, Jacuzzi
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

Hotel Paris

Hotel Paris

10/10 Excellent
"This place is great! They are generous with luggage storage times even after checkout and the room was beautiful. The showers are tiny but everywhere in italy is like that."
Matthew 1-night trip
Posted 19 hours ago
Hotel Paris

Frequently asked questions

How much do villas in San Filippo cost?
Villas in San Filippo range between SAR 1,023 and SAR 28,185 per night. These stays provide the privacy to enjoy your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Filippo?
You'll find 1698 villas in San Filippo. Whether you're taking a trip with the kids or organizing a weekend escape with friends, Expedia will help you find the ideal base for your squad.
Why book your villa in San Filippo with Expedia?
With Expedia, it's a cinch to find your ideal villa in San Filippo. Vacationing with the family? Use our helpful filters to look for stays with a pool or free WiFi. If you have a set budget, decide on how much you want to spend and your preferred star rating. We'll help you find the perfect place in tune with your style and taste.
How can I find cheap villas in San Filippo?
An excellent way to track down cheap villas in San Filippo is with Expedia's helpful filter tool. Narrow your search results by star rating, budget and amenities to discover awesome bargains in only a couple of clicks.