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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Castellina Scalo villas

Pool
panoramica casa con piscina privata

panoramica casa con piscina privata

siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is SAR 354
SAR 655 total
includes taxes & fees
16 Dec - 17 Dec
panoramica casa con piscina privata
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa
The price is SAR 51,556
SAR 51,556 total
includes taxes & fees
10 Dec - 11 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
The price is SAR 25,996
SAR 28,181 total
includes taxes & fees
10 Dec - 11 Dec
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
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 6,685
SAR 6,694 total
includes taxes & fees
11 Dec - 12 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
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 4,902
SAR 7,693 total
includes taxes & fees
12 Dec - 13 Dec
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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 5,461
SAR 6,239 total
includes taxes & fees
10 Dec - 11 Dec
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 5,680
SAR 6,506 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano
The price is SAR 20,290
SAR 21,910 total
includes taxes & fees
5 Jan - 6 January 2026
Villa "Arnilù" with Private Pool & Wi-Fi
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 3,250
SAR 4,862 total
includes taxes & fees
20 Dec - 21 Dec
"A Casa di Franca Villa con piscina"
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 2,511 total
includes taxes & fees
10 Dec - 11 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
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 20,537
SAR 22,722 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
Indoor pool
VIGNE DEL CHIANTI RESORT

VIGNE DEL CHIANTI RESORT

Gaiole in Chianti
The price is SAR 22,427
SAR 22,427 total
includes taxes & fees
10 Dec - 11 Dec
VIGNE DEL CHIANTI RESORT
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 2,608 total
includes taxes & fees
10 Dec - 11 Dec
Villa Gabriella Chianti Toscana
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 2,608 total
includes taxes & fees
10 Dec - 11 Dec
Villa con Piscina, Sauna, Jacuzzi
Outdoor dining
Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany

Vico dʼArbia
The price is SAR 5,537
SAR 5,969 total
includes taxes & fees
10 Dec - 11 Dec
Villa Capanna: A Window onto Tuscany
Exterior
Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena

Vico dʼArbia
The price is SAR 5,537
SAR 5,969 total
includes taxes & fees
10 Dec - 11 Dec
Villa Torre Among the Hills of Siena
Pool
Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas

Montegonzi
Villa Bellavista - Homelike Villas
Pool
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Tavarnelle Val di Pesa
The price is SAR 4,460
SAR 5,632 total
includes taxes & fees
11 Dec - 12 Dec
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Pool
VILLA TERRAZZA SUL CHIANTI

VILLA TERRAZZA SUL CHIANTI

Greve in Chianti
The price is SAR 8,984
SAR 9,858 total
includes taxes & fees
10 Dec - 11 Dec
VILLA TERRAZZA SUL CHIANTI
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 Castellina Scalo Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 3 days ago
Hotel Athena