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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 Cavallari villas

Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,410
AED 27,545 total
includes taxes & fees
21 Dec - 22 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

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 AED 6,534
AED 6,543 total
includes taxes & fees
12 Dec - 13 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

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 AED 4,791
AED 7,519 total
includes taxes & fees
13 Dec - 14 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!!!!

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 AED 5,338
AED 6,115 total
includes taxes & fees
12 Dec - 13 Dec
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Garden
Wine Apartments Florence Lawrence

Wine Apartments Florence Lawrence

Wine Apartments Florence Lawrence
Scandicci
The price is AED 194
AED 1,192 total
includes taxes & fees
23 Dec - 24 Dec
Wine Apartments Florence Lawrence
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 50,393
AED 50,393 total
includes taxes & fees
12 Dec - 13 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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 AED 1,466
AED 1,931 total
includes taxes & fees
12 Dec - 13 Dec
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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

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 AED 7,610
AED 8,695 total
includes taxes & fees
14 Dec - 15 Dec
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
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

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 AED 5,552
AED 6,359 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

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 AED 6,666
AED 9,027 total
includes taxes & fees
12 Dec - 13 Dec
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AED 19,832
AED 21,416 total
includes taxes & fees
5 Jan - 6 January 2026
Villa "Arnilù" with Private Pool & Wi-Fi
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AED 2,083
AED 3,142 total
includes taxes & fees
14 Dec - 15 Dec
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,074
AED 22,209 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

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 AED 3,075
AED 5,466 total
includes taxes & fees
3 Jan - 4 January 2026
Beautiful Tuscan home between Florence & Siena
Pool
"A Casa di Franca Villa con piscina"

"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 AED 3,197
AED 4,782 total
includes taxes & fees
12 Dec - 13 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

"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 AED 2,352
AED 2,455 total
includes taxes & fees
15 Dec - 16 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Exterior
Whole Estate w concierge service & heated pool at 20 minute from Florence center

Whole Estate w concierge service & heated pool at 20 minute from Florence center

Whole Estate w 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 AED 4,689
AED 5,372 total
includes taxes & fees
4 Jan - 5 January 2026
Whole Estate w concierge service & heated pool at 20 minute from Florence center
Pool
VIGNE DEL CHIANTI RESORT

VIGNE DEL CHIANTI RESORT

VIGNE DEL CHIANTI RESORT
Gaiole in Chianti
The price is AED 21,921
AED 21,921 total
includes taxes & fees
12 Dec - 13 Dec
VIGNE DEL CHIANTI RESORT
Exterior
Villa Gabriella Chianti Toscana

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 AED 1,183
AED 2,550 total
includes taxes & fees
14 Dec - 15 Dec
Villa Gabriella Chianti Toscana
Exterior
Villa con Piscina, Sauna, Jacuzzi

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 AED 1,183
AED 2,550 total
includes taxes & fees
14 Dec - 15 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 Cavallari Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 4 days ago
Hotel Athena

Frequently asked questions

How much do villas in Cavallari cost?
You'll pay between AED 1,192 and AED 27,545 per night for a villa in Cavallari. No matter your budget, a fantastic escape is just clicks away on Expedia. 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 Cavallari?
Cavallari has 1660 villas to select from. Find a place that's right for you quickly and easily by selecting the "Villa" checkbox under the "Property type" tab in our handy filter tool.
Why book your villa in Cavallari with Expedia?
Booking a villa in Cavallari is as easy as working out your travel dates and selecting an option that checks your boxes. Searching for something luxurious or affordable, or a stay that also offers free WiFi? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Cavallari?
A fantastic way to get cheap villas in Cavallari is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to nab awesome bargains in just a couple of clicks.