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Our top choices for Cavallari villas

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,590
AED 27,740 total
includes taxes & fees
22 Dec - 23 Dec
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

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 6,923
AED 9,670 total
includes taxes & fees
23 Dec - 24 Dec
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Wine Apartments Florence Lawrence

Wine Apartments Florence Lawrence
Scandicci
The price is AED 195
AED 1,200 total
includes taxes & fees
23 Dec - 24 Dec
Wine Apartments Florence Lawrence

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 6,967
AED 6,976 total
includes taxes & fees
6 Jan - 7 January 2026
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,216
AED 22,366 total
includes taxes & fees
1 Jan - 2 January 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Tuscany Garden Villa

Tuscany Garden Villa
Figline Valdarno
10.0 out of 10, Exceptional, (2)
"Rymligt hus med bra toaletter! Väl utrustat kök. Saknade dock ac i ett av sovrummen"
Sweden
Gertrud R.
The price is AED 1,505
AED 2,163 total
includes taxes & fees
16 Jan - 17 January 2026
Tuscany Garden Villa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 50,750
AED 50,750 total
includes taxes & fees
22 Dec - 23 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

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 7,664
AED 8,756 total
includes taxes & fees
22 Dec - 23 Dec
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AED 2,400
AED 2,503 total
includes taxes & fees
22 Dec - 23 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AED 19,973
AED 21,568 total
includes taxes & fees
5 Jan - 6 January 2026
Villa "Arnilù" with Private Pool & Wi-Fi

"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 1,600
AED 3,186 total
includes taxes & fees
22 Dec - 23 Dec
"A Casa di Franca Villa con piscina"

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 8,325
AED 10,702 total
includes taxes & fees
23 Dec - 24 Dec
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

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 3,097
AED 5,505 total
includes taxes & fees
3 Jan - 4 January 2026
Beautiful Tuscan home between Florence & Siena

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 2,685
AED 3,752 total
includes taxes & fees
7 Jan - 8 January 2026
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

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 5,505
AED 6,305 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

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 1,476
AED 1,936 total
includes taxes & fees
22 Dec - 23 Dec
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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 5,591
AED 6,404 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

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 3,677
AED 4,219 total
includes taxes & fees
7 Jan - 8 January 2026
Whole Estate w concierge service & heated pool at 20 minute from Florence center

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,376
AED 2,819 total
includes taxes & fees
25 Dec - 26 Dec
Viniard Villa - Residence Le Rose in Chianti

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
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

Frequently asked questions

How much do villas in Cavallari cost?
You'll pay between AED 1,200 and AED 27,740 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 1498 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.