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Compare 1380 Villas in Cavallari with updated reviews, rates, and availability.

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (79)
"This was our second villa rental in the San Gimignano area, our first at Alessandro's villa and it was amazing! Alessandro was very responsive and helpful from the moment we booked the year prior, until the day we checked out. We were a group of 6 adults and had plenty of room. The villa has every amenity you might need during your stay. At check in Alessandro provided us with helpful information about the surrounding area. The villa is in a beautiful setting surrounded by vineyards and olive...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (126)
"My wife and I chose this Villa based on the location as well as the pictures provided in the advertisement. The location was absolutely fabulous. My son and daughter in law joined us the first week, and all the excursions in the Tuscon region were within a hour to an hour and a half drive from the Villa. It was very convenient. Also there are a couple very small towns nearby where we did our grocery shopping as well as small specialty shops and restaurants. The Villa was very clean and had...
Luxury Villa in the Florentine hills
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (102)
"The villa was exactly as pictured and we had a wonderful stay. We appreciated the fully equipt kitchen (two refrigerators!) and being able to cook our meals together. The hosts always answered my questions. Check-in was smooth and he explained everything. A couple things to note, we were there in early September with high heat. Air Conditioning was a must because opening the doors allowed mosquitos in. With a house this large (even being gone every day and being very conservative) we had to pay...
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (92)
"Lovely large 4 bedroom house with spectacular views of San Gimignano. Really enjoyed our stay and highly recommend this rental. Everything was perfect including the pool. Alessandro "
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Beautiful villa with private pool immersed in the Tuscan countryside
10.0 out of 10, Exceptional, (103)
"The property is an authentic Tuscan dream and the view is so stunning it is almost unreal. Francesca is an excellent host whose personal history with the house shines through in her attentiveness and care of her guests and their experience while visiting. 100% recommended."
Beautiful villa with private pool immersed in the Tuscan countryside
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
9.8 out of 10, Exceptional, (93)
"We had a fantastic stay at Villa Murgiano. The Villa is conveniently located within 30 minutes of Florence amidst stunning olive and grape groves. We had a large group of extended family (11 adults) and everyone felt they had enough privacy and space to spread out. There are many spots, indoors and outside, to gather to eat, read, have a coffee, play games, etc. Katia is a fabulous host and gave us many suggestions on places to visit, park, and activities. Her suggestion on a private chef was...
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Tailored stay・Villa w/ heated pool, concierge service, 8 mile to Florence Center
10.0 out of 10, Exceptional, (93)
"Our group of 10 just checked out of the villa today. Five couples from the USA and we were all extremely pleased with our accommodations and time spent in the region of Impruneta. Our hostess, Caterina and her family were responsive to every question whether it was local restaurants, local tours of pottery, specific Florence Shopping options, parking or train schedules. We utilized almost every area of the Villa specifically the clean and refreshing swimming pool, ping pong table and well...
Tailored stay・Villa w/ heated pool, concierge service, 8 mile to Florence Center
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (69)
"The villa is in a lovely location with stunning views across Tuscan countryside and mountains. Some great sunsets while barbecuing in the evening. It was very comfortable and the air conditioning in the bedrooms was great and essential during a very hot August. It was smaller than we expected, fine for the two of us but would have been quite crowded with 4 or 6. The swimming pool was lovely but was shared with more villas than we had expected, not a problem in the morning or late evening but...
Beautiful Villa With Panoramic Views near San Gimignano
Villa luna with pool and garden near the center of Siena
8.8 out of 10, Excellent, (25)
"Wonderful location. Loved the view, the pool, the outdoor bbq area"
Villa luna with pool and garden near the center of Siena
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (31)
"Enrico and Simona have a special place in an incredible area. The views are amazing and all of the little towns are historic and have great little restaurants. The Villa is well equipped and very comfortable. The hosts are kind and full of helpful info on the area. Make sure to take a guided tour of the Benedictine Monastery nearby. Couldn’t have a better stay in Tuscany."
Your panoramic house in Tuscany between vineyards and olive groves.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (96)
"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Luxury Villa with large pool close to Florence
10.0 out of 10, Exceptional, (61)
"This villa is spectacular. Panoramic views are breathtaking. The villa is beautiful and perfectly maintained. The pool was great. Best of all the hosts live there as well. They are wonderful people. So helpful and friendly. Fonsy is a Fantastic chef who prepared outstanding meals for our family. Our stay was perfect. I had dreamed of renting a villa for many years. This was even better than I could have dreamed. Definitely recommend Il Faeto to live your Tuscan dream. Our three...
Luxury Villa with large pool close to Florence
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (16)
"We enjoyed a delightful two weeks staying at Villa Il Borrachio in September. Apartment Azalea is spacious, well equipped and set on two floors. The two bedrooms on the first floor have double beds and en-suites whilst the bedroom on the ground floor has two single beds with a bathroom located on the other side of the kitchen/dining area. There is a wonderful view from the living room of the countryside with San Gimignano in the distance. The wi-fi was good and with our laptop plus hdmi cable we...
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
10.0 out of 10, Exceptional, (40)
"There were seven of us staying for three nights in July 2024. It was simply amazing in every way. It was a highlight of our Italy experience. The location is in a great location for adventuring in Tuscany, but we had so much fun at this house. We used the pool, outdoor seating areas (numerous), grill, and games everyday. The house, bedrooms, and bathrooms were really nice too. So quiet and private, the grounds were so pretty. Speaking of which, you are nestled in the middle of gardens, fruit...
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Villa Radda by MMega
10.0 out of 10, Exceptional, (4)
"Perfect family getaway tucked into the olive groves with stunning vistas."
Villa Radda by MMega
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
9.8 out of 10, Exceptional, (62)
"We had a wonderful stay at this lovely villa. It is ideally situated in the Chianti region with both Florence and Sienna just 50mins or so away and several pretty and historic villages much closer. Nearby Panzano has a number of very good restaurants. The villa is also on two signposted c.9km circular walks that take in neighbouring villages and countryside . The villa was perfect for our needs and well equipped, and communication with the warm and helpful hosts was faultless. Highly...
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
8.0 out of 10, Very Good, (2)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Macia Viva, Castellina in Chianti, Siena and Chianti
8.0 out of 10, Very Good, (2)
"The views were beyond compare! Proximity to Castellina in Chianti was wonderful and the management team were responsive to a few issues. My main comment would be, especially considering the rental cost, that the furniture and kitchen supplies (dishes etc) needs upgrading and the quality of the beds/linens should be improved. Overall however, it was a lovely stay! Grazie."
Macia Viva, Castellina in Chianti, Siena and Chianti
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Other property types in Cavallari

Fattoria il Milione Agriturismo
3.0 star property
8.2 out of 10, Very Good, (151)
"Thankyou so much for making this a lovely experience for our family. It was full of character "
The price is SAR 429
SAR 510 total
includes taxes & fees
21 Oct - 22 Oct
Fattoria il Milione Agriturismo
Hu Norcenni Girasole Village
4.0 star property
8.6 out of 10, Excellent, (272)
"These villas are VERY small! Like you are living in an RV .. they were nice with all amenities!! We enjoyed out stay but it felt cramped .. "
The price is SAR 230
SAR 255 total
includes taxes & fees
25 Sep - 26 Sep
Hu Norcenni Girasole Village
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (68)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is SAR 205
SAR 227 total
includes taxes & fees
24 Sep - 25 Sep
Camping Boschetto Di Piemma
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.

Frequently asked questions

How much do villas in Cavallari cost?
Prepare to pay between and per night for villas in Cavallari. No matter your budget, an ideal stay is just a click 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?
Pack your bags and pick from 1380 villas in Cavallari. For a family escape, a getaway with pals or anything in between, Expedia can help you find the perfect space in a few simple clicks.
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How can I find cheap villas in Cavallari?
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