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Compare 1669 Villas in Gaiole in Chianti with updated reviews, rates, and availability.

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (14)
"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.
Luxury Villa in the Florentine hills
livingroom
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (119)
"Home was great, views were great and the property owner was prompt with responses."
The price is SAR 1,221
SAR 1,575 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Luxury Villa in the Florentine hills
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Property grounds
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
10.0 out of 10, Exceptional, (46)
"View and property were perfect and met expectations"
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
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La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Pool
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
10.0 out of 10, Exceptional, (1)
"Enjoyed it"
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Property grounds
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (91)
"We were a group of four couples The bedrooms with en suites were perfect for us The villa resembles a Hollywood movie set of what you would expect a villa to look like. It’s beyond beautiful with an unforgettable view Barbara is the perfect hostess! Highly recommend ordering a few dinners from her Can’t say enough good things about our stay You would lucky to stay there!"
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Unforgettable scenery in the heart of Tuscany near Florence.
Pool
Unforgettable scenery in the heart of Tuscany near Florence.
9.8 out of 10, Exceptional, (62)
"This villa is AMAZING!!! We had a group of 6 adults but EASILY could have fit 4 more. Coming from the US, this is the epitome of what we Americans envision Tuscany to be. We still can not believe how little we paid for the week, this would have easily been 3 times the amount in the US. The villa is surrounded by vineyards and Olive orchards; the only downfall was the massive amount of stink bugs that were out this time of year. We even brought one home with us ;). As long as you keep the windows...
Unforgettable scenery in the heart of Tuscany near Florence.
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
10.0 out of 10, Exceptional, (44)
"It was absolutely marvelous. The owner of the property was so informative on places to visit, and places to eat etc. We had a wooden time and I would recommend that everyone stay here at least once in your lifetime."
The price is SAR 5,790
SAR 6,608 total
includes taxes & fees
26 Jum. II - 27 Jum. II
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Exterior
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (18)
"We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Stunning private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
Water, Plant, Sky, Building, Swimming Pool, Azure, Tree, Shade, Outdoor Furniture, Grass
Stunning private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Stunning private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Villa MURGIANO's Infinity Edge Pool & spacious Lounging Area
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
9.8 out of 10, Exceptional, (84)
"Staying at a villa and property like this was a dream come true. As you’ve read the pictures just do not do it justice. The view is spectacular. Our host was so charming and helpful. We had a cooking class with Jacopo from "Let's Cook" which was so much fun. We also did a Chianti Wine and Food Safari with Walkabout tours that was fantastic. All of Caterina suggestions were so helpful even down to the drivers she recommended. Having this Villa to come home to each night was the icing on the cake."
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Yellow House Country Villa in Chianti Classico
Exterior
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (89)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exterior
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (89)
"We had 3 families, 14 people total, who have been life long friends visiting Italy and I can not put into words how great our experience was. The house was amazing. Convenient to Florence and the small towns around Florence. Lots of room, incredibly clean and comfortable. However, what really made the trip so special were our hosts, Beatrice and Jacopo. From the breakfast every morning, to the welcome dinner, cooking class and last night in Florence BBQ, they exceeded all expectations. I...
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa luna with pool and garden near the center of Siena
Property grounds
Villa luna with pool and garden near the center of Siena
8.8 out of 10, Excellent, (24)
"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
View of the Villa from garden-pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (47)
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Il Poggio dell'Eremita
Property grounds
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (37)
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
House / Villa - Strada In Chianti
View
House / Villa - Strada In Chianti
9.6 out of 10, Exceptional, (58)
"My husband and I and our young adult daughter stayed in Villa Clotilde, Strada in Chianti in early May of 2024.Communication with the host Francesco was great from the start.The home is beautiful, spacious and very clean. It is a qiet getaway in the heart of the Chianti wine region.The Villa is a great vacation home with great views of a valley, in a mountain range. The home is less convenient for transient traveler's as you have to bring everything. None of the essentials are provided such as...
House / Villa - Strada In Chianti
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Villa seen from the pool
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
10.0 out of 10, Exceptional, (47)
"Our group of 6 adults stayed at this beautiful property May 2024. If you're comfortable being in a Tuscany location that isn't walkable to restaurants or other services, stay here! You will need a car to visit some of the amazing towns in the vicinity. The host and her daughter provided excellent communication before, during and after our stay. We paid for the pool heating and spent one full day enjoying the house and surrounding area. We made use of Pietro and his team for a dine-in chef...
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
View of the Main House looking towards the east
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
10.0 out of 10, Exceptional, (17)
"Beautiful place, awesome views. Marina was very very responsive to our questions before and during the trip."
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
Beautiful Tuscan home between Florence & Siena
Exterior
Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (2)
"Our stay was amazing. The location was beautiful and easy for us to explore the surrounding area with ease. The house was beautiful, very clean and our host was most gracious. Upon arrival we had made a passing comment on how beautiful the patio terrace was and how a fire pit would be a nice touch so that we could enjoy it longer into the cool night. After the dinner our host organized for us at a local restaurant we returned to having a fire pit and wood on the patio. They went above and beyond...
The price is SAR 6,510
SAR 9,285 total
includes taxes & fees
28 Jum. II - 29 Jum. II
Beautiful Tuscan home between Florence & Siena
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Sunset from our garden
Luxury converted barn with hilltop views in chianti wine region, Tuscany
10.0 out of 10, Exceptional, (83)
"Everything about our stay was perfect - the house was absolutely incredible and the view was unmatched. Serena was the best part of our stay. Her food was incredible and she was a joy to have around. The best dining experience we had in all of Tuscany! We will definitely be referring all of our friends to this home and hope to come back many more times ourselves."
Luxury converted barn with hilltop views in chianti wine region, Tuscany
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See all available properties in Gaiole in 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.

Other property types in Gaiole in Chianti

La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Pool
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
10.0 out of 10, Exceptional, (1)
"Enjoyed it"
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Farmhouse apartment in Chianti with garden and pool for 2 people
Pool
Farmhouse apartment in Chianti with garden and pool for 2 people
9.4 out of 10, Exceptional, (35)
"Wonderful hosts, quiet ancient setting Highly recommend"
Farmhouse apartment in Chianti with garden and pool for 2 people
Hu Firenze Camping In Town
Outdoor pool
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (990)
"It was great!"
The price is SAR 393
SAR 453 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Hu Firenze Camping In Town
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.

Recent reviews of Gaiole in Chianti hotels
Expedia verified reviews

Pensione Palazzo Ravizza

Pensione Palazzo Ravizza

5/5 Excellent
"A charming hotel with a beautiful garden and helpful staff. The bed was so comfortable and we had a garden view. Overall, high quality place in an excellent location. "
A verified traveler from Dartmouth stayed at Pensione Palazzo Ravizza
Posted 2 days ago
Pensione Palazzo Ravizza