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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Villas in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is AU$11,375
includes taxes & fees
11 Oct - 12 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Terrace/patio

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
The price is AU$1,419
includes taxes & fees
6 Nov - 7 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Artisti del Cavallo Tourism
Exterior

Artisti del Cavallo Tourism

8.4 out of 10, Very good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
The price is AU$141
includes taxes & fees
12 Oct - 13 Oct
Artisti del Cavallo Tourism
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is AU$10,552
includes taxes & fees
12 Oct - 13 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is AU$246
includes taxes & fees
22 Oct - 23 Oct
Il Poggio dell'Eremita
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

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! "
The price is AU$3,636
includes taxes & fees
13 Oct - 14 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

10.0 out of 10, Exceptional, (1)
"Beautiful property, highly recommended. "
The price is AU$1,053
includes taxes & fees
2 Nov - 3 Nov
Villa con Piscina, Sauna, Jacuzzi
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Our family of 17 stayed at a villa near Montespertoli. In fact the villa also was a winery and olive oil producer. Nicola was the host as well as the owner. He was available for everyone of our guest. Requests from laundry to suggestions for restaurants, to taxi services to Florence...Nicola was always available to take care of us. I couldn't have asked for a more perfect venue and host."
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

The price is AU$8,397
includes taxes & fees
11 Oct - 12 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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!"
The price is AU$2,557
includes taxes & fees
5 Nov - 6 Nov
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Pool

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

The price is AU$3,148
includes taxes & fees
5 Nov - 6 Nov
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Exterior

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

10.0 out of 10, Exceptional, (18)
"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"
The price is AU$3,989
includes taxes & fees
2 Nov - 3 Nov
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Beautiful Tuscan home between Florence & Siena
Outdoor pool

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (6)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
The price is AU$2,957
includes taxes & fees
12 Oct - 13 Oct
Beautiful Tuscan home between Florence & Siena
Bagno a Ripoli, Italy. Entire accommodation: villa
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

The price is AU$1,571
includes taxes & fees
2 Nov - 3 Nov
Bagno a Ripoli, Italy. Entire accommodation: villa
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Property grounds

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
The price is AU$3,728
includes taxes & fees
11 Oct - 12 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Terrace/patio

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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."
The price is AU$699
includes taxes & fees
12 Oct - 13 Oct
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Wonderful villa with private pool near Arezzo
Exterior

Wonderful villa with private pool near Arezzo

The price is AU$2,839
includes taxes & fees
12 Oct - 13 Oct
Wonderful villa with private pool near Arezzo
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Property grounds

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends

The price is AU$762
includes taxes & fees
23 Oct - 24 Oct
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor pool

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
The price is AU$2,243
includes taxes & fees
15 Oct - 16 Oct
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Pool

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

The price is AU$2,731
includes taxes & fees
6 Nov - 7 Nov
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
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 Gaiole in Chianti Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"The service was really the highlight of our stay. Everyone was so friendly and helpful! Our room was perfect and we really loved the large bathroom and shower. Breakfast was good and the service there was very good as well. A very enjoyable stay!"
Kevin 3-night trip
Posted 3 days ago
Hotel Italia

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews
126
Accommodation
1780 Villas
Lowest Price
AU$141
Highest Price
AU$11,375

Frequently asked questions

How much do villas in Gaiole in Chianti cost?
Expect to pay between AU$141 and AU$11,375 per night for villas in Gaiole in Chianti. Whatever your budget, an awesome stay is just clicks away on Expedia. This price was 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 Gaiole in Chianti?
Pick from 1780 villas in Gaiole in Chianti. Whether you're travelling with the little ones or planning a getaway with some friends, Expedia can help you find the best space for your crew.
What is there to do near my villa in Gaiole in Chianti?
Whatever your tastes or interests, Gaiole in Chianti has loads to keep you entertained. Castle of Brolio, Meleto Castle and Castello di Radda Winery are on most visitors' sightseeing plans. Don't head home without exploring Castello di Albola, Badia a Coltibuono and Il Molino di Grace Winery either. With Expedia's hotel deals in Gaiole in Chianti, you can see more terrific attractions like these with the cash you save.