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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 2003 Villas in Gaiole in Chianti with updated reviews, rates, and availability.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Property grounds

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Outdoor pool, a heated pool

Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

10.0 out of 10, Exceptional, (45)
"AGRICOLA NECI is a luxury experience all the way. From the owner Patrick to the staff (Eva, Santiago and Gregorio) everyone was there to make sure our experience was memorable. The views of the surrounding valleys are incredible. The house itself is out of a movie. I highly recommend an extended vacation here."
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.
Panoramic villa in the Tuscan hills, near Florence, Wi-Fi and costs included.
Terrace/patio

Panoramic villa in the Tuscan hills, near Florence, Wi-Fi and costs included.

9.8 out of 10, Exceptional, (67)
"Best stay of our trip through Italy. We traveled from Como to Sorento, and enjoyed our stay in Tuscany most. Highly recommend this location with other services available, which turned out to be worth while as well."
Panoramic villa in the Tuscan hills, near Florence, Wi-Fi and costs included.
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Outdoor pool, a heated pool

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"Fantastic location, stunning views, and amazing pool"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (39)
"The villa is quiet and so picturesque. The views are incredible. The accommodations comfortable and the outdoor space absolutely amazing!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Outdoor dining

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

9.8 out of 10, Exceptional, (27)
"The property was lovely and our unit was spacious and charming. The pool was a real bonus in the hot weather. The host family is fantastic, helpful with all aspects of our stay. We had a lovely dinner prepared by Barbara and the rest of the family. Paola was helpful with any requests at the property and with recommendations on sight seeing and shopping. A lovely property with fantastic hosts."
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Villa with pool and garden
Pool

Villa with pool and garden

Villa with pool and garden
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (109)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (136)
"Great villa with amazing views, especially from the backyard garden area. Highly recommend this property to anyone looking to visit Florence and the surrounding areas."
The price is AED 1,245
AED 1,825 total
includes taxes & fees
9 May - 10 May
Luxury Villa in the Florentine hills
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
Exterior

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool
Interior

Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

10.0 out of 10, Exceptional, (11)
"We enjoyed this beautiful property It was just like in the pictures!!! Everything worked perfect"
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Interior

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (69)
"What a wonderful property and host! We had 13 family members staying for just over a week and it was spectacular. Couldn't have been a better experience!"
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!
Outdoor pool, sun loungers

Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

9.8 out of 10, Exceptional, (96)
"Peaceful, quiet, tucked away beautiful in the beautiful Tuscany area. Would stay there again. Excellent property!"
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Wonderful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
Pool

Wonderful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking

9.8 out of 10, Exceptional, (28)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
Wonderful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
Il Poggio dell'Eremita
Terrace/patio

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (49)
"Our family of 4 had such a beautiful time at this gorgeous villa. We only stayed for 2 nights, wish we stayed longer. Highly recommend!"
The price is AED 543
AED 631 total
includes taxes & fees
22 May - 23 May
Il Poggio dell'Eremita
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (35)
"La Rustica is a large, quaint. comfortable villa, wirh a large fenced garden and an above ground pool ( not heated). It has many large rooms with antique decoration. Very characterfull.Comfortable beds with A/C in bed rooms. Lovely covered outdoor seating area where we spent most of our time. But the highlight was Maurizio!! What a gentleman. He made our holiday special and unforgetable. Thank you Maurizio"
17th century farmhouse with private pool and Wi-Fi and air conditioning
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (86)
"This house is beautiful, perfectly situated, and well maintained! Alessandro was so kind and we enjoyed every moment of our stay! "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
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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Other property types in Gaiole in Chianti

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1389)
"Great campsite"
The price is AED 421
AED 492 total
includes taxes & fees
12 May - 13 May
Hu Firenze Camping In Town
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (282)
"Nice place for family time"
Hu Norcenni Girasole Village
Camping Village Il Poggetto
Seasonal outdoor pool

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very Good, (42)
"Nice safe village with restaurant, bar and pool. Staff were excellent. "
The price is AED 238
AED 270 total
includes taxes & fees
16 May - 17 May
Camping Village Il Poggetto
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 Gaiole in Chianti cost?
Prices for villas in Gaiole in Chianti range between AED 543 and AED 1,245 per night. Whatever your budget, you’ll find something that fits the bill with 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 Gaiole in Chianti?
Gaiole in Chianti has 2003 villas to select from. Find your perfect stay quickly and easily by checking the “Villa” box under the “Property type” tab in our handy filter tool.
Why book your villa in Gaiole in Chianti with Expedia?
We think vacation time shouldn’t be complicated, so if you’re looking for villas at a nice price, Expedia can help. Save those pennies and opt for an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Use our convenient search filters to find an escape in Gaiole in Chianti that suits your needs.