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Gaiole in Chianti Rentals

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From $122 per night (USD)
VRBO
Apartment in the castle, with restaurant and swimming pool, Ginestra
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Nice and comfortable apartment for 4 persons (70sqm), in the hamlet near the castle, about 200 meters from the swimming ...
From $122 per night (USD)
VRBO
From $3575 per night (USD)
Expedia
VILLA CHIANTIVERTINE
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
This historical ‘casa colonica’ with a fabulous 360° view has been recently restored and transformed in a luxury villa f ...
From $3575 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Holiday Apartment “Casa Dovi” in the Chianti with Fireplace & Terrace
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The charming apartment “Casa Dovi” is situated in a rural area of the scenic Chianti region of central Italy and is perf ...
From $204 per night (USD)
VRBO
From $762 per night (USD)
Expedia
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The holiday home 'Chianti Summer' is located in Gaiole in Chianti and is the ideal accommodation for a relaxing getaway. ...
From $762 per night (USD)
Expedia
From $7343 per night (USD)
VRBO
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Bedrooms:
14
Bathrooms:
15
Sleeps:
28
Wonderful Resort located in the heart of Chianti Classico, only 30 minutes from Siena, the nearest large city and 15 mi ...
From $7343 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Dream vacation in the Chianti vineyards
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Casanova is a 15th century stone tower, 3 stories high, with 5 bedrooms, each lovingly decorated with Italian line ...
From $490 per night (USD)
Expedia
From $234 per night (USD)
VRBO
SPLENDID! 3BR, SWIMMING POOL, GARDEN
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in Gaiole in Chianti, this 3-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the ...
From $234 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Ancient tower with private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ancient tower in a medieval castle complex near Siena in Chianti, panoramic view, 3 bedrooms, 2 bathrooms, garden, pool, ...
From $491 per night (USD)
Expedia
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VRBO
Apartment 'La Casa Di Emma' with Wi-Fi and Air Conditioning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The holiday apartment La Casa Di Emma with step-free access and interior is located in Gaiole in Chianti and is the idea ...
Click For Pricing
VRBO
From $169 per night (USD)
Expedia
Chiara House In Galenda, Pool Wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Portion of a farmhouse with swimming pool (approx. 72 m2) for shared use with 3 other units in Galenda, in the heart of ...
From $169 per night (USD)
Expedia
$Stunning private villa for 12 people with WIFI, A\/C, private pool, TV and parking$
From $971 per night (USD)
VRBO
Stunning private villa for 12 people with WIFI, A\/C, private pool, TV and parking
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Villa Di Gaiole is a beautiful stone building (400 sq m) with private pool, WiFi internet and air conditioning. The pro ...
From $971 per night (USD)
VRBO
$Exclusive villa in Chianti W\/ View & Privacy Pool$
From $1853 per night (USD)
Expedia
Exclusive villa in Chianti W\/ View & Privacy Pool
Bedrooms:
7
Bathrooms:
9
Sleeps:
16
Located in Gaiole in Chianti, this 9-bedroom, 7-bathroom villa lets you experience it all. Fans of nature and the out ...
From $1853 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Wonderful villa with pool, WIFI, TV, terrace, panoramic view and parking, close to Greve In Chi...
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 ...
From $190 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Casanova di Bricciano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Perched above a tiny hamlet amidst the rolling Chianti hills, this delightful family-run holiday home offers a perfect b ...
From $427 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Casa di Amici, San Sano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $334 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Il Cinghiale by Interhome
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Montefienali 15 km from Gaiole in Chianti: Historical holiday village "Montefienali", 600 m a.s.l., from the 13rd centur ...
From $142 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Montechioccioli by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cosy, rustic 3-family house "Montechioccioli", surrounded by vineyards. 3 apartments in the property. In the hamlet Riet ...
From $142 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Montechioccioli by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cosy, rustic 3-family house "Montechioccioli", surrounded by vineyards. 3 apartments in the property. In the hamlet Riet ...
From $228 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Guests of this lovely stone villa in the heart of Chianti, made even more beautiful by climbing roses and plenty of plan ...
From $555 per night (USD)
VRBO
$Lovely apartment with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view and parking$
From $165 per night (USD)
Expedia
Lovely apartment with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Property Summary Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in th ...
From $165 per night (USD)
Expedia
From $2233 per night (USD)
VRBO
Villa in Gaiole In Chianti with 7 bedrooms sleeps 14
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Villa Il Pratello, Tuscany "A beautifully restored 400-year-old private villa – perfectly located to explore the region ...
From $2233 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Casuccia di Ama, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This enchanting hideaway for two is a hop and a skip from Radda and Gaiole, two of Chianti’s most popular small towns. T ...
From $149 per night (USD)
Expedia
From $735 per night (USD)
VRBO
Casa Faraona, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pour yourself a glass of ruby red wine, step into the garden to take a seat and gaze at the Chianti hills rolling away t ...
From $735 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Apartment 'Tuscan Style , Shared Pool' with Shared Pool, Private Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Located in Gaiole In Chianti, the holiday apartment Tuscan Style , Shared Pool has everything you need for a comfortable ...
From $138 per night (USD)
Expedia
From $1493 per night (USD)
VRBO
Celle di Lecchi is a characteristic Borgo on the hillside of Lecchi in Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
22
Nestled in Gaiole in Chianti, this vacation home brings it all within your reach. Fans of nature and the outdoors wil ...
From $1493 per night (USD)
VRBO
From $1372 per night (USD)
Expedia
Family friendly 5 bedroom Chianti Villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Immerse yourself in the authentic Tuscan way of living in this spacious, comfortable and family friendly villa with larg ...
From $1372 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Holiday apartment Gaiole in Chianti for 2 - 4 persons with 2 bedrooms - Holiday house
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ED Refnr. 2757894 Apartment for 4 persons approx. 100 m² in Gaiole in Chianti, Tuscany (Chianti) Features of the prope ...
From $224 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Ricavo lodge with heated pool and outdoor jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Lodge Ricavo is located in the heart of the Chianti Classico area, a stone's throw from Radda, Gaiole and the Chianti Ca ...
From $348 per night (USD)
Expedia
From $4676 per night (USD)
VRBO
Tuscan Villa Near Florence | Vineyard Views | Pool
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Villa Vertine is a 16th-Century Tuscan villa tucked into the heart of Chianti's hillside vineyards and olive groves. It' ...
From $4676 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Holiday apartment Gaiole in Chianti for 1 - 4 persons with 2 bedrooms - Holiday apartment in one or
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ED Refnr. 2763085 Quietly situated holiday residence with a shared pool and its own hand-weaving enterprise on site ...
From $150 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin house
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
ED Refnr. 2762603 A delightful property situated in a peaceful location, ideal for two families or a large group of fri ...
From $314 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Holiday house Gaiole in Chianti for 2 persons with 1 bedroom - Holiday house
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ED Refnr. 2769546 Quietly situated holiday residence with a shared pool and its own hand-weaving enterprise on site ...
From $176 per night (USD)
Expedia
$Apartment \Pieve\ - Chianti as you've always dreamed of it$
From $215 per night (USD)
VRBO
Apartment \"Pieve\" - Chianti as you've always dreamed of it
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 70 m² apartment with private garden, for pleasant outdoor breakfasts or relaxing al fresco dinners on summer evening ...
From $215 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Taglialegna apartment in Montefiorile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Taglialegna is a spacious, comfortable and well-equipped cottage. It is ideal for a couple who wants to spend time toget ...
From $146 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Spacious cottage in the heart of Chianti with wonderful views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Vinaio is a spacious cottage located on the ground floor inside the pretty village of Montefiorile. It is ideal as a bas ...
From $154 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Comfortable cottage in the heart of Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Reaper cottage is a private home with all modern comforts; it is located on the side of the large central house of B ...
From $143 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Villa Sofia Jacuzzi® Spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Villa is on two floors with independent entrance, exclusive Wellness Center with Jacuzzi® for 3 people, sauna and ch ...
From $387 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Restored from the ruin of a typical Tuscan farmhouse, Podere Scopeto sits high on a hilltop at 600 meter above sea-level ...
From $137 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Eremo Chiostro In Gaiole in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $422 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Eremo Fattore In Gaiole in Chianti, Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $273 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Eremo Magnolia In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $410 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Eremo Granaio In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $413 per night (USD)
Expedia
From $1282 per night (USD)
VRBO
Villa Eracle: A bright and elegant three-story villa surrounded by vineyards and olive groves.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Villa Eracle is a bright and elegant three-story villa surrounded by vineyards and olive groves. It sleeps eight people. ...
From $1282 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Il Nibbio In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Property for exclusive use Holiday home made from a ancient medieval fortress in stone, 140 sq. m., holding up to 5 pers ...
From $232 per night (USD)
Expedia
$Apartment \Oak\ - the Chianti as you've always dreamed of$
From $136 per night (USD)
VRBO
Apartment \"Oak\" - the Chianti as you've always dreamed of
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ur little gem of 55 sqm with private entrance and outdoor area for breakfasts and dinners to 'open and pleasant evening ...
From $136 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Il Colombaio In Gaiole in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Property for exclusive use Ancient tower dating back to the 1600s with an apartment in a separate farmhouse, hosting a t ...
From $610 per night (USD)
Expedia
From $854 per night (USD)
VRBO
Castello di Cacchiano In Gaiole in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Property for exclusive use Il Bindaccio is an independent part of the castle with private swimming pool and Jacuzzi, hol ...
From $854 per night (USD)
VRBO
From $275 per night (USD)
Expedia
An enchanting small villa, perfect for two, with an unparalleled view.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Il Diaccino is an enchanting small villa, perfect for two, with a magnificent view. It overlooks an extraordinary landsc ...
From $275 per night (USD)
Expedia
From $988 per night (USD)
VRBO
Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
* Beautifully restored Tuscan villa with 12th century origins. For maximum 13 people * Set in 5 acres of park, surrounde ...
From $988 per night (USD)
VRBO
From $779 per night (USD)
Expedia
Le Diacce: Beautiful Old Farmhouse with Breathtaking Countryside View
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
What we offer is a beautiful and spacious old stone house in the heart of the unspoiled Chianti countryside. It has been ...
From $779 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Villa on Chianti hill in heart of Tuscany, super-large pool, 14 ha plot
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Restored from the ruin of a typical Tuscan farmhouse this Podere sits high on a hilltop at 600 meter above sea-level (wh ...
From $475 per night (USD)
VRBO
From $1139 per night (USD)
Expedia
Newly renovated villa, private pool & sauna on wine estate with spa & activities
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
L'eremo is situated on an elegant Tuscan estate that produces excellent wine and olive oil. Newly renovated in 2024, en ...
From $1139 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Podere II Colto - Located In A Beautiful Forested Area In Chianti Region heart
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The house was built in 1891 and has a square floor plan. When you enter you find an old stone pavement. From here you se ...
From $124 per night (USD)
VRBO
From $941 per night (USD)
Expedia
Villa il Roseto In Gaiole in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Property for exclusive use Stonework Villa in typical Tuscan style, 250 sq. m., with 4 double bedrooms and 4 bathrooms, ...
From $941 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Best Location. Heart of Tuscany; Still offering 2023 pricing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
We continue to provide an oustanding location and beautiful home at reasonable rates. This is a perfect location for a ...
From $219 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Podere Lucignano Secondo - La Mangiatoia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $223 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Podere Lucignano Secondo - La Villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $539 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Podere Lucignano Secondo - Le Logge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $237 per night (USD)
Expedia
$Beautiful villa for 22 people with private pool, WIFI, A\/C, TV, panoramic view and parking$
From $1594 per night (USD)
VRBO
Beautiful villa for 22 people with private pool, WIFI, A\/C, TV, panoramic view and parking
Bedrooms:
10
Bathrooms:
11
Sleeps:
22
Conveniently located in San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 39 km (24 mi) from Sie ...
From $1594 per night (USD)
VRBO
From $1209 per night (USD)
Expedia
Villa With Private Pool In The Heart Of The Chianti Region
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
San Piero Terre is a south-facing stone farmhouse that has been a family holiday villa for two generations. Decorated to ...
From $1209 per night (USD)
Expedia
$Wonderful villa for 16 people with A\/C, WIFI, private pool, TV, patio, panoramic view and parking$
From $1500 per night (USD)
VRBO
Wonderful villa for 16 people with A\/C, WIFI, private pool, TV, patio, panoramic view and parking
Bedrooms:
10
Bathrooms:
7
Sleeps:
16
Holiday home La Maccinaia 14 is a lovely stone building (650 sq m) that includes air conditioning, private pool and WiF ...
From $1500 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Villa Oliveta, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Oliveta’s hillside position is hard to beat, offering far-reaching views of the olive groves from which the villa ...
From $491 per night (USD)
Expedia
From $743 per night (USD)
VRBO
Casa Perano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Imagine the perfect Chianti villa – a secluded house with private pool and fabulous 180-degree views starring a hilltop ...
From $743 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Capanna di Citerna, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Capanna di Citerna sits on the white road between patchwork vineyards producing some of the Ricasoli estates most presti ...
From $279 per night (USD)
Expedia
From $1155 per night (USD)
VRBO
Casale San Vincenti, Gaiole in Chianti, Siena and Chianti
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
At this luxurious villa in the Chianti hills, you can immerse yourself in a landscape of vines laden with luscious sangi ...
From $1155 per night (USD)
VRBO
From $1726 per night (USD)
Expedia
San Marcellino, Gaiole in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Immerse yourself in the world of wine at this villa in the grounds of Rocca di Montegrossi, one of the finest wineries i ...
From $1726 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Casa Boccaccio, Gaiole in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Immerse yourself in the beautiful Chianti countryside at this semi-detached apartment set in a cluster of 10 private sto ...
From $750 per night (USD)
VRBO
From $11315 per night (USD)
Expedia
Villa Vigneto Estate
Bedrooms:
23
Bathrooms:
27
Sleeps:
60
Featured as the villa in Gino's Italian Escape, ITV Series aired in November 2019. Read more here Burrowed in the heart ...
From $11315 per night (USD)
Expedia
From $2888 per night (USD)
VRBO
Borgo Merlo - Nine Bedroom Villa, Sleeps 22
Bedrooms:
10
Bathrooms:
9
Sleeps:
22
You will find Borgo Merlo in the verdant Chianti hills in the heart of Tuscany. The accommodation here comprises three n ...
From $2888 per night (USD)
VRBO
From $180 per night (USD)
Expedia
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $180 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Pastore, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $278 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Caravaggio, Galenda, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Chianti Classico hamlet resort, Galenda's cottages lay on a ridge with magnificent views across rolling hills draped w ...
From $204 per night (USD)
Expedia
From $2083 per night (USD)
VRBO
Villa Radda Comfortable holiday residence
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Beautiful villa with swimming pool, located in the countryside of Gaiole in Chianti. Layout: These costs are mandatory ...
From $2083 per night (USD)
VRBO
From $1036 per night (USD)
Expedia
Camporata, Gaiole in Chianti, Siena and Chianti
Bedrooms:
7
Bathrooms:
7
Sleeps:
10
The ideal holiday home for mixed groups or families, Camporata is an attractive property – both inside and out – and is ...
From $1036 per night (USD)
Expedia
$Lovely apartment in villa for 2 people with A\/C, WIFI, pool, TV, pets allowed and parking$
From $213 per night (USD)
VRBO
Lovely apartment in villa for 2 people with A\/C, WIFI, pool, TV, pets allowed and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Property Summary Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 ...
From $213 per night (USD)
VRBO
$Cosy apartment in villa for 4 people with A\/C, pool, WIFI, TV, pets allowed and parking$
From $287 per night (USD)
Expedia
Cosy apartment in villa for 4 people with A\/C, pool, WIFI, TV, pets allowed and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 ...
From $287 per night (USD)
Expedia
From $186 per night (USD)
VRBO
San Regolo by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Resort "San Regolo", 460 m a.s.l.. 6 houses in the resort. In the hamlet San Regolo 10 km from the centre of Gaiole in C ...
From $186 per night (USD)
VRBO
From $252 per night (USD)
Expedia
San Regolo by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Resort "San Regolo", 460 m a.s.l.. 6 houses in the resort. In the hamlet San Regolo 10 km from the centre of Gaiole in C ...
From $252 per night (USD)
Expedia
From $1657 per night (USD)
VRBO
Tenuta Altaluce, Gaiole in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Tenuta Altaluce is a beautifully restored Tuscan farmhouse estate offering absolute privacy and tranquillity in the hear ...
From $1657 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Villa in Rietine with 45 bedrooms sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beautiful, finely restored villa set in the heart of Chianti in an isolated position surrounded by vineyards and the Tus ...
From $714 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Apartment in the heart of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Gaiole in Chianti, this welcoming apartment lets you experience it all. Gaiole in Chianti Stadium is just ...
From $151 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Podere Terrena 10, Gaiole in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Guests of this attractive stone villa in the heart of Chianti, which is made even more beautiful by climbing roses and p ...
From $662 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Chianti House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Gaiole in Chianti, this 3-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the ...
From $192 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Casa Luce, San Donato in Perano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Perched on vines San Donato in Perano dates back to a medieval castle. The resort is restored into six individually owne ...
From $474 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Montelucci Chianti - Agrivilla with 14 beds with private pool
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Agrivilla Montelucci (from the Latin “Mons Luci”, sacred forest for the ancient Romans) is a wonderful stone farmhouse, ...
From $665 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Relax and unwind in the heart of Tuscany's renowned Chianti Classico wine region at this splendid rental villa. Set with ...
From $644 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Restored from the ruin of a typical Tuscan farmhouse this Podere sits high on a hilltop at 600 meter above sea-level (wh ...
From $574 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Villa Montemarcoli, a haven of peace and love in Gaiole in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to cycling, hiking trails, and more, this welcoming villa brings it all within reach. Jump into your car and ma ...
From $418 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Belvilla by OYO Villa Le Trappoline
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Holiday in the heart of Chianti Classico in Gaiole in Chianti. Authentic and charming holiday home surrounded by a garde ...
From $328 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Delicious ex finely restored stable, inserted in an ancient farmhouse. The property is completely independent, private p ...
From $214 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Panorama, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $120 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Lavanda, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $333 per night (USD)
Expedia
Click For Pricing
VRBO
Villa 'Castello di Monteluco a Lecchi' with Hill View, Pool & Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The villa Castello di Monteluco a Lecchi in Gaiole in Chianti is the ideal accommodation for a relaxing holiday with a m ...
Click For Pricing
VRBO
$\Villa Erbolino\ with Private Garden, Outdoor Stone Bathtub & Wi-Fi$
From $680 per night (USD)
Expedia
\"Villa Erbolino\" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Villa Erbolino is located in Gaiole in Chianti and is the ideal accommodation for a relaxing getaway. The 2-storey b ...
From $680 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Pet friendly home in Gaiole in Chianti
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Beautiful and spacious Tuscan villa with swimming pool. Enjoy an unforgettable and relaxing vacation in this beautifu ...
From $573 per night (USD)
VRBO
From $1026 per night (USD)
Expedia
Mulino nel Chianti 10, Emma Villas
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
This rate includes: -Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $1026 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Apartment 'Villa Sofia Spa' with Private Whirlpool, Wi-Fi and Air Conditioning
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The holiday apartment "Villa Sofia Spa" is located in Gaiole in Chianti and is perfect for an unforgettable holiday with ...
From $327 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The villa "Country house Sofia Villas" is located in Gaiole in Chianti and is the ideal accommodation for a relaxing get ...
From $605 per night (USD)
Expedia
From $243 per night (USD)
VRBO
La Stella, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $243 per night (USD)
VRBO
From $1585 per night (USD)
Expedia
Casa all'Erta, villa with private pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Close to horse riding, this family-friendly villa brings it all within reach. With convenient onsite parking, you'll ...
From $1585 per night (USD)
Expedia

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Results: 380 Rentals