Castellina in Chianti, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Castellina in Chianti, Tuscany on RentalSaver.com!

Castellina in Chianti Rentals

Filter

Popular Areas

From $181 per night (USD)
VRBO
Charming Chianti hilltop house, exceptional views, large swimming pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Farmhouse in Siena area, Tuscany, Italy: Well equipped property of 157 M2 forming part of a renovated historic farm haml ...
From $181 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Chianti: farm 4 forest with swimming pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
farmhouse in the chianti with swimming pool; ok animals; sale of oil, wifi and TV nice living-dining room with fireplac ...
From $116 per night (USD)
VRBO
From $1328 per night (USD)
VRBO
Peaceful Property In The Chianti
Bedrooms:
10
Bathrooms:
11
Sleeps:
21
The property is located in a natural valley in the heart of Chianti. From respect for nature, everything produced in the ...
From $1328 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Mansion - Radda in Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
(Text automatically translated) In the heart of the Chianti Classico Tuscan this house of 600, equipped with every comfo ...
From $419 per night (USD)
Expedia
From $1861 per night (USD)
VRBO
Casale il Gualdo In Radda in Chianti, Tuscany
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Property for exclusive use Casale il Gualdo is an old stone house, completely independent, measuring 300 sq. m. and capa ...
From $1861 per night (USD)
VRBO
From $266 per night (USD)
Expedia
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful property is a part of an old 16th century farm situated on the top of one of hills West of Castellina in ...
From $266 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Wonderful apartment in the heart of Chianti Classico sorrounded by vineyards
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Live the experience of staying at the beautiful Bindi Sergardi Winery. Located at 15 min drive north of Siena in a peace ...
From $114 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Detached villa with swimming pool and pizza oven for groups up to fourteen people.
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our villa located within walking distance from Tregole in the famous wine region of Chianti Classico, has five spacious ...
From $230 per night (USD)
Expedia
From $114 per night (USD)
VRBO
House with swimming pool. Medieval village in the heart of Chianti Classico
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
The apartment of about 100 square meters, is composed of: A kitchen with oven, microwave, dishwasher, washing machine. A ...
From $114 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Lovely country house in the Chianti region, for 4 persons, near Siena
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The 'Capanna delle Cozzole' is a beautiful 2-floor villa surrounded by the nature of 'Chiantishire', among olive trees, ...
From $145 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Barn at Bagnaie is a luxury 3-bedroom Tuscan villa, which we have modernised and furnished to a high standard. The i ...
From $399 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Beautiful Tuscan farmhouse with stunning views of Chianti countryside
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The house forms part of the oldest wing of Le Bagnaie, a 300 year old farm on a secluded hilltop, which was converted in ...
From $430 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Bettini In Castellina in Chianti, Tuscany
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
Property for exclusive use Stone-built farmhouse (320 m2) situated inside a large property which covers an area of about ...
From $401 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Villa Beba 6 In Castellina in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property for exclusive use Historical 18th Century villa on two floors, 280 sq. m. with 3 double bedrooms and 2 bathroom ...
From $366 per night (USD)
VRBO
From $930 per night (USD)
VRBO
Belvilla by OYO Villa il Colle
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $930 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Casa il Cipresso, in the heart of Chianti with swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cipresso house is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinc ...
From $182 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Casa Antico Roseto - cottage with swimming pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Antico Roseto house is a portion of the manor house that stands on the top of Borgo Montecastelli. Next to the entra ...
From $293 per night (USD)
VRBO
Click For Pricing
Expedia
Villetta La Miniera, Castellina in Chianti, Italy
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Spend your holidays unwinding in green open spaces or splashing about in the pool at this cosy holiday retreat in the ge ...
Click For Pricing
Expedia
From $1534 per night (USD)
VRBO
Villa San Piero near Florence and Siena - 2nd week: 10% 3rd week: 15% discount
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
SAN PIERO: A private, luxury Villa embedded in Chianti vineyards with panoramic views, saltwater pool and a Chapel from ...
From $1534 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Beautiful 1BR Love Nest In a splendid Restored Farm. Pool, spa private terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a small 2 floors house for you only, with direct access to a private and intimate Terrace After our highly apprec ...
From $155 per night (USD)
VRBO
From $200 per night (USD)
VRBO
2BR apart suitable for PRM in beautifully restored Farm with Pool and Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
After our priced and beloved villa Casa le Pigne, (we were honored by 65 5 stars reviews, ref. 607748), we have open a n ...
From $200 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
---------- IMPORTANT: WE HAVE RECENTLY ADDED THIS PROPERTY TO OUR WALLET. LOOK AT OUR FEEDBACKS FOR THE OTHER PROPERTIES ...
From $356 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Casa Belmonte In Castellina in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Property for exclusive use Typical farmhouse with annexe, recently restructured and complete with every luxury, with a t ...
From $371 per night (USD)
VRBO
From $852 per night (USD)
VRBO
9BR, 16-23 Guests Retreats & Family In A Beautifully Restored Farm w Spa & Pool
Bedrooms:
7
Bathrooms:
9
Sleeps:
27
Convenient for big families or friends groups, seminar, yoga- and personal development retreat. We do not host weddings. ...
From $852 per night (USD)
VRBO
From $158 per night (USD)
VRBO
VILLORE Home Sweet Home Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
VILLORE Home Sweet Home has been our house for years until we needed to move as the family became bigger. We still spend ...
From $158 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Molino del Ponte, Radda in Chianti, Italy
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
If you have ever wondered what was life like in the Tuscan region of Italy in the 1600s, look no further than Molino del ...
From $284 per night (USD)
Expedia
From $180 per night (USD)
VRBO
APARTMENT IN THE HEART OF CHIANTI; BOOK DIRECTLY TO THE OWNER
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The apartment, with the classic structure of local houses with exposed beams, is independent and located on the ground f ...
From $180 per night (USD)
VRBO
Click For Pricing
Expedia
Casa Belvedere cottage with swimming pool in the heart of Chianti
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The Casa Belvedere is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinc ...
Click For Pricing
Expedia
From $140 per night (USD)
VRBO
Ancient stone house in the heart of the Chianti Classico
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In the heart of Chianti, 193 square meters of tradition in a house that does not give up comfort: these were the foundat ...
From $140 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Fully renovated Chianti country home, 10 min from Siena; stunning views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2-bedroom, 2-bathroom Tuscan country home is composed of a ground floor with a comfortable and welcoming ...
From $425 per night (USD)
Expedia
Click For Pricing
VRBO
VILLA SARA Gracious vineyard home
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Sara is situated on a hilltop in Panzano, in the heart of the Chianti Classico premium wine region. Exterior Descr ...
Click For Pricing
VRBO
From $112 per night (USD)
VRBO
Ancient Cottage in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ancient hut that has just been renovated and transformed into a delightful cottage located in a charming 16th century vi ...
From $112 per night (USD)
VRBO
$1BR Apart In a Beautif. Restored Farm, Pool & Spa, 1st floor, 140\/190cm sofabed$
From $124 per night (USD)
VRBO
1BR Apart In a Beautif. Restored Farm, Pool & Spa, 1st floor, 140\/190cm sofabed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
After our highly appreciated and beloved villa Casa le Pigne, (65 time 5 stars reviews), we have open nearby a new vacat ...
From $124 per night (USD)
VRBO
From $665 per night (USD)
VRBO
Casale Sandonatino In Castellina in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Property for exclusive use Casale San Donatino is an old stone house, 480 sq. m., holding up to 12 persons with 6 double ...
From $665 per night (USD)
VRBO
From $1382 per night (USD)
VRBO
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
Bedrooms:
9
Bathrooms:
11
Sleeps:
18
Open hilltop views, extensive private gardens and country comforts are awaiting your Chianti get-together at Cresta del ...
From $1382 per night (USD)
VRBO
From $587 per night (USD)
Expedia
Beautiful historic Villa on organic olive farm, with pool & sunset views
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa Patrignone is a stunning 15thC farmhouse with 7 double bedrooms (two can have twin single beds, if required), all ...
From $587 per night (USD)
Expedia
$Separate Romantic 2BR\/2BA Cottage on Chianti Estate$
From $263 per night (USD)
VRBO
Separate Romantic 2BR\/2BA Cottage on Chianti Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cottage "Casa Capannina" - approx. 90 sqm on 2 floors - (4pers.) - 2 bedrooms (1 x 2 single beds, 1 double bed) each bed ...
From $263 per night (USD)
VRBO
From $708 per night (USD)
Expedia
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
CLOSE TO 6 UNESCO WORLD HERITAGE SITES - Siena, San Gimignano, Val d'Orcia &Pienza, Florence and Pisa, inside the first ...
From $708 per night (USD)
Expedia
From $194 per night (USD)
VRBO
2+1BR Luxe Apart In A Beautifully Restored Tuscan Farm with Pool and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A luxurious apartment in a quiet place in the middle of the forest We have open in 2018 a new rental opportunity : a wo ...
From $194 per night (USD)
VRBO
From $159 per night (USD)
VRBO
2BR apart in a beautifully restored Farm w Pool and Spa, ground floor terrace
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
After our highly appreciated villa Casa le Pigne, (70 reviews with 5 stars), we have open nearby a new vacation opportun ...
From $159 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
La Tinaia is a lovely 1-bedroom apartment here at Podere Patrignone in Tuscany at the south-side of the Podere Patrignon ...
From $181 per night (USD)
VRBO
From $579 per night (USD)
VRBO
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Beautiful 18th century property in the heart of the Chianti region, absolutely quiet location, equipped with a large poo ...
From $579 per night (USD)
VRBO
From $1023 per night (USD)
VRBO
Private Villa with WIFI, private pool, hot tub, TV, patio, panoramic view, close to Greve In Chianti
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Camporempoli is a nice stone building (400 sq m) with WiFi internet and private pool. The property can sleep up to ten ...
From $1023 per night (USD)
VRBO
From $1266 per night (USD)
Expedia
Beautiful private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Holiday home La Corte Di Campalli is a nice property (600 sq m) that includes WiFi internet and private pool. The prope ...
From $1266 per night (USD)
Expedia
Click For Pricing
VRBO
Ancient hamlet with swimming pool in the heart of Chianti - Il Melograno
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Situated in a rural area, this welcoming vacation home brings all of Castellina in Chianti within your reach. Jump in ...
Click For Pricing
VRBO
From $410 per night (USD)
VRBO
Two bedroom Tuscany villa
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This is a beautiful two bedroom Tuscany villa set within a small and perfectly kept Tuscan medieval village and ...
From $410 per night (USD)
VRBO
From $833 per night (USD)
VRBO
Beautiful Villa up to 10 guests. Private pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Independent villa sleeps 8 + 2 (260 square meters) On the ground floor there is a large living room with a stone firep ...
From $833 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Tuscany. Lovely holiday home with swimming pool.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Magnificent high-rise apartment of 80 m2. 2 large double bedrooms. Lovely bathroom w / shower, toilet and bidet. Living ...
From $197 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Lovely apartment for 5 guests with WIFI, pool, TV, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Appartamento Beatrice is located in an old hamlet situated on a hilltop in the very heart of the Chianti region. A beau ...
From $152 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Appartamento Beatrice - Holiday Rental with swimming pool in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Appartamento Beatrice is located in an old hamlet situated on a hilltop in the very heart of the Chianti region. A beau ...
From $146 per night (USD)
Expedia
$Stunning private villa with WIFI, private pool, A\/C, TV, patio, panoramic view and parking$
From $2181 per night (USD)
VRBO
Stunning private villa with WIFI, private pool, A\/C, TV, patio, panoramic view and parking
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Villa Le Corti is a beautiful stone building with private pool, air conditioning and WiFi internet. The property can s ...
From $2181 per night (USD)
VRBO
From $1561 per night (USD)
Expedia
Beautiful villa for large groups, family reunions, and weddings and workshops
Bedrooms:
15
Bathrooms:
15
Sleeps:
33
Podere Patrignone is a large estate surrounded by vines, olives and lush forest, and sits on top of a hill with 360-degr ...
From $1561 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Il Cipresso, Radda in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Il Cipresso is tucked into a hillside hamlet in the green heart of the Chianti on the halfway mark between idyllic Caste ...
From $165 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Fontani In Castellina in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Characteristic and small group of farmhouses set inside a large property which covers an area of about 460 hectares near ...
From $297 per night (USD)
VRBO
From $1049 per night (USD)
VRBO
Tuscany Stone Villa With Spectacular View
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Il Pogetto is a fantastic, stone Tuscan villa on two floors and only 6km away from Panzano. Around the villa there is a ...
From $1049 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Exclusive Villa in the middle of Chianti with Pool & View
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $261 per night (USD)
Expedia
Click For Pricing
VRBO
Apartment Casa Laura
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
Click For Pricing
VRBO
From $149 per night (USD)
Expedia
Cozy, Romantic and Ideal for a Couple
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $149 per night (USD)
Expedia
From $196 per night (USD)
Expedia
Breathtaking View, Typical, Charming with Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $196 per night (USD)
Expedia
From $179 per night (USD)
Expedia
Exclusive Patio with Panorama, Pool & Charme
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $179 per night (USD)
Expedia
From $86 per night (USD)
VRBO
Visentini In Castellina in Chianti, Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Characteristic and small group of farmhouses made up of 2 units set inside a large property which covers an area of abou ...
From $86 per night (USD)
VRBO
From $95 per night (USD)
Expedia
Villa with large garden in the Chianti hills
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Small villa with a large garden and private parking,inside a residence.The area was a mine until the 1950s and was organ ...
From $95 per night (USD)
Expedia
Click For Pricing
VRBO
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti.
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
Click For Pricing
VRBO
From $156 per night (USD)
VRBO
Vacation apartment with shared pool in the Chianti area.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vacation apartment with shared pool in the Chianti area. The apartment is located in a beautiful country house in the mi ...
From $156 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Exclusive Garden Place, View and Atmosphere
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $226 per night (USD)
Expedia
From $196 per night (USD)
Expedia
La Torre della Rocca - Apartment for 6 people in Castellina in Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
La Rocca property is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlo ...
From $196 per night (USD)
Expedia
From $426 per night (USD)
VRBO
5 bedroom accommodation in Castellina Chianti SI
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This beautiful property in the heart of Chianti about 4 km from Castellina in Chianti, built in the 15th century as an a ...
From $426 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
From $334 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Detached stone vacation home in the heart of Chianti Classico, 5 km from Castellina in Chianti. The vacation home is loc ...
From $272 per night (USD)
VRBO
From $426 per night (USD)
VRBO
6 bedroom accommodation in Castellina Chianti SI
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Spacious stone vacation home in dominant hill position in the heart of Chianti Classico, 5 km from the town of Castellin ...
From $426 per night (USD)
VRBO
From $156 per night (USD)
VRBO
Vacation apartment with shared pool in the Chianti area.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vacation apartment with shared pool in the Chianti area. The apartment is located in a beautiful country house in the mi ...
From $156 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Stone barn and house with pool and breathtaking views (Cip. 1 + Cip. 2)
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Close to ecotours, wildlife walks, and more, this smoke-free vacation home brings it all within reach. With the prope ...
From $339 per night (USD)
VRBO
From $89 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B&B is located in a characteristic village medieval from the name of Castellina in Chianti, one of the main ...
From $89 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Le Stalle - A beautiful hill-top apartment with pool and sunset views Podere Patrignone is a beautiful 15th Century est ...
From $232 per night (USD)
Expedia
From $89 per night (USD)
VRBO
We work for passion and to make our guests stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a caretaker country medieval by the name of Castellina in Chianti, one of the main capit ...
From $89 per night (USD)
VRBO
From $79 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B&B is located in a characteristic village medieval from the name of Castellina in Chianti, one of the main ...
From $79 per night (USD)
VRBO
From $89 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B&B is located in a characteristic village medieval from the name of Castellina in Chianti, one of the main ...
From $89 per night (USD)
VRBO
From $89 per night (USD)
VRBO
We work for passion and to make our guests stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a caretaker country medieval by the name of Castellina in Chianti, one of the main capit ...
From $89 per night (USD)
VRBO
From $89 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a convenient location Medieval from the name of Castellina in Chianti, one of the main c ...
From $89 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. It ...
From $155 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Spazzavento In Castellina in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Property for exclusive use Stone-built farmhouse (220 m2) situated inside a large property which covers an area of about ...
From $253 per night (USD)
VRBO
From $4918 per night (USD)
Expedia
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
A truly luxury Villa among the world famous Tuscan hills. Located only a short drive from Florence and Siena, surrounded ...
From $4918 per night (USD)
Expedia
Click For Pricing
VRBO
Fattoria Lornano Winery - Villa Trebbiano
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
4 villas with private garden, private parking, large swimming pool and park, located within the historic complex of the ...
Click For Pricing
VRBO
From $151 per night (USD)
VRBO
The Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Castellina in Chianti, this welcoming apartment lets you experience it all. You're conveniently located wi ...
From $151 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Cypress trees 1 - Stone barn with swimming pool and breathtaking view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A short distance from ecotours, wildlife walks, and more, this smoke-free vacation home lets you experience it all. W ...
From $193 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Cypress trees 2 - Farmhouse with swimming pool and breathtaking view
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Close to ecotours, cycling, and more, this smoke-free vacation home brings it all within reach. Jump into your car an ...
From $179 per night (USD)
Expedia
From $1016 per night (USD)
VRBO
Villa La Poiana 10, Emma Villas
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1016 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Apartment in villa with pool, WIFI, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $137 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $145 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Apartment in villa with pool, WIFI, TV, terrace, pets allowed, parking, close to San Gimignano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Accogli la Mirandola, an enchanting vacation rental that was once an old farmhouse, now renovated to of ...
From $143 per night (USD)
Expedia
$BACCO- Authentic house with STUNNING VIEW - S. GIMIGNANO \/ SIENA \/ FIRENZE$
From $197 per night (USD)
VRBO
BACCO- Authentic house with STUNNING VIEW - S. GIMIGNANO \/ SIENA \/ FIRENZE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Authentic 15th-century house, situated in the middle of Chianti Classic, in the Sant Agnese Natural Park. Close San Gim ...
From $197 per night (USD)
VRBO
$RAFFAELLO - Firenze \/Siena \/San Gimignano - SWIMMING POOL AND TENNIS COURT$
From $179 per night (USD)
VRBO
RAFFAELLO - Firenze \/Siena \/San Gimignano - SWIMMING POOL AND TENNIS COURT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
AUTHENTIC 15TH CENTURY HOUSE IN CHIANTI CLASSICO / ON THE TOP OF A HILL OF OLIVE TREES, IN THE NATURE RESERVE OF SANT'AG ...
From $179 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Villa rental near Siena
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Summary: This is a wonderful four bedroom villa rental near Siena. It is set within a small and perfectly kept medieval ...
From $510 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Villa with private swimming pool in Tuscany
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
Beautiful and elegant villa in Castellina in Chianti is in the popular Chianti wine area between Florence and Sienna. A ...
From $558 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Guidi In Castellina in Chianti, Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Characteristic and small group of farmhouses made up of 2 units set inside a large property which covers an area of abou ...
From $132 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Cardisco - Il Casale di Villore, Poggibonsi, Siena, Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cardisco, casually furnished in comfortable Tuscan style, is located on the first floor of the villa complex. The apartm ...
From $240 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Casa Bruna - Cipresseta del Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the Chianti hills, the apartment is immersed in the green oasis of the Bosco di Sant’Agnese Nature Reserve: a ...
From $94 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Beautiful apartment in villa for 4 guests with pool, TV, patio and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property Summary La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the ...
From $160 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Beautiful apartment in villa for 6 people with pool, TV, patio and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property Summary La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the ...
From $208 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Cosy apartment in villa for 8 people with pool, TV, patio and parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Property Summary La Moraia is a beautifully renovated large working farm surrounded by olive groves and vineyards in the ...
From $290 per night (USD)
Expedia

Search Your Destination Now!

Castellina in Chianti Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 371 Rentals