Chianti Region Private Home Rentals

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Private Holiday Homes in Chianti Region

Farmhouse in Tuscany With Pool and Organic Garden
Traditional architecture meets serene garden surroundings, offering a peaceful dining area with a table and chairs.

Farmhouse in Tuscany With Pool and Organic Garden

7.0 out of 10, Good, (2)
"Beautiful views out in the Tuscan countryside in a vineyard. If you are looking for peace and quiet, this place is wonderful. "
Farmhouse in Tuscany With Pool and Organic Garden
Casa Riccimballa
Enjoy breathtaking views of the surrounding landscape from this outdoor space.

Casa Riccimballa

The price is S$1,848
includes taxes & fees
28 Aug - 29 Aug
Casa Riccimballa
Vigna Home Amazing Site Chianti Classico
Enjoy meals in this well-equipped kitchen with an oven, sink, and ample dining space.

Vigna Home Amazing Site Chianti Classico

Vigna Home Amazing Site Chianti Classico
Casale di Villore
Relax by the serene pool surrounded by lush greenery and breathtaking views of rolling hills and distant mountains.

Casale di Villore

Casale di Villore
Chianti Classico Home Panoramic View
Cozy space with a fireplace, comfortable sofas, and a wooden coffee table.

Chianti Classico Home Panoramic View

Chianti Classico Home Panoramic View
Pozzo Dei Desideri
Relax by the serene pool surrounded by lush greenery and breathtaking mountain views.

Pozzo Dei Desideri

10.0 out of 10, Exceptional, (1)
"Wir waren eine Gruppe von 6 Erwachsenen und wurden sehr herzlich empfangen. Das Haus ist mit 3 Schlafzimmern und in jedem Schlafzimmer ein Bad eingerichtet. Eine komplett ausgestattete Küche ist ebenso vorhanden wie ein schöner großer Pool. Alles sehr schön renoviert und sauber. Ruhige Lage. "
Pozzo Dei Desideri
Home Elena private garden Chianti view
Stroll through this charming cobblestone alleyway lined with potted plants and historic stone buildings.

Home Elena private garden Chianti view

8.0 out of 10, Very good, (3)
"It is in beautiful location where you can recieve the healing energy of the Toscana countryside. However it's far from Florence, 45 minutes through a long and widing road. Internet and telephone signal is bad and we did't get the code to open the box with the keys on time, we strugeled to find a way to communicate with the staff. Should we have received the code in time everything would have been perfect. It would be a good idea to place the name of the house "Elena" somewhere visible for people...
Home Elena private garden Chianti view
Villa Paola Private Pool Gym in Chianti
Relax in a serene outdoor space with a variety of seating options and lush greenery.

Villa Paola Private Pool Gym in Chianti

Villa Paola Private Pool Gym in Chianti
Apartment in Greve in Chianti With Garden
Relax by the serene pool surrounded by lush greenery and distant mountains.

Apartment in Greve in Chianti With Garden

10.0 out of 10, Exceptional, (1)
Apartment in Greve in Chianti With Garden
Relaxing Margherita Home Private Garden
Enjoy al fresco dining and games on the patio, featuring a barbecue grill and ping pong table.

Relaxing Margherita Home Private Garden

Relaxing Margherita Home Private Garden
Belvilla by OYO Serene Apartment With Garden
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs under shaded umbrellas.

Belvilla by OYO Serene Apartment With Garden

9.4 out of 10, Exceptional, (3)
"Had we known that we should look for Castello di Querceto, this would have been very easy to find! The address on Hotels.com is correct but it made us look for "Serene Apartments". The ladies in the reception were accommodating and informative. The apartment is lovely! It is placed next to the reception, 10 minutes walk from the swimmingpool, but seems to be cooler than the apartments next to the pool due to shade from trees and buildings. It is bigger than expected and has everything we need....
Belvilla by OYO Serene Apartment With Garden
Apartment in Chianti With Pool & Castle Nearby
Relax by the clear pool surrounded by lush greenery and shaded by umbrellas.

Apartment in Chianti With Pool & Castle Nearby

7.0 out of 10, Good, (2)
Apartment in Chianti With Pool & Castle Nearby
Holiday Home in Tuscany With Pool and Garden
Relax by the serene pool surrounded by lush greenery and a charming gazebo.

Holiday Home in Tuscany With Pool and Garden

Holiday Home in Tuscany With Pool and Garden
Belvilla by OYO Holiday Home With Pool in Tuscany
Relax by the serene pool surrounded by lush greenery and a vineyard.

Belvilla by OYO Holiday Home With Pool in Tuscany

10.0 out of 10, Exceptional, (1)
"Het was geweldig het eten was echt top. Kortom het is een aanrader. Sara dank je wel voor alles we hebben genoten en komen weer terug."
Belvilla by OYO Holiday Home With Pool in Tuscany
Tuscan Home Panoramic Hills Terrace
Enjoy cooking and dining in this inviting kitchen with a large island, wooden cabinetry, and modern appliances.

Tuscan Home Panoramic Hills Terrace

4.0 out of 10, (1)
"The place doesn’t live up to the impression from its photo representation. The rooms are much smaller and what is provided like the kitchen wares very limited. The staircase very steep that was not shown in the photos. But mostly it was just Too many misquotes inside the house to attack and we could not sit still. We could not let open the door and windows to let in air or let go of the misquotes because there would be more bugs flying in. We had to leave after 30 minutes. We had to let go of...
Tuscan Home Panoramic Hills Terrace
Belvilla by OYO Casalini 2
Stroll through the serene garden, lined with mature lemon trees and neatly trimmed hedges, leading to a historic building.

Belvilla by OYO Casalini 2

8.0 out of 10, Very good, (1)
"Meget autentisk Italiensk stemning med vin og oliven trær i baghaven. Værtsparret var super søde men svære at forstå. Dejlig pool i baghaven. Der var lidt støj om natten da hundene skulle passe på plantagerne. "
Belvilla by OYO Casalini 2
Amoliv
Enjoy the serene sea views from this outdoor patio, featuring comfortable seating and a shaded area with a water feature.

Amoliv

Amoliv
Belvilla by OYO Villa Ulivo
Enjoy al fresco dining under a rustic pergola surrounded by lush greenery and a gravelled ground.

Belvilla by OYO Villa Ulivo

Belvilla by OYO Villa Ulivo
Chiara House In Galenda
Relax by the serene pool surrounded by lush greenery and distant hills.

Chiara House In Galenda

Chiara House In Galenda
Casa Anita
Cozy space with a traditional design, featuring a wooden ceiling, arched doorway, and dining area with a fireplace.

Casa Anita

Casa Anita
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 Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

10/10 Excellent
"Nice room, great pool. Breakfast was good. "
Terry 3-night trip
Posted 3 days ago
Hotel Borgo di Cortefreda Relais