Chianti Region Residences

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Featured Residences in Chianti Region and around

Escape to a serene villa surrounded by lush greenery and a tranquil pool.

"Beautiful place!! For sure I will come back!! "

includes taxes & fees

17 Aug - 18 Aug

Relax by the pool surrounded by a white picket fence.

"Nothing wrong here! Fantastic, professional staff that took care of all our needs and always went the extra mile. Fantastic chef with great food and lovely “can help” attitude. Prestine pool! Would book again"

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

Relax by the serene pool surrounded by lush green hills and steps leading into the water.

"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."

includes taxes & fees

26 Aug - 27 Aug

Traditional building with a central arched entrance and stone pillars, set amidst mature trees and a shaded entrance area.

"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"

includes taxes & fees

11 Aug - 12 Aug

Enter the elegant PALAZZO PACINI, where a grand arched doorway welcomes guests.

"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "

includes taxes & fees

1 Sept - 2 Sept

Enjoy breathtaking mountain views from the comfort of your room, featuring a spacious area with a tiled floor, comfortable seating, and lush greenery.

"Such a cute little place! Very clean and easy to get around! Would highly recommend!"

includes taxes & fees

10 Aug - 11 Aug

Relax by the pool with a clear view of the surrounding landscape, surrounded by six lounge chairs and umbrellas.

"Beautiful property and surrounds. Room was exactly as described, highly recommended "

Experience the grandeur of this beautifully decorated room, featuring intricate frescoes, plush seating, and classical artwork.

"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "

Surrounded by lush greenery, this traditional building complex features a prominent bell tower and a swimming pool.

"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "

Cozy living space with a sofa, kitchen, and TV, offering a view of the outdoors.

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

Enjoy a delicious breakfast at our hotel's well-organized breakfast bar, featuring a coffee machine, pastries, and fresh fruits.

"L'établissement est situé à 20 minutes de Florence, dans la campagne. La maison est très propre, très sécurisée, avec un lieu pour garer la voiture. Tous les éléments étaient conformes à la description. Il y a de nombreux placards pour ranger ses affaires. L'extérieur est très sympa, nous pouvions déjeuner et nous se détendre. "

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Top Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais

10/10 Excellent

"Absolutely beautiful!!! It’s a bit of a long way to get to from Florence especially if you’re taking the bus but the accommodation and food is spectacular! "

Borgo Del Cabreo

10/10 Excellent

"Borgo del Cabreo is nothing short of a dream. From the moment we arrived, we were captivated by the stunning, magical views of the Tuscan countryside—rolling hills, vineyards, and golden light that feels straight out of a painting. The service was beyond excellent—warm, attentive, and truly personalized. The rooms were fabulous, blending luxury with authentic Tuscan charm, and the amenities exceeded all expectations. The gorgeous pool overlooks the vineyards, offering a peaceful, picture-perfect place to relax. Strolling the lavender-lined paths, surrounded by vibrant flowers, felt like being in a fairytale. The breakfast on the panoramic patio each morning was a highlight—delicious, fresh, and paired with views that never get old. And of course, the Cabreo wine is sublime—we enjoyed every glass! The location is ideal—close to charming restaurants, lovely shops, and warm, welcoming locals. The taxi service was prompt and helpful, making it easy to explore nearby villages and return to the quiet luxury of the resort. We left already planning our return. Borgo del Cabreo isn’t just a place to stay—it’s an experience you’ll never forget."

Pieve Aldina - Fontenille Collection

10/10 Excellent

"This is a stunning resort with good food and an excellent wine menu. The rooms are spacious and well renovated. The staff was very attentive and ensured we had everything we needed. They even got us lunch when the restaurant wasn’t really open. They had a stuffed animal for my nephew and we were very pleased with our stay. "

Castello Vicchiomaggio

10/10 Excellent

"A highlight during an already excellent vacation!! The service and amenities were top notch. Breakfast was delicious, wine tasting impeccable, and dinner scrumptious. The infinity pool was quiet and so relaxing to spend the day by!!! Could not recommend more highly. Easy to get to by car. Do yourself a favor and book!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."

Find out more about Chianti Region