Castellina in Chianti Vacation Rentals

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Vacation Rentals in Castellina in Chianti

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

10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1552)
"So many great facilities and great staff, bus takes you to town easy, decent quality restaurant with good value, no complaints!"
Hu Firenze Camping In Town

Il Rivalta - Place of Charme

4.0 star property
9.2 out of 10, Wonderful, (397)
"Amazing ! Great location Fantastic room Great service and fabulous breakfast "
$270 nightly
The price is $314
Nov 2 - Nov 3
Total with taxes and fees
Il Rivalta - Place of Charme

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

9.2 out of 10, Wonderful, (697)
"Very well located Nice rooms Good breakfast Kind staff"
$214 nightly
The price is $251
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Palazzo Mannaioni Suites

4.0 star property
9.2 out of 10, Wonderful, (1048)
"Great location, great helpful friendly staff"
$147 nightly
The price is $178
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Mannaioni Suites

Fattoria il Milione Agriturismo

4.0 star property
8.2 out of 10, Very Good, (218)
"Beautiful "
$73 nightly
The price is $97
Nov 2 - Nov 3
Total with taxes and fees
Fattoria il Milione Agriturismo

Forte16 View & Spa

9.6 out of 10, Exceptional, (870)
"Amazing hotel. "
$148 nightly
The price is $177
Nov 2 - Nov 3
Total with taxes and fees
Forte16 View & Spa

Numa Palazzo San Niccolò

9.4 out of 10, Exceptional, (169)
"The hotel is a great base for visiting Florence, in a slightly quieter neighbourhood but still plenty of food and drink options nearby and all the big attractions are a walkable distance away. The room was clean and the staff was friendly and helpful. "
$148 nightly
The price is $177
Nov 3 - Nov 4
Total with taxes and fees
Numa Palazzo San Niccolò

Firenze Rentals

9.2 out of 10, Wonderful, (416)
"Great stay, walkable to all the attractions. "
$156 nightly
The price is $201
Nov 1 - Nov 2
Total with taxes and fees
Firenze Rentals

Palazzo Graziani

9.2 out of 10, Wonderful, (608)
"Wonderful place! It's a real castle with 300 years of history. Walkable distance to the Dome and all the most important places to visit. "
$118 nightly
The price is $146
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Graziani

La Torre Del Cestello

9.0 out of 10, Wonderful, (213)
"We enjoyed our stay. Our room was very clean and quiet..a nice size room and enjoyed the fresco on the cieling. Very walkable. It only took 15 min walk to the train station. We enjoyed the area, and the many dining options. The gelato shop by the river (around the corner) was great. "
$117 nightly
The price is $142
Nov 2 - Nov 3
Total with taxes and fees
La Torre Del Cestello

Residence Porta al Prato

4.0 star property
8.8 out of 10, Excellent, (158)
"We stayed there with family, an old but good property."
$98 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Residence Porta al Prato

Corte Guelfa

3.0 star property
9.8 out of 10, Exceptional, (151)
"Best breakfast and friendly staffs."
$197 nightly
The price is $231
Nov 3 - Nov 4
Total with taxes and fees
Corte Guelfa

Palazzo Branchi

9.0 out of 10, Wonderful, (273)
"If you're thinking of going to Florence, this is the best place to stay at the hosts were super friendly and helpful. I cannot wait to go back to Florence to stay here again the proximity to all the amenities that Florence has to offer the safety of the area 10 on 10."
$118 nightly
The price is $144
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Branchi

Bob W Ponte Vecchio

9.2 out of 10, Wonderful, (202)
"We had a great time. Bob was extremely helpful throughout our stay."
$146 nightly
The price is $174
Nov 2 - Nov 3
Total with taxes and fees
Bob W Ponte Vecchio

hu Firenze Certosa camping in town

8.0 out of 10, Very Good, (45)
"Hu Firenze Certosa is a nice retreat from the bustling tourist center. The swimming pool is nice, it is affordable, the rooms are nice and staff is great. "
$42 nightly
The price is $50
Nov 4 - Nov 5
Total with taxes and fees
hu Firenze Certosa camping in town

Numa Florence Palazzo Belfiore

9.6 out of 10, Exceptional, (363)
"Great property, plenty of space for my family. The location is great, we were able to walk everywhere including the train station. "
$217 nightly
The price is $253
Nov 2 - Nov 3
Total with taxes and fees
Numa Florence Palazzo Belfiore

Serristori Palace Residence

9.6 out of 10, Exceptional, (155)
"Absolutely fantastic location and wonderful place to stay."
$145 nightly
The price is $174
Nov 2 - Nov 3
Total with taxes and fees
Serristori Palace Residence

NEW BSL Boutique Suite amazing View Terrace, Perfect for HONEYMOON and FAMILY

10.0 out of 10, Exceptional, (82)
"This is an amazing property...the views, the setting!!!!"
NEW BSL Boutique Suite amazing View Terrace, Perfect for HONEYMOON and FAMILY
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 Castellina in Chianti Hotel Reviews

Find out more about Castellina in Chianti

Find out more about Castellina in Chianti

Everything you need to know about Castellina in Chianti vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castellina in Chianti vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castellina in Chianti vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castellina in Chianti vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castellina in Chianti. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castellina in Chianti in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $50 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castellina in Chianti rentals

At Expedia, we put the best Castellina in Chianti vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castellina in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castellina in Chianti vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castellina in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Castellina in Chianti?

Yes, you can find vacation rentals near the most popular attractions in Castellina in Chianti, or you can go with a more remote option if you're looking for relaxation. Visitors to Castellina in Chianti speak positively about the countryside and wineries in this destination. Make sure you have time to check out the forests while you're in the area.

What are some of the best vacation home rentals in Castellina in Chianti?

Agriturismo La Ferrozzola: This Castellina in Chianti vacation home rental offers a terrace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other top choices in Castellina in Chianti are Villa with large garden in the Chianti hills and Farmhouse in the heart of the real chiantishire.

How many vacation rentals will I find in Castellina in Chianti?

With 84 Expedia vacation rentals, you're sure to find just the right place for your Castellina in Chianti stay.

What’s there to see and do in Castellina in Chianti?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Sentierelsa Trail. While here, City Hall Castellina In Chianti and Buondonno Winery are other places worth a visit.

What’s a vacation rental in Castellina in Chianti like?

A vacation rental is a private property you can stay in for several days or longer in Castellina in Chianti. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.