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Holiday Rentals in Rocca San Casciano

Our top choices for Rocca San Casciano holiday rentals

"We were warmly welcomed, although our arrival was very delayed due to traffic. Guido was a great host and gave us lots of great recommendations for trips and restaurants. It really is a magical place and we enjoyed every second. Thank you for the wonderful time!"

"thank you"

"Super villa! We were two families with 5 kids in total. Great with two separate apartments, large rooms, and quiet and beautiful surroundings. "

Apartment, Multiple Bedrooms, City View | Exterior

includes taxes & fees

25 Aug - 26 Aug

"We will be back next year !!!!!!!"

"We stayed here after some lengthy traveling and it was the perfect place-beautiful and peaceful, an authentic villa with a welcoming host! We felt like family and look forward to returning. Thank you for such a great stay!!"

"The villa is rustic but spacious and beautiful. Monica and family arranged everything beautifully for our party with 26 guests. Very attentive and let us know when special events were going on etc. our stay was wonderful."

"It was a really nice stay in the House with Pool, Pizza Oven and nice Rooms."

"Very quiet place off the beaten track. You need a car to get to town. Owner was very nice and helpful. Apartment is small but has everything that is needed. To get to the bath room at night is a little challenging but we managed. We would rent it again if we come to the area."

"This property is exactly how I envisioned the italian countryside! Cornelius's sculptures only helped to enhance my experience. They are truly great hosts!!!"

"In dem Haus kann man sich wihlfühlen und die Gastgeber sind reizend."

"Molto bella, ottima organizzazione"

"Everything perfect."

"Very lovely restored house with fantastic view over the hills, super friendly owner, great place to be alone and enjoy Italy."

"Beautiful vacation."

"We have spent a excellent holiday! environment was great, house was perfect for a familie 4-5 pers. House is maintained very well, is well equipped and the outdoor is wonderful with an excellent swimming pool and beautiful garden. Warm welcome, good communication before and during our stay. I would highly recommend the house."

"Our family consists of 9 adults and an infant. The property was perfect for us and it’s location is awesome with gorgeous views.We would definitely stay there again. Also, the property management is incredibly responsive and nice!"

"We came to Italy to compete at the Dragonboat Club Crew World Championships. We are a big team so having such a beautiful large and spacious accommodation made our experience very memorable. We could relax after a long day of competition and find many private areas when we were looking for solitude. I strongly recommend this property to any sports team looking for accommodation. We even hired a private chef to come every other night. Made our liver very convenient while the food was delicious."

"Check in mit Nadia lief problemlos. Sehr freundlich und herzlich. Die Küche ist klein aber alles da was man braucht. "

includes taxes & fees

24 Sept - 25 Sept

"Nous avons beaucoup aimé l'ambiance de la maison et son environnement. C'est une maison avec beaucoup de charme et de personnalité. Elle est lumineuse, bien équipée et soigneusement décorée. La vue est très belle de toutes les pièces. Le lieu est facilement accessible et proche de nombreux sites d'intérêt, tout en demeurant très calme. Le contact avec le propriétaire a été très agréable et le panier d'accueil généreux. Nous avons eu quelques soucis avec le chauffage mais cela a été réglé...

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Top Rocca San Casciano Hotel Reviews

Locanda di Casa Spadoni

8/10 Good

"The hotel was very nice and as expected, good breakfast and the food from the restaurant was first class. Travelling as a family a big draw of this accomodation was the pool. This was not the cheapest hotel around I figured this to be because it had a pool. I was a little surprised (albeit not the for the first time I'm Italy) that the pool was extra charge, and not a small amount either. I'm not sure if I missed it but this was not communicated on hotels.com. The pool was very nice, it was clean and had good facilities, but it comes at a cost. All in all very nice. Lost a few points for service as during our whole stay there was no one on the front desk to speak to."

Large Watermill Villa near Florence - Mountain views

10/10 Excellent

"We had a fabulous stay at Villa Bucigna (end July 2025). We were a large group of 17. 14 adult's and 3 young children. There was ample space for all of us across the 2 villas and wellness centre. Communication with Peter and his family during our stay was excellent and some minor issues were dealt with promptly. The location is stunning with fantastic views and the sunsets over the mountains are fabulous. Its restful and peaceful location (although the cicadas can be quite vocal during the day!) but you are staying in the countryside. The swimming pool, hot tub and sauna are wonderful. And we used all of them during our stay.The swimming pool is on lovely sunny and sheltered terrace below the villas.The houses were well equipped for every day use with a lovely large kitchen in one of the villas which made catering for all of us a breeze. We also had some wonderful meals cooked for us by local chefs Max and Cri. The food and service was exceptional, both friendly and attentive. The antipasta spread was amazing with a cheese and meat selection along with such appetizers as artichokes, chicken liver pate on toast, bruchetta and veal in a tuna sauce. Mains were also delicious with two courses followed by a dessert. All served with wines from the region. They were more than happy to cater for dietary requirements, we had a vegetarian and a person with a nut allergy. All at a very reasonable price, wine included. Would thoroughly reccomend the experience. "

Find out more about Rocca San Casciano

Everything you need to know about Rocca San Casciano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rocca San Casciano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Rocca San Casciano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rocca San Casciano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rocca San Casciano. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rocca San Casciano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rocca San Casciano holiday rentals we have selected for you start as low as €110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rocca San Casciano rentals

At Expedia, we put the best Rocca San Casciano holiday 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 Rocca San Casciano 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 Rocca San Casciano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rocca San Casciano. 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

Can I find a holiday rental in Rocca San Casciano?

Yes, there are holiday rentals close to the most popular sights in Rocca San Casciano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rocca San Casciano has to offer?

The Farmhouse of Caiano between nature, culture and swimming pool: This holiday home rental outside of Rocca San Casciano is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Rocca San Casciano?

Explore the area and family-friendly sights such as Indiana Park Terme della Fratta, or get out into nature at a spot like Civorio Waterfall. In the wider area, you’ll find Birthplace of Benito Mussolini and Caserma dei Carabinieri.

What’s a holiday rental in Rocca San Casciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rocca San Casciano. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

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Holiday Rentals in Rocca San Casciano

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Holiday Rentals in Rocca San Casciano

Our top choices for Rocca San Casciano holiday rentals

The Farmhouse of Caiano between nature, culture and swimming pool

Large Watermill Villa near Florence - Mountain views

Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free

Les Trois Merveilles Green Fernando

Pet-friendly cosy cottage+poolclose to Florence. Great views. Capannina. sleeps2

An 800 villa in the Tuscan countryside - a quiet place - pool - culture

Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,

Amazing countryside villa with private pool in Tuscany between Arezzo & Florence

Romantic detached cottage with pool, in a farm between Arezzo and Florence

La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)

LASTRI HOUSE - IN THE HEART OF THE CASENTINO FORESTS PARK

Villa with pool and garden at the gateway to the Casentino Forest National Park

WEDDINGS VILLA 4 SEASONS 13 bedrooms, private exclusiv pool per 16/30 guests

FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA

Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views

In the heart of the Casentinesi Forest Park

LUXURY VILLA BELVEDERE - Sea view with pool & spa

Tenuta Bagni de'Consoli 24, Emma Villas

Country House 2 <br>

Villa in a fairytale little wood

Top Rocca San Casciano Hotel Reviews

Locanda di Casa Spadoni

Large Watermill Villa near Florence - Mountain views

Hotel Fontanelle

Borgo Condé Wine Resort

Grand Hotel Forlì

Best Western Hotel Globus City

Hotel Olimpia

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Vittoria

Find out more about Rocca San Casciano

Frequently asked questions