Rocca San Casciano Holiday Rentals

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Check prices for these dates

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29 July - 30 July
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30 July - 31 July
This weekend
1 Aug - 3 Aug
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8 Aug - 10 Aug

Holiday Rentals in Rocca San Casciano

The Farmhouse of Caiano between nature, culture and swimming pool
Relax by the serene pool surrounded by lush greenery and a hilly landscape.

The Farmhouse of Caiano between nature, culture and swimming pool

9.8 out of 10, Exceptional, (23)
"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!"
The Farmhouse of Caiano between nature, culture and swimming pool
Romantic detached cottage with pool, in a farm between Arezzo and Florence
Relax by the pool surrounded by lush trees and comfortable lounge chairs.

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

9.6 out of 10, Exceptional, (5)
"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."
Romantic detached cottage with pool, in a farm between Arezzo and Florence
An 800 villa in the Tuscan countryside - a quiet place - pool - culture
Relax by the serene pool surrounded by lush greenery and trees, complete with lounge chairs and a sun umbrella.

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

9.4 out of 10, Exceptional, (29)
"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!!"
An 800 villa in the Tuscan countryside - a quiet place - pool - culture
Large Watermill Villa near Florence - Mountain views
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Large Watermill Villa near Florence - Mountain views

6.0 out of 10, (3)
"thank you"
Large Watermill Villa near Florence - Mountain views
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free
Relax by the serene pool surrounded by lush greenery and comfortable seating options.

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

9.8 out of 10, Exceptional, (35)
"Super villa! We were two families with 5 kids in total. Great with two separate apartments, large rooms, and quiet and beautiful surroundings. "
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free
Il Borgo di Villa Cellaia
Relax in a scenic outdoor seating area with a table and chairs, surrounded by a wall and railing, offering a view of the town.

Il Borgo di Villa Cellaia

10.0 out of 10, Exceptional, (5)
"Struttura meravigliosa, curata nei minimi dettagli. Eccellente attenzione al cliente, servizi ottimi"
Il Borgo di Villa Cellaia
Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,
Relax by the serene pool surrounded by lush greenery and a traditional building.

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

9.2 out of 10, Wonderful, (28)
"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."
Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,
Pet-friendly cosy cottage+poolclose to Florence. Great views. Capannina. sleeps2
Vibrant flowers adorn a stone ledge, set against a rustic backdrop of lush greenery and a clear sky.

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

9.6 out of 10, Exceptional, (35)
"We will be back next year !!!!!!!"
Pet-friendly cosy cottage+poolclose to Florence. Great views. Capannina. sleeps2
Les Trois Merveilles Green Fernando
Enter a welcoming space with a glass door and metal frame, flanked by brick walls.

Les Trois Merveilles Green Fernando

The price is AU$228
includes taxes & fees
12 Aug - 13 Aug
Les Trois Merveilles Green Fernando
Amazing countryside villa with private pool in Tuscany between Arezzo & Florence
Enjoy dining or socializing on the covered patio with a wooden table and comfortable chairs.

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

9.8 out of 10, Exceptional, (42)
"It was a really nice stay in the House with Pool, Pizza Oven and nice Rooms."
Amazing countryside villa with private pool in Tuscany between Arezzo & Florence
Villa with pool and garden at the gateway to the Casentino Forest National Park
Enjoy a meal under the shade of an umbrella, surrounded by a tranquil pool and beautifully manicured hedges.

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

10.0 out of 10, Exceptional, (2)
"Molto bella, ottima organizzazione"
Villa with pool and garden at the gateway to the Casentino Forest National Park
Villa in a fairytale little wood
Relax in this serene outdoor patio area with a transparent roof, surrounded by lush greenery and a wooden table for dining or socializing.

Villa in a fairytale little wood

9.0 out of 10, Wonderful, (11)
"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...
Villa in a fairytale little wood
FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA
Relax by the serene pool surrounded by lush greenery and rolling hills.

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

9.8 out of 10, Exceptional, (33)
"Very lovely restored house with fantastic view over the hills, super friendly owner, great place to be alone and enjoy Italy."
FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA
La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)
Situated in a lush forest, this cabin offers a serene escape with a ladder for easy access.

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

10.0 out of 10, Exceptional, (21)
"Satisfying in every way - stunning, charming, quiet, relaxing with a very gently and helpfull host"
La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)
WEDDINGS VILLA 4 SEASONS 13 bedrooms, private exclusiv pool per 16/30 guests
Relax by the serene pool surrounded by lush greenery and a tranquil atmosphere.

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

9.8 out of 10, Exceptional, (11)
"Everything perfect."
WEDDINGS VILLA 4 SEASONS 13 bedrooms, private exclusiv pool per 16/30 guests
Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
Relax in a serene outdoor space surrounded by lush greenery and distant mountains, perfect for wine tastings or social gatherings.

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

9.2 out of 10, Wonderful, (46)
"Beautiful vacation."
Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
In the heart of the Casentinesi Forest Park
Relax by the pool surrounded by lush gardens and a serene forest view.

In the heart of the Casentinesi Forest Park

9.6 out of 10, Exceptional, (29)
"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."
In the heart of the Casentinesi Forest Park
Country House 2 <br>
Surrounded by lush greenery, this garden features a charming wooden fence and a serene recreational area.

Country House 2 <br>

9.0 out of 10, Wonderful, (2)
The price is AU$218
includes taxes & fees
22 Aug - 23 Aug
Country House 2 <br>
Antico Borgo I Cancelli
Relax by the pool surrounded by lounge chairs and umbrellas.

Antico Borgo I Cancelli

8.6 out of 10, Excellent, (10)
"With being a man and not doing any research the location for the race track Mugello was very poor it might only be around 26 miles but on those roads it was more like 50 miles well over 1 hours travelling."
Antico Borgo I Cancelli
Perfect villa for 20 people!
Enjoy meals in this kitchen with oven and refrigerator, dining table, and tiled backsplash.

Perfect villa for 20 people!

Perfect villa for 20 people!
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 Rocca San Casciano Hotel Reviews

Borgo Condé Wine Resort

Borgo Condé Wine Resort

10/10 Excellent
"Absolutely stunning! "
Laura 3-night trip
Posted 7 days ago
Borgo Condé Wine Resort

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?

Romantic detached cottage with pool, in a farm between Arezzo and Florence: This holiday home rental outside of Rocca San Casciano is located in a rural location, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.