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Vacation rentals in Rocca San Casciano

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Top-rated vacation rentals in Rocca San Casciano

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Townhouse in Scandicci
4.89 out of 5 average rating, 332 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Superhost
Vacation home in Brisighella
5 out of 5 average rating, 4 reviews

Palazzo Metelli: Historic Art Flat & Garden Oasis

Historic residence where beauty, nature, and tradition come together. The Demetra apartment is part of a historic building protected under the Code of Cultural Heritage and Landscape (Legislative Decree 42/2004). It is located just 300 meters from the ancient Via degli Asini and the Medieval Village. The property features a secluded outdoor area nestled within the Palazzo. As our guest, this intimate space is yours to enjoy exclusively. ***Su richiesta è possibile aggiungere un letto.***

Guest favorite
Home in Civitella di Romagna
5 out of 5 average rating, 7 reviews

Sode del Mardello Farm

Completely renovated apartment in a semi-detached house in the hills of Civitella di Romagna. Located in the countryside, the apartment, which is on the ground floor, is surrounded by fields and woods that offer quiet and natural views. It has parking and is 30 km from Forlì, 50 km from the Romagna Riviera, 10 km from Santa Sofia where you can relax in the waters of the Bidente River and 23 km from the Ridracoli Dam in the Foreste Casentinesi Park. It is 2.8 km from the center of Civitella.

Top guest favorite
Villa in Bertinoro
4.98 out of 5 average rating, 80 reviews

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Top guest favorite
A charming stone chalet is surrounded by colorful autumn foliage, featuring wooden shutters and a balcony that overlooks the landscape. The vibrant leaves contrast with the earthy tones of the building, while the lush green lawn is scattered with fallen leaves.
Cabin in Monzuno
4.97 out of 5 average rating, 116 reviews

House with a view surrounded by nature_ 5

A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!

Top guest favorite
Condo in Castrocaro Terme e Terra del Sole
5 out of 5 average rating, 16 reviews

Elegant 2-Suite Residence, near the Thermal Baths

Relax with the whole family in this newly renovated, quiet, bright and cozy accommodation in a quiet area. It has 2 comfortable Suites . 2 bathrooms complete with every comfort. Large open-plan living room with two comfortable sofas, one of which becomes the third double bed. Watch your favorite programs on the 55'' Samsung Smart Tv with Netflix and Youtube. In the fully equipped adjacent kitchen you can cook and dine at the 6-seater table. The accommodation is fully air-conditioned.

Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 222 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top guest favorite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 428 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Top guest favorite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 136 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Superhost
Vacation home in Reggello
4.88 out of 5 average rating, 208 reviews

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

Top guest favorite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 311 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Guest favorite
Condo in Tredozio
4.89 out of 5 average rating, 28 reviews

La Clombera 1 Luminous Historic Apt & Pool

The apartment is part of a cozy country house located on the border between Romagna and Tuscany. The house is surrounded for three-quarters by about nine thousand square meters of land and it’s spread on four stories. On the second one two apartments are located and have been recently renovated. Both the apartments are fully furnished in order to provide our guests with a great comfort!

Popular amenities for Rocca San Casciano vacation rentals