
Apartment holiday rentals in Roccastrada
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Top-rated apartment rentals in Roccastrada
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Rooftop with Breathtaking Views. Short Walk to The Duomo.
Climb the white marble staircase to the breathtaking rooftop terrace, boasting unforgettable views of the hills surrounding Florence and the historic center. This apartment has been newly renovated, mixing different kinds of architecture and design. In the flat there is plenty of space for your smart-workstation: internet is fast and reliable, accessible from every corner. We take particular care in sanitizing all the critical areas, in particular the space is sanitized by means of ozone generators. The apartment is newly restyled with a very special taste, mixing different styles in the architecture and design. It is a 2 floors apartment at the last floor of a mid 20th century building right outside the historical city center: at the first floor there are the bedrooms (a Suite and a second bedroom) the bathroom and a wardrobe room. The Suite is introduced by an elegant living area with a separè industry in glass and iron dividing it from the double bedroom with balcony and fireplace. The second bedroom has a big wardrobe with mirrors, a fine couch and twin beds to be disposed at one's will. Through an elegant white marble staircase we have access to the brand new rooftop kitchen and the wide terrace with a view on the hills sorrounding Florence and spots of the old buildings of the historic center. The apartment is entirely reserved to our guests, access to it is by the staircase or by elevator with private access to the floor. The rooftop terrace is only for our guests with sole access from inside the apartment by a staircase. At the same floor in a separate flat live the owners, always ready to help! The owner lives next door and is always available if needed. Chez Geraldine is an apartment just outside the historical center. It’s predominantly a residential district, but the cathedral, Galleria dell'Accademia, and Piazza San Marco are a 15-minute walk away. Food stores, restaurants, and bars are close by. AVAILABLE 4 BIKES (adult size) for our guests, included in the price. Please, use it with care and lock it well each and any time you leave them without custody, thank you. IN CASE OF THEFT OR SEVERE DAMAGE DUE TO NEGLIGENCE YOU WILL BE REQUESTED TO PAY THE VALUE OF THE BIKE OF 160€. Thank you WALKING: the city center is at only 15 mins walking. BY BUS: a few steps away from the building there are buses to the city center and the station.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Bruna's House
LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room, we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Casa Bonari - a paradise for the eyes
Casa Bonari is a self-contained, non-shared, single-storey apartment within a villa at the foot of Monticchiello. It comprises 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in a Tuscan style, combining restored, heirloom furniture with contemporary features. The kitchen is fully equipped, and the flat is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

Enjoy a Boutique Penthouse Near the Duomo
Penthouse Apartment situated a few steps from the Duomo. The private terrace offers a stunning view at 360 degrees overlooking the city's historical centre. Interiors are characterised by a modern and elegant design, with great attention to detail. BSL Boutique Suite has nothing to envy to the suites of the most luxurious hotels. The penthouse is located a few steps from the Duomo of Florence—an ideal location to sightsee the city's monuments.

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

agriturismo il poderuccio "sweet apartment"
The IL PODERUCCIO farmhouse has several apartments, including: -A romantic apartment inaugurated in 2019 consisting of a private bathroom and a single room with a double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia equipped for outdoor dining and a magical window overlooking a breathtaking view.
Popular amenities for Roccastrada apartment rentals
Weekly apartment rentals

Casa Le Contesse

Terrace with a view of Siena

Vicolo Porte 21/23, Massa Marittima, Jacuzzi

Romantic cottage with panoramic view

House of Delights - The Medici private leisure house

Le Splandole Farm – Crete Senesi

Dimora dell'Erbe - Rooftop Apartment

I Tramonti di Eramo, central Montepulciano.
Private apartment rentals

Panoramic Country Suite Montalcino

Penthouse in small medieval castle near Florence

Impressive renaissance residence w/lift

Oltrarno 1881 - Secret Garden with Turkish bath

Magnificent 2 BR with Terrace and Air Conditioning

Herons Superior Apartment - Splendid view!

divo little boutique home

Podere Belsogno
Apartment rentals with a hot tub

Apartment Alex - Tuscany Charme
Executive Apartment City Center

At the top faboulous terrace Florence

Japan Apartment Port Area with Balcony and Jacuzzi

Domus Nannini - L'Arco di Matteotti Spa

Nadja's Home with hot tub - perfect for couples

Luxury frescoed apartment in the historical center

Cherubini Palace Thematic Apartments "TIME"
Destinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Del Chianti
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Le Cannelle
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Siena Cathedral
- Antinori nel Chianti Classico
- CavallinoMatto
- Ugolino Golf Club
- Mount Amiata
- Terme San Filippo
- Vulci
- Val di Chiana





