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Vacation rentals in Pian dell'Isola

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Top-rated vacation rentals in Pian dell'Isola

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 180 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Top guest favorite
A wooden cabin is surrounded by lush greenery, featuring a covered patio with lounge chairs. An outdoor wooden tub is situated nearby, with landscaped gravel and stones creating a natural setting. Large windows offer views of the tranquil forest, enhancing the serene atmosphere.
Cabin in Leccio
5 out of 5 average rating, 45 reviews

Cabin in the woods in Tuscany with exclusive bathtub

Soggiornerai in una fantastica ed esclusiva baita di legno immersa in un bosco all'interno di un favoloso parco naturale sulle colline fiorentine. A venti minuti da Firenze e alle porte del Chianti, potrai connetterti a pieno con la natura godendo nel contempo di ogni comfort: la baita è dotata di grande vasca esterna esclusiva (non riscaldata), aria condizionata, cucina, bagno con doccia idromassaggio, ampio patio esterno coperto per cenare o gustare un aperitivo della nostra azienda agricola.

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 153 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
Apartment in Leccio
5 out of 5 average rating, 41 reviews

Villa la Loggia 2.0

Villa La Loggia🌱 In the heart of Tuscany, just minutes away from major cities such as Florence, Arezzo and Siena, but immersed in the countryside, in a small and quiet village, Villa La Loggia offers a beautiful and spacious apartment. • 2 bedrooms 💕with 2 private bathrooms 🚿 • 1 double sofa bed 🛋️ • 2 deck chairs + 1 umbrella in the shared pool🏖️ and all the amenities for a perfect overnight stay. Florence: 30 km/25 min Arezzo: 50km/40min Siena: 60km/60min

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.

Guest favorite
Castle in Tignano
5 out of 5 average rating, 24 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

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, 427 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.

Superhost
An inviting living space features exposed wooden beams and terracotta tiles. A dining area with a wooden table is set for a meal, accompanied by upholstered chairs. Natural light filters through a window, illuminating the warm yellow walls and the adjacent kitchen area.
Apartment in Rignano sull'Arno
4.79 out of 5 average rating, 125 reviews

Lambrusco & Brunello & Morellino:

The apartments Brunello, Lambrusco and Morellino are located inside the Borgo Casagrande, a borgo consisting of various apartments and a villa, surrounded by the vineyards of our estate. All the apartments consist of 1 double bedroom, 1 bathrooms, kitchen and living room. Located on the ground floor, with air condition on the living room, have outside space with table and chairs. Shared pool. Assignment, at the time of arrival, according to availability.

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, 134 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.

Guest favorite
The villa exterior features a warm yellow facade with a rustic tiled roof. A shaded seating area is provided by a large umbrella, complemented by flowering plants in stone planters. The surrounding greenery enhances the tranquil atmosphere of the property.
Villa in Rignano sull'Arno
4.91 out of 5 average rating, 92 reviews

VILLA with Pool - 3 Bedrooms (each with bathroom)

In the heart of the Florentine Chianti region, a few km from the Incisa-Reggello motorway exit and the big designer Outlet The Mall, stands Villa Luisa, a recently restored residence where past and present merge into a unique mix to guarantee guests maximum comfort. The property offers ideal accommodations for group stays or large families vacations. The outdoor swimming pool is a pleasant diversion on hot summer days.

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 214 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Top guest favorite
The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.
Home in Bagno A Ripoli
4.99 out of 5 average rating, 183 reviews

Tuscany .Countryhouse on the Florence's hills

Casa recentemente ristrutturata in colonica Toscana dell'800 circondata da colline, vigneti e oliveti situata nella zona del Chianti e distante 1 km dal paese (Antella) e 20 minuti di macchina da Firenze centro. L'alloggio è dotato di raffrescamento per i mesi estivi anche se i muri molto spessi in pietra garantiscono una temperatura gradevole anche in estate.

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