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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
The rustic farmhouse is set against a clear blue sky, featuring a textured stone façade with wooden window shutters. A gravel courtyard is visible, adorned with potted plants and outdoor seating, offering a welcoming entrance to the tranquil countryside surroundings.
Farm stay in Reggello
4.96 out of 5 average rating, 195 reviews

Stone farmhouse, exclusive private pool

Podere Montebono is located in the hills of Reggello, just 30 kilometers from Florence. Ideal for reaching art cities and natural sites. The farmhouse is isolated on a hill, immersed in nature, surrounded by olive trees, a garden, and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. Barbecue area. Total privacy.

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Top guest favorite
Home in Troghi
5.0 out of 5 average rating, 90 reviews

Historic residence 30 minutes from Florence

FELCIOLINA is a historic rustic farmhouse dating back to the year 1000, set in the countryside and featuring a large terrace. It offers a wonderful way to experience Tuscany in total relaxation, just 30 minutes from Florence and the Chianti region. Ideal for families and groups of friends, the apartment is very spacious and includes a furnished terrace, a covered loggia, and an antique wood-fired oven. You will be welcomed with fresh fruit and fine local wine for an aperitif.

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Top guest favorite
Condo in Leccio
4.97 out of 5 average rating, 101 reviews

Villa La Loggia 1.0

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. Entire apartment for exclusive use: • 1 bedroom 💕with private bathroom🚿 • 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

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Top guest favorite
The property is set against a lush green backdrop, showcasing extensive gardens and rolling hills. A charming stone farmhouse is visible, with a terracotta-tiled roof and balconies. The sparkling pool gleams in the sunlight, surrounded by trees and expansive greenery.
Villa in Rignano sull'Arno
5.0 out of 5 average rating, 49 reviews

​Villa Fonticina: Private Pool & Secluded Woods

Cozy and chic, late 19th-century stone villa, originally built as a farmhouse with an adjoining stable and barn. It has since been expertly renovated to create a single space, respecting the original layout and Tuscan tradition, while preserving original elements such as the attached wood-burning oven. Nestled in a large fully fenced garden in the Chianti hills of Tuscany, it is surrounded by olive trees and woodland with an exclusive-use pool, just 15 km from Florence.

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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, 227 reviews

Il Castello di 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.

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Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 107 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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Top guest favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 514 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure 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 The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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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, 139 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, history, convenience. (AC throughout). 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.

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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
5.0 out of 5 average rating, 58 reviews

Cabin in the woods in Tuscany with exclusive bathtub

You'll stay in a fantastic and exclusive wooden cabin nestled in a forest in a fabulous natural park in the Florentine hills. Twenty minutes from Florence and at the gates of Chianti, you can fully connect with nature while enjoying every comfort: the cabin is equipped with a large exclusive outdoor bathtub (unheated), air conditioning, kitchen, bathroom with hydromassage shower, large covered outdoor patio to dine or enjoy an aperitif from our farm.

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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, 99 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.

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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, 220 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.

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Guest favorite
A rustic two-story structure is framed by lush greenery, showcasing stone and brick elements. Windows are adorned with decorative iron bars and window boxes, adding character. The inviting exterior is complemented by a blue sky and gentle hillside, creating a serene countryside setting.
Home in Rignano sull'Arno
4.92 out of 5 average rating, 157 reviews

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-

An ancient barn totally renovated, big (140 mq) and detached house, immersed in the green of Tuscan countryside with a big private garden. The house is only 20 Km away from Florence. The ancient barn, on top of a hill, is sorrounded by olive trees.

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