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Vacation rentals in Pian dell'Isola

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Top-rated vacation rentals in Pian dell'Isola

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

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Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 112 reviews

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Top guest favorite
Apartment in Leccio
5.0 out of 5 average rating, 45 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
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, 104 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.

Guest favorite
A tranquil outdoor pool area is enclosed by greenery, featuring sun loungers and umbrellas. Clear blue water reflects the surrounding hills under a sunny sky. A rustic shower stands to one side, inviting guests to refresh after enjoying the scenic landscape.
Home in Bagno A Ripoli
5.0 out of 5 average rating, 8 reviews

Casa Spiano

14 km from Florence, Casamaggio is the ideal place to also enjoy the natural beauty of the Florentine countryside. Located at the end of the village of San Donato in Collina, where essential services are also available on foot, it is ideal for those who want to visit Florence with local transport/buses. Casamaggio is a characteristic rural building, which directly overlooks the olive grove, and whose terrace facing east enjoys a panoramic view of the Valdarno.

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, 429 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
Home in Troghi
5.0 out of 5 average rating, 86 reviews

Felciolina Medieval Countryfarm close to Florence

FELCIOLINA is a historic farmhouse dating back to the year 1000, surrounded by nature and boasting a large terrace. The perfect way to experience the Tuscan countryside in complete freedom and relaxation, just 30 minutes from Florence and the Chianti region. Ideal for families and groups of friends. Enjoy the views and scents of nature: you'll be greeted with fresh fruit and a fine local wine for a welcome aperitif. Book now, we look forward to seeing you!

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, 138 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.

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, 55 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.

Superhost
A charming stone building is seen surrounded by lush greenery, featuring a terracotta roof. The outdoor area includes a stone patio with wooden chairs and tables, accented by blooming purple flowers and potted plants, with rolling hills visible in the background.
Apartment in Pelago
5.0 out of 5 average rating, 52 reviews

Fienile

Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.

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.

Superhost
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, 219 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.

Guest favorite
Home in Rignano sull'Arno
5.0 out of 5 average rating, 9 reviews

Villa Beatrice with Exclusive Garden

This independent residence in Rignano spans two levels and is surrounded by a 2,500-square-meter private fenced park. The outdoor space is designed for autonomy and privacy, featuring a large table for al fresco dining and a six-person jacuzzi for exclusive use. Convenience is guaranteed by private parking for up to three vehicles located directly alongside the house.

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