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Holiday houses in Pian dell'Isola

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Top-rated holiday rentals in Pian dell'Isola

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Top Guest favourite
Home in Troghi

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.

FamilyLocationView

5.0 out of 5 average rating, 90 reviews
Top Guest favourite
Condo in Leccio

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

FamilyValueQuiet

4.97 out of 5 average rating, 101 reviews
Top Guest favourite
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

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.

LocationValueAccess

4.99 out of 5 average rating, 227 reviews
Top Guest favourite
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

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.

LocationFamilyCleanliness

4.98 out of 5 average rating, 107 reviews
Top Guest favourite
Farm stay in Greve in Chianti

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.

FamilyLocationParks

4.99 out of 5 average rating, 516 reviews
Top Guest favourite
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

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.

FamilyLocationLong stay

4.96 out of 5 average rating, 139 reviews
Top Guest favourite
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

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.

LocationFamilyAmenities

5.0 out of 5 average rating, 59 reviews
Top Guest favourite
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

Barn

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.

LocationValueOutdoor spaces

5.0 out of 5 average rating, 55 reviews
Superhost
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

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.

LocationFamilyNearby

4.91 out of 5 average rating, 99 reviews
Superhost
Apartment in Rignano sull'Arno

Andromeda III room for 2 with a private bathroom

The new rooms at Poggio 3 Lune are the result of a harmonious encounter between the past and the present. Historic furniture, full of charm and history, interacts with designer furnishings and modern details, creating unique, refined and welcoming spaces. The stay includes breakfast and entry to the swimming pool, so you can experience Poggio 3 Lune at any time of the day, amidst elegance, history and well-being.

HospitalityDecorBreakfast

5.0 out of 5 average rating, 3 reviews
Top Guest favourite
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

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.

LocationFamilyCheck-in

4.95 out of 5 average rating, 221 reviews
Top Guest favourite
Home in Rignano sull'Arno

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.

FamilyLocationDecor

5.0 out of 5 average rating, 11 reviews

Popular amenities for Pian dell'Isola holiday rentals