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

Apartment in Pontassieve

4.94 out of 5 average rating, 136 reviews

Casa Romoli mini apartment with a view

Two-room apartment in the village, the historic center of Pontassieve, on the 2nd floor of a small condominium without an elevator, a 10-minute walk from the train and bus station with frequent trips to Florence (23 minutes), Mugello, Consuma, Vallombrosa and the luxurious The Mall Outlet. Consisting of 1 bedroom with reclining single bed, TV, large wardrobe and 2 windows overlooking the river and the Medici bridge, 1 kitchen-living room with Google Cast TV, sofa convertible into single bed and 1 bathroom with shower.

Top guest favorite

Aerial view showcases the rustic property nestled among the lush vineyards. Sunlight casts a warm glow over the hills, while a sparkling pool is situated near the residences, surrounded by greenery. The tranquil landscape includes gently rolling hills and rows of grapevines.

Condo in Noce

5 out of 5 average rating, 253 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favorite

A private swimming pool with clear blue water is surrounded by elegantly arranged lounge chairs. The rustic stone house and lush greenery provide a natural backdrop, while distant hills are visible under a bright blue sky with scattered clouds.

Farm stay in Reggello

4.96 out of 5 average rating, 163 reviews

Stone farmhouse, exclusive private pool

Podere Montebono is located on the hills of Reggello just 30 km from Florence. Ideal for reaching cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, olive trees, a garden and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 double bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 5 people) We do not rent single rooms. Barbecue area. Total privacy.

Guest favorite

Farm stay in Figline e Incisa Valdarno

4.92 out of 5 average rating, 325 reviews

Bioagriturismo colline Firenze 3p

Ready for an authentic rural Tuscan lifestyle experience? The deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .The farm is half an hour drive from Florence in the South-Eastern hills (consider to drive the last 3 km on a paved narrow beautiful and winding country road).

Top guest favorite

The spacious open-plan living area features a high, wooden-beamed ceiling and a large skylight allowing natural light to fill the space. A dining table is set for gatherings, and a cozy seating area with a sofa is complemented by decorative plants and a soft area rug.

Condo in Leccio

4.99 out of 5 average rating, 72 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

Superhost

Aerial view of the villa complex surrounded by lush greenery and olive groves. A spacious pool is centrally located, with well-maintained lawns and trees framing the property. Rolling hills and a clear sky are visible in the distance, enhancing the tranquil countryside setting.

Villa in Rignano sull'Arno

4.95 out of 5 average rating, 138 reviews

Tuscan Dream Villa @ Rustic Elegance Near Florence

🌿Welcome to Villa La Conigliera🌿, an ideal retreat for a romantic getaway or a relaxing stay, just a few kilometers from Florence. 🌟Set in the peaceful Tuscan countryside, overlooking an ancient courtyard, it blends rustic charm with modern comfort. Perfect for couples or families with a newborn, with a crib available upon request 👶. Two adjacent villas for 4 and 6 guests complete the hamlet. 🚗 A car/motorbike is recommended for exploring the beautiful surroundings.

Superhost

An aerial view showcases a scenic pathway leading through rows of vines towards a welcoming villa. Lush greenery surrounds the property, with tall trees lining the entrance. The expansive landscape features rolling hills under a bright sky.

Apartment in Rignano sull'Arno

4.69 out of 5 average rating, 48 reviews

Deluxe Apartments

Deluxe apartments Grechetto e Vernaccia are located inside the Borgo Casagrande, a small borgo, consisting of various apartments and a villa, surrounded by the vineyards of our estate. The two 2 apartments, located on the first floor, with 1 bedroom, kitchen, living room and 2 bathrooms. Both have air conditioning and views of the vineyards. Open space on the ground floor with table and chairs. Shared pool. Assignment at the time of arrival, according to availability.

Top guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 196 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

Top guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 379 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. 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.

Guest favorite

Castle in Bagno A Ripoli

4.91 out of 5 average rating, 554 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Guest favorite

A serene outdoor area showcases a swimming pool bordered by sun loungers under large umbrellas. Lush greenery and blooming shrubs create a tranquil environment, with a villa visible in the background. The sky is bright with scattered clouds, enhancing the inviting atmosphere.

Villa in Rignano sull'Arno

4.91 out of 5 average rating, 66 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.

Guest favorite

A spacious green garden is visible, dotted with trees offering natural shade. A wooden dining table with chairs is positioned under the trees, providing an inviting setting for outdoor meals. The rustic brick building stands in the background, complementing the serene surroundings.

Farm stay in Simignano

4.89 out of 5 average rating, 198 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

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Popular amenities for Pian dell'Isola vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pian dell'Isola

Top guest favorite

An outdoor terrace is featured, with a wooden table and chairs arranged for dining. A stone wall forms part of the structure, and a barrel sits nearby. The view includes rolling hills and greenery, illuminated by natural light under a clear blue sky.

Apartment in Pelago

5 out of 5 average rating, 24 reviews

Barn

KatherineRating, 5 stars4 weeks ago

We loved our stay here!! The view is absolutely beautiful. The apartment had everything we needed and it was super clean. There is also a train station right down the road for an easy train ride into Florence if that is something you are wanting to do. Would definitely recommend staying here!

Guest favorite

A spacious estate is nestled among rolling hills and lush greenery, surrounded by trees and olive groves. The warm colors of the sunset highlight the rustic architecture of the building, creating a serene and picturesque countryside scene.

Private room in Pelago

4.9 out of 5 average rating, 379 reviews

Deluxe Room at Tenuta Risalpiano

MartinaRating, 5 stars1 day ago

The stay with Valentina was absolutely wonderful. The place is incredibly beautiful, surrounded by nature and filled with a peaceful energy. We felt truly welcomed and cared for from the moment we arrived. The meals were homemade with love and full of flavor, adding a special touch to the whole experience. We’re so grateful for our time here and would love to come back again!

Guest favorite

A stunning view from a hillside captures a serene pool area at sunset. The scene is filled with vibrant colors in the sky, with lounge chairs arranged beside a sparkling pool. Trees and distant hills are visible in the background, adding depth to the landscape.

Hotel room in Castelfranco di sopra

4.89 out of 5 average rating, 165 reviews

Romantic Medieval Village with pool

OguRating, 5 stars1 week ago

We had a great stay and the host Oscar and crew were very friendly and helpful. You can really relax at this place, the atmosphere was very nice and cozy. The service was very good, when we arrived the kitchen was closed but we still got lunch. Furthermore this place is an oasis of peace with a beautiful view. If you are looking for quiet place, then this is the spot.

Guest favorite

A natural landscape features a stone bridge arching over a stream. Lush greenery and vibrant autumn foliage are visible on the surrounding trees, reflecting colorful hues in the water. A small waterfall can be seen flowing gently beneath the bridge.

Private room in Figline e Incisa Valdarno

4.82 out of 5 average rating, 176 reviews

Bed - Casa Iside

LouisRating, 5 stars2 weeks ago

Place was as described and Verena was very friendly and approachable. The location is peaceful and not too far (about forty minutes via regional train) from Florence. Can easily recommend.

A set of large glass doors is framed by rustic stone and brick, providing a view of a charming outdoor area. The reflection of the surrounding garden is visible in the glass, while a decorative book rests on a stone step in front.

Barn in Pontassieve

5 out of 5 average rating, 3 reviews

Il Fienile di Bisarno – your dreamy Tuscan retreat

FrancescoRating, 5 stars3 weeks ago

I highly recommend this wonderful place. The house is beautiful, brand new, and freshly renovated, nestled in the Chianti wine region and very close to Florence. Francesco is a fantastic host: attentive, a great conversationalist, extremely kind and caring. He's also a great wine expert, a sort of ambassador of Tuscan identity— he truly makes you feel at home.

Guest favorite

A gravel courtyard is flanked by the rustic facade of a two-story building, featuring brick and stucco elements. Flowering pots are arranged along the path, and trees provide greenery. Rolling hills are visible in the background under a partly cloudy sky.

Home in Reggello

4.92 out of 5 average rating, 12 reviews

Podere la Carraia

MelindaRating, 5 stars3 weeks ago

Each meal could be taken outside, there were various seating areas on the property, so that you could always enjoy the view of the landscape (incl. sunset). Pool and tennis court were the attractions and everyone got their money's worth. Highly recommended!

Top guest favorite

The image features a panoramic view of rolling hills illuminated by a soft sunset glow. Rustic rooftops lead towards the horizon, where the undulating landscape is dotted with trees and distant structures. The scene captures the tranquil beauty of the Tuscan countryside.

Private room in Reggello

4.91 out of 5 average rating, 261 reviews

In the heart of Tuscany Il Marviglio B&B

TaishaRating, 5 stars2 weeks ago

Staying with Matteo and his family was such a pleasure. Don’t miss out on dinner, Matteo is a fantastic cook and the view from the terrace is unbeatable. I took a beautiful hike straight from the house, and they were super flexible about picking me up from the train station. It was the perfect oasis after the bustle of Firenze. Thanks for everything! Hope to be back soon!

Guest favorite