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Holiday houses in Masseto

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Top-rated holiday rentals in Masseto

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Top Guest favourite
A private garden setting is featured, showcasing a circular wooden dining table set with plates and glasses. Sun loungers are positioned nearby for relaxation. Lush greenery surrounds the area, with a wooden shed visible in the background, complementing the tranquil outdoor experience.
Home in Pontassieve
5 out of 5 average rating, 18 reviews

Relaxation oasis between Florence and Chianti hills

Experience Tuscany between nature and city! Delightful apartment with large private garden, between Florence (15 min by train or car) and the Chianti hills. Excellent base for exploring the region, thanks also to the nearby motorway access (7 km). It offers 4 beds, an equipped kitchen and an outdoor dining area with barbecue. Pet-friendly apartment perfect for families, couples or friends looking for tranquility and comfort. A green haven just a few minutes from the centre of Florence but far from the chaos of the city.

Top Guest favourite
A well-organized kitchen area is presented, featuring a wooden dining table accompanied by four chairs. Natural light enters through a nearby window, illuminating a vase with fresh flowers. A small shelf holds various kitchen items, and a microwave and coffee maker are visible on the countertop.
Condo in Pontassieve
4.94 out of 5 average rating, 168 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 favourite
The exterior of a restored barn is showcased amidst a scenic landscape. Natural elements include lush green grass, a tall tree, and a gentle slope leading to a hill. A wooden pergola provides shade, and rustic stone walls feature a blend of earthy tones.
Home in Pontassieve
5 out of 5 average rating, 46 reviews

La Quercia House in the countryside

In a panoramic position 15 km from Florence, it is the only apartment in an ancient restored barn. Suitable for those who want to enjoy the peace of the countryside but also comfortably visit places of art. 3 km away are the towns of Pontassieve and Sieci with all services including railway stations from which, in 20 minutes, you can reach the center of Florence. The wonderful countryside and the proximity to the historic buildings including the church of San Martino make the place enchanting.

Top Guest favourite
A rustic farmhouse is nestled in the Chianti hills, surrounded by lush, well-maintained greenery. The gentle slope of the landscaped garden leads towards the distant rolling hills, creating a serene rural landscape under a clear blue sky.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 404 reviews

Farmhouse with pool in Chianti

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 on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

Top Guest favourite
Condo in Santo Spirito
4.99 out of 5 average rating, 261 reviews

Lovely Apartment on the Arno river ~ Oltrarno

Cosy apartment in one of the most fascinating buildings of the Florentine Lungarni overlooking the Arno River. It is located in a historic Private Museum, one of the most particular places in the Oltrarno, in the most authentic neighborhood of the city. Apartment completely sanitized. ATTENTION: The building and the apartment DO NOT HAVE SELF CHECK-IN it is always important not to lose or forget your house keys, especially at night. CIN IT048017C2TOR5XVML CODICE CIR 048017LTN6204

Top Guest favourite
The exterior of the renovated barn is constructed with natural stone, featuring a large arched window and a sleek glass door. Flower pots filled with colorful blooms line the entrance, enhancing the inviting atmosphere. Olive trees and lush greenery can be seen in the surroundings.
Barn in San Francesco
5 out of 5 average rating, 29 reviews

La Capanna - Delightful stay in the renovated barn

Allontanati da tutto e dormi sotto una coltre di stelle! Il nostro alloggio è vicino alla principale città toscana di Firenze, Arezzo, Siena, San Gimignano, Volterra, San Miniato e piccoli paesi ricchi di cultura e tradizioni. Bellissimi sono i panorami e gli ottimi ristoranti nei dintorni con la loro cucina tipica toscana. Il rinnovato fienile ti piacerà per la sua atmosfera tranquilla e per gli spazi all'aperto nel verde. È adatto a coppie o famiglie con bambini. Pet friendly!

Top Guest favourite
A serene bedroom is illuminated by two pendant lights, creating a soft ambiance. A spacious bed is dressed in neutral linens, accompanied by a blanket draped over the side. Large windows with light, flowing curtains offer a view of the lush green surroundings.
Apartment in San Francesco
5 out of 5 average rating, 27 reviews

Elegant riverside retreat near Florence

Welcome to our elegant suite on the banks of the River Sieve, just 20 km from Florence – perfect for guests traveling by car. Enjoy peaceful river views, lush green surroundings, and a newly renovated interior with a cozy living room and spacious terrace. We’re 2 km from Pontassieve (about a 20-minute walk), where frequent trains reach Florence in just 20 minutes. “The Mall” luxury outlet is only a 15-minute drive, making this the ideal base for a relaxing Tuscan getaway.

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
4.99 out of 5 average rating, 210 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 favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 163 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
5 out of 5 average rating, 278 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Guest favourite
The historic tower apartment, part of a small castle, is surrounded by lush greenery and trees. The building features multiple windows, showcasing traditional architectural elements. A picturesque garden with low shrubs and budding flowers provides a tranquil atmosphere, inviting exploration of the outdoor space.
Castle in Bagno A Ripoli
4.92 out of 5 average rating, 559 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 favourite
Bungalow in Pelago
4.94 out of 5 average rating, 35 reviews

Tuscan vineyard bungalow, not far from Florence

My place is fresh and clean. It has fabulous vineyard views and is close to Florence. The Castello di Nipozzano is within walking distance. I can book you a winetasting and visit to the historic cellars. I know my place is great for couples. We really enjoy telling you the best places to visit and the best country restaurants in the vicinity.

Popular amenities for Masseto holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. Masseto