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Holiday rentals in Pontassieve

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Quick stats about holiday rentals in Pontassieve

  • Total holiday rentals

    Explore 20 holiday rentals in Pontassieve

  • Nightly prices starting at

    Pontassieve holiday rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 620 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Pontassieve holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pontassieve rentals

  • 4.8 Average rating

    Pontassieve stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Pontassieve

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

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Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 516 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Townhouse
4.88 out of 5 average rating, 337 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Top guest favourite
Home
5 out of 5 average rating, 64 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
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage
4.99 out of 5 average rating, 154 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.
Flat
4.92 out of 5 average rating, 37 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
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay
4.93 out of 5 average rating, 282 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

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
4.99 out of 5 average rating, 223 reviews

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.

Top guest favourite
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
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 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
4.96 out of 5 average rating, 137 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 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
5 out of 5 average rating, 34 reviews

La Capanna - Delightful stay in the renovated barn

Stay under the stars and get away from it all! Our accommodation is close to the main Tuscan cities of Florence, Arezzo, Siena, San Gimignano, Volterra, San Miniato and small towns rich in culture and traditions. Beautiful views and great restaurants nearby with their typical Tuscan cuisine. You'll like the renovated barn for its quiet atmosphere and outdoor spaces in the countryside. It is suitable for couples or families with children. Pet friendly!

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
4.99 out of 5 average rating, 316 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
Home
4.88 out of 5 average rating, 8 reviews

A view on the bridge

At the end of the main street of the medieval village of Pontassieve, the windows overlook the Medici's bridge and the Sieve River. Restaurants, grocery stores, and more are just a few meters away in the main street. The train station is a 10-minute walk away, offering connections to Florence's Santa Maria Novella train station in 20 minutes, right in the heart of Florence. Medieval Village

Popular amenities for Pontassieve holiday rentals

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Pontassieve?

    Four-legged friends are welcome in Pontassieve. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Pontassieve?

    Pontassieve has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Pontassieve?

    Experience the best of Pontassieve with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Pontassieve have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Pontassieve. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pontassieve have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Pontassieve. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pontassieve have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Pontassieve. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pontassieve have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Pontassieve. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Pontassieve?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.