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House vacation rentals in Grassina

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Top-rated house rentals in Grassina

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Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 102 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
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 217 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Guest favorite
An expansive courtyard features a brick-paved surface, bordered by traditional terracotta pots filled with greenery. Nearby, a rustic yellow building with green shutters and arched windows stands prominently, creating a welcoming atmosphere. Trees and plants enhance the tranquil setting.
Home in Galluzzo
4.86 out of 5 average rating, 249 reviews

Country House "Il Sabatino" on Florence's hills.

19th Century House located on the beautiful hills on the outskirts of Florence, only 15 minutes drive from the city centre and 10-15 minutes walk from the closest bus stop. Ideal for someone traveling around Tuscany with his/her own car, this house is provided with restored kitchen and bedroomsfurnished with traditional pieces; surrounded by our family wineyard and olive tree orchard, we want to deliver our idea of hosting and hospitality through attention to details, by making you feel at home.

Top guest favorite
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home in Impruneta
4.98 out of 5 average rating, 178 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

Guest favorite
A rustic villa constructed with stone features a welcoming facade, accentuated by green, shuttered windows. A wooden door is centered, flanked by two potted plants. The surrounding area includes terracotta pavement and greenery, providing a warm entryway to the property.
Home in Impruneta
4.97 out of 5 average rating, 142 reviews

Podere Solatio - Tuscany Hills next to Florence

CIN: IT048022C2I7T2RD2G - Ampia e luminosa Villa a soli 10 Km dal centro di Firenze, recentemente ristrutturata, è dotata di riscaldamento e aria condizionata. Con le sue 5 camere matrimoniali, può ospitare comodamente 9/10 persone. La villa, circondata da un ampia oliveta, ha una una fresca loggia dove poter cenare godendosi il panorama. È situata alle porte dell'Impruneta, paese celebre per la sua bella piazza con un loggiato del 500. Una base ideale per visitare Firenze e la Toscana.

Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 216 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favorite
The kitchen area features wooden cabinetry and a dining table surrounded by chairs. A traditional chandelier hangs from the ceiling. The room includes a stove, sink, and a television on a wooden sideboard, with decorative items and local artwork adorning the walls.
Home in Bagno A Ripoli
4.94 out of 5 average rating, 123 reviews

Casa Nespolo – Cozy farmhouse in Chianti

This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. IT'S RECOMMENDED TO HAVE A CAR TO REACH THE HOUSE!

Top guest favorite
The living area showcases a blend of modern and classic design, featuring green upholstered furniture and a stylish rug. A wall-mounted Smart TV is set within an elegant shelving unit. Large windows are adorned with sheer curtains, allowing natural light to enhance the space.
Home in San Frediano
4.98 out of 5 average rating, 109 reviews

[Lungarno] Prestigious apartment with a view

Make your stay in Florence unique by staying in one of the most prestigious apartments in the area and give yourself an experience that you will keep in your heart for a lifetime. Located in the heart of Florence, this magnificent apartment is the ideal solution for those looking for an exclusive and prestigious location to combine with a central location, which is perfect for easily visiting the main sites of interest, all within a 10-minute walk.

Top guest favorite
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
4.99 out of 5 average rating, 302 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 favorite
An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.
Home in Montespertoli
4.91 out of 5 average rating, 125 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

Costalmandorlo is your peaceful corner in the center of Tuscany. A charming country cottage restored and furnished with care and with a style that combines ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for touring Tuscany.

Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 324 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Top guest favorite
A spacious terrace is furnished with a wooden dining table surrounded by six rattan chairs. An umbrella provides shade, while greenery enhances the natural setting. A distant view of rolling hills and historical architecture is visible under a clear sky.
Home in Florence
4.98 out of 5 average rating, 162 reviews

Gorgeous Villa with Postcard Views in Historical Florence

Share a bottle of Chianti on a flagstone terrace with a view of cypresses on rolling hills. This classic private villa is steeped in Old World charm—and inside it's a showpiece of contemporary design with an ultramodern kitchen and marble-tiled bathrooms. Enjoy the best of both worlds in Florence, close enough to walk to everything, far enough away to have solitude.

Popular amenities for Grassina house rentals

Quick stats about house rentals in Grassina

  • Total vacation rentals

    Explore 10 vacation rentals in Grassina

  • Nightly prices starting at

    Grassina vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Grassina vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Grassina rentals

  • 4.8 Average rating

    Grassina stays are highly rated by guests—averaging 4.8 out of 5!