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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 favourite
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
4.99 out of 5 average rating, 185 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 ❤️

Top guest favourite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 469 reviews

Old Farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Top guest favourite
A rustic dining area is highlighted by a long wooden table surrounded by several chairs. A vase of sunflowers sits at the center. The stone wall adds warmth to the space, while a clock and decorative items provide an inviting touch.
Home in Bagno A Ripoli
4.96 out of 5 average rating, 157 reviews

Casetta Melograno – 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, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. it's recomended to have a car to reach the accomodation and to move.

Top guest favourite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 254 reviews

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Top guest favourite
A bright living area is presented with two white upholstered sofas, accented by patterned cushions. A decorative glass coffee table rests on a light rug, surrounded by elegant wall art and soft lighting from wall sconces.
Home in San Frediano
4.94 out of 5 average rating, 171 reviews

Maison Flora - Historic home in the Oltrarno area

Maison Flora is a historic residence, that was born in the heart of the Oltrarno, one of the most Bohemian and at the same time sought-after neighborhoods in the city. The home boasts views of the greenery, offering a relaxing and comfortable and central stay, reserved and quite. The uniqueness of Maison Flora is its sartorial workshop, located on the lower floor, where the creations of the lingerie company Flora Lastraioli, born in 1932, are born, a true example of the craftsmanship.

Top guest favourite
A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home in Vaiano
5 out of 5 average rating, 256 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Top guest favourite
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
4.99 out of 5 average rating, 198 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 favourite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 218 reviews

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

Top guest favourite
The exterior of a restored sixteenth-century oratory is visible, featuring a rustic tiled roof and large entrance doors. The surrounding area consists of landscaped gardens and olive trees, with scenic hills visible in the background under a partly cloudy sky.
Home in Bagno A Ripoli
4.95 out of 5 average rating, 110 reviews

"La Cappella" ancient country church

Oratory built in the 1500s, The Chapel is now a luxury home: a monumental living room with plaster works and painted vault (due to a restoration in 1776), dining-kitchen room, 2 bedrooms (1 with King size bed and 1 with two single beds), 3 complete bathrooms, laundry, private garden and parking. Air conditioning and WIFI everywhere, large screen TV, all that serves best for table and kitchen. Since it is far about 1 mile from the nearest village, a car is essential.

Superhost
A modern kitchen features white cabinetry and a sleek design, complemented by a wooden breakfast bar with four high stools. Large windows provide natural light, while a coffee maker and stove are visible on the counter, enhancing the functional layout.
Home in Santa Croce
4.88 out of 5 average rating, 241 reviews

Casa Macci 45, in the heart of Florence

Lovely apartment located in the heart of Florence. Accommodates up to four people. Apartment located on the first floor, without elevator (1 flight of stairs) of a building located in a strategic position. In the room there is a double bed and on request a baby bed, a desk, a wardrobe, and a TV. Living room with sofa bed and TV. Kitchen with dishes, oven and microwave, moka and espresso machine. Air conditioning. !!!Inside the apartment there are two steps!!!

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, 268 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.

Superhost
A charming outdoor area is visible, featuring a small round table with delicate white chairs surrounded by vibrant flowers and greenery. The rustic brick walls and wooden accents add a warm touch to the inviting entrance of the home.
Home in Impruneta
4.79 out of 5 average rating, 397 reviews

Platone's Garden

The house, beautifully restored, is part of a complex built in 1500. It is surrounded by a large private garden. It is located a short distance from the Chianti hills and Florence (12 km), reachable by bus or car. The house is perfect for a relaxing holiday, suitable for young couples, families, solitary adventurers and those who, traveling for business, look for a place of peace.

Popular amenities for Grassina house rentals

Quick stats about house rentals in Grassina

  • Total vacation rentals

    Explore 20 vacation rentals in Grassina

  • Nightly prices starting at

    Grassina vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Grassina vacation rentals include wifi 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!

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