
House vacation rentals in Grassina
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Top-rated house rentals in Grassina
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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 ❤️

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!

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.

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.

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.

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.

Frappo al Carmine
Frappo al Carmine is a small and cozy apartment (located on the ground floor, and therefore there are no steps to climb) finely renovated located in the historic center of Florence, in the characteristic district of San Frediano. The apartment directly faces Piazza del Carmine, in the heart of Florence's Oltrarno district, a short walk from the city's most important monuments. The house has a living room with sofa bed, kitchen, double bedroom and bathroom with window. TV and Wi-Fi.

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.

"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.

"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.

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.

La Casa di Nada - Suite
From every window of my home there are wonderful views of the Tuscan hills, a charm that will accompany every moment of your stay. My kitchen is fully equipped and the rooms are comfortable and bright, with a private bathroom for each room. In the living room I have a beautiful fireplace all for you. A practical laundry completes this refuge in the Heart of Chianti
Popular amenities for Grassina house rentals
House rentals with a pool

Infinity pool in Chianti area

Cercis - La Palmierina

House “il colle”.nice house surrounded by vineyard

Charming estate with views

Old barn The Nepitella

Casa Luigi Suite with exclusive pool

BOBO SUITE Relax in the Chianti Classico Gallo Nero

Paluffo Stillo House
Weekly house rentals

House "Il Campanile"

Bright barn in the hills just beyond Florence

Casa del Gelsomosino

Country house a stone's throw from Florence

Florendino House

Authentic Tuscany Experience in Our Country House

Strozzi Square Amazing House

Charming converted Hayloft overlooking the Chianti Hills
Private house rentals

Borgo Bottaia "L'Arrampicata" 5 pax

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Barn in Villa Rosa

The charming cottage in Tuscany with breathtaking views

Agriturismo Podere San Martino (apartment for two)

[Accademia] Prestigious apartment with a view of the Duomo

Residenza Carlotta - Luxury and design beside Arno

Tuscan vineyard house, near Florence
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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- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Medici Chapels
- Stadio Artemio Franchi
- Palazzo Vecchio
- Castiglion del Bosco Winery
- Basilica di Santa Croce