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House vacation rentals in Grassina

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Top-rated house rentals in Grassina

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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, 239 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
An inviting living area is featured with a sleek black sofa facing a modern TV unit. A decorative bowl sits on a white console table, and light streams in from the large window. A staircase with a wrought iron railing leads to the upper floor.
Home in San Marco
4.9 out of 5 average rating, 404 reviews

Rooftop San Zanobi Courtyard House with Terrace

Located in a pittoresque quiet courtyard, a charming typical Florentine townhouse with 2 bedrooms, only 10 minutes walk from the Central Station and Fortezza da Basso, a few minutes walk from the main historical sites, restaurants, bars, markets ecc. The courtyard, the house and all the buildings that face it used to be part of a XIIIth century convent compound. Fully furnished , it can host up to 5 pax considering the sofa-bed in the living room. The highlight is the terrace on the rooftop.

Top guest favorite
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, 160 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 favorite
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, 258 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 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, 203 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
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, 220 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 favorite
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, 111 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.

Top guest favorite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

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
5 out of 5 average rating, 276 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
A sunlit outdoor area is highlighted by wooden furniture and terracotta pots filled with blooming flowers. Surrounding olive trees create a serene atmosphere, while the warm light of the setting sun casts gentle shadows, contributing to a tranquil setting for relaxation.
Home in Bagnolo-Cantagallo
4.96 out of 5 average rating, 138 reviews

Old Barn very close to Florence

Antico fienile indipendente immerso nel verde della campagna ,vicinissimo a Firenze e al Chianti ,con piscina condominiale estiva. (apertura 08/06 al 08/09) Cucina soggiorno e giardino al piano terra con un bagno, al primo piano camera matrimoniale dalla quale è necessario passare per accedere a una cameretta con tre letti, uno dei quali a castello. Sempre al primo piano è presente il secondo bagno.

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, 315 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.

Guest favorite
The spacious kitchen area features a modern island with a white countertop and orange bar stools. A wooden dining table accommodates multiple guests, complemented by a stylish light fixture overhead. Natural light fills the room, highlighting the wood-beamed ceiling and elegant artwork.
Home in Florence
4.94 out of 5 average rating, 283 reviews

Luxury villa in Florence

Beautiful three bedroom villa, 20min drive from the world famous Duomo in Florence. This villa offers all the comforts of a modern property, but still maintains its colonial charm. Surrounded by the most amazing Tuscan views, but still so close to Florence, makes this the ideal location for your holiday

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 ﺩ.ﺇ257 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 & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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!