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Vacation rentals in Grassina

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Top-rated vacation rentals in Grassina

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 284 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
A sitting room features ornate wooden beams on the ceiling and rich golden walls. A shell-shaped sofa is positioned prominently, surrounded by decorative wooden furnishings and a bookshelf. A classic rug covers the floor, adding warmth. Wooden accents infuse the space with historical charm.
Apartment in Centro
5 out of 5 average rating, 539 reviews

Renaissance Apartment Touch the Dome

Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported.
You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

Top guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.96 out of 5 average rating, 225 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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
A light-filled living area features a neutral-toned sofa and a round dining table surrounded by four chairs. Large windows allow ample natural light, and a modern chandelier adds a stylish touch. A kitchen island with bar stools is positioned near the cooking area.
Condo in Gavinana
4.98 out of 5 average rating, 132 reviews

Florentine Experience - Chiara e Simone

Appartamento finemente ristrutturato ubicato al primo piano di una palazzina dei primi del ‘900 in tranquilla strada di uno dei più antichi ed eleganti quartieri di Firenze. Il centro storico è raggiungibile a piedi in 20/25 minuti, oppure in Bus con fermata a poca distanza da casa. Camminando lungo il suggestivo lungarno, Porta San Niccolò, il Ponte Vecchio, la Galleria degli Uffizi e la Basilica di Santa Croce sono comodamente raggiungibili, così come le altre meraviglie di Firenze.

Top guest favourite
A historic building featuring a stone facade and architectural details reminiscent of medieval castles. The structure has several windows and a notable tower, with shops visible on the ground level. The image captures the building against a clear blue sky.
Apartment in Florence
4.98 out of 5 average rating, 109 reviews

Florence castle apartment [2 bedrooms,2 bathrooms]

Elegant accommodation in an historic building in medieval castle style, equipped with every comfort. Overlooking the Tuscan hills, in a quiet residential neighborhood very close to the historic center. Well connected by public transports and 20 minutes walk from the main monuments. Outside the caos of the historic center, you will be into the authentic Florentine life. Downstairs you will find an excellent and elegant pastry shop, groceries, typical trattorias and a big supermarket.

Top guest favourite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti
4.95 out of 5 average rating, 393 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

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.

Guest favourite
A spacious bedroom features a comfortable bed with crisp linens and neatly arranged towels. The ceiling showcases rustic wooden beams. Soft lighting creates a warm ambiance, complemented by a floral-patterned wall and elegant drapes framing the window.
Condo in Florence
4.98 out of 5 average rating, 131 reviews

Relaxation and style in Florence Exclusive apartment

Welcome to Chiara's House, a newly renovated apartment, independent and furnished with taste and elegance, located in a strategic area a short walk from Florence's historic center. A oasis of tranquility and comfort, ideal for a romantic vacation, a family trip or a work stay. Equipped with every comfort: Wi-Fi, air conditioning, equipped kitchen, Nespresso, Smart TV and much more. Casa di Chiara is the starting point to experience Florence like a local 🌸

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 427 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
A round table with a book and glasses is positioned between two modern chairs. Large windows with white curtains overlook a building's historic stone facade, allowing natural light to fill the space and creating a serene reading corner.
Apartment in Santo Spirito
5 out of 5 average rating, 203 reviews

Pitti Portrait

Located in the most beautiful square of Florence, in front of the Medici’s Palace (Palazzo Pitti), this newly renovated and quiet apartment will surprise you for the high attention to detail and the comfort. From the 2 big door windows you will enjoy one of the most beautiful and exclusive views of Florence.     The apartment is perfect for short and long stays, it is fully equipped and it will make you feel right at home.      

Top guest favourite
A well-equipped kitchen features a gas stove, oven, and microwave, with ample countertop space. Natural light pours in through two open windows, framing views of greenery outside. A kettle sits on the stove, and a bowl of fresh fruit is displayed on the counter.
Apartment in Florence
5 out of 5 average rating, 281 reviews

Piazzale Michelangelo among the olive trees

Within short reach of Michelangelo’s Square and the popular and lively area of St.Niccolò, this apartment offers you a double advantage: being close to the heart of the city and at the same time fully immersed in the green peace of the hill shared by the stunning Romanic Church of San Miniato. CITY TAX NOT INCLUDED IN THE PRICE

Popular amenities for Grassina vacation rentals

Quick stats about vacation rentals in Grassina

  • Total vacation rentals

    Explore 70 vacation rentals in Grassina

  • Nightly prices starting at

    Grassina vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 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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