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Holiday houses in Grassina

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Grassina

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.
Apartment in Centro
4.94 out of 5 average rating, 363 reviews

Museum Suite - Luxurious unit with a River View -

After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

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
4.99 out of 5 average rating, 155 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.

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, 409 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 the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 218 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top Guest favourite
A charming outdoor area features a small wooden table with two folding chairs positioned on a stone patio. A window with light curtains allows natural light into the living space. A decorative basket with cushions and a potted plant adds a touch of comfort to the setting.
Barn in Bagno A Ripoli
4.96 out of 5 average rating, 55 reviews

Vivi in un Fienile autentico vicino alla città

In una tipica casa colonica, circondato da un giardino molto grande, a soli 6 km dal centro storico di Firenze, il Fienile è il luogo ideale per tutti coloro che desiderano visitare Firenze senza rinunciare ad un'autentica atmosfera Toscana. La posizione strategica, la comodità del parcheggio privato, lo rendono perfetto non solo per scoprire Firenze, ma anche i colori, i profumi e i sapori della campagna del Chianti e le altre affascinanti citta' della Toscana.

Top Guest favourite
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, 127 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 favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 426 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Top Guest favourite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Condo in Florence
5 out of 5 average rating, 151 reviews

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Top Guest favourite
The bedroom features a spacious bed with a snug checkered duvet and decorative pillow accents. Light enters through sheer curtains, illuminating the wooden ceiling beams. A minimalist shelving unit holds neatly folded towels and clothing, with soft lighting provided by bedside lamps.
Guesthouse in Settignano
5 out of 5 average rating, 330 reviews

The Terrace

The Terrace is formed by a double-room in two floors, recently completely renovated and decorated with style. It is located in Settignano, a small neighborhood 6 km from the center of Florence with bus n.10 which end of line is only 50 meters from the access gate of the house. In 15 minutes you can easily reach the center of the city. Beside the gate there s the bar Vida, always full of delicious pastries and fresh tramezzino sandwiches.

Top Guest favourite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 133 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Top Guest favourite
Casa particular in Florence
5 out of 5 average rating, 46 reviews

Palazzina Maresa - Loft 4

Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

Superhost
A panoramic view of a salt-water pool is framed by lush green landscaping, showcasing rolling hills dotted with olive trees. The serene setting invites relaxation, with gentle slopes of the Chianti landscape visible in the background under a partly cloudy sky.
Home in Bagno A Ripoli
4.85 out of 5 average rating, 27 reviews

Loft del Pittore in Villa Storica Toscana

Il Loft del Pittore è un luogo magico, un tempo dimora di uno dei più grandi artisti italiani del Novecento (scopri chi è!). Parte di una villa toscana del ’700, finemente ristrutturata, unisce fascino storico e comfort moderni. Il giardino esotico, ricco di piante rare, si apre sulle colline del Chianti e su una splendida piscina panoramica a acqua salata. Un rifugio ideale per chi cerca bellezza, quiete e ispirazione.

Popular amenities for Grassina holiday rentals

When is the best time to visit Grassina?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$226 NZD$259 NZD$228 NZD$208 NZD$194 NZD$240 NZD$247 NZD$233 NZD$194 NZD$198 NZD$226 NZD$268 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Grassina?

    Grassina has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Grassina?

    Experience the best of Grassina with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Grassina?

    Four-legged friends are welcome in Grassina. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Grassina?

    Yes! Work meets play with ease at over 20 vacation rentals in Grassina featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Grassina vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Grassina, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Grassina have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Grassina. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Grassina have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Grassina. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Grassina have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Grassina. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Grassina have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Grassina. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Grassina?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Grassina

  • Total holiday rentals

    Explore 80 holiday rentals in Grassina

  • Nightly prices starting at

    Grassina holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Grassina holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Grassina rentals

  • 4.7 Average rating

    Grassina stays receive an average rating of 4.7 out of 5 from guests