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Holiday rentals in Grassina

Find and book unique accommodation on Airbnb

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 €35 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    70 of Grassina holiday rentals include wifi 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

Top-rated holiday rentals in Grassina

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

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Top guest favourite
A charming outdoor dining area features a wooden table set for two, adorned with white dishware and bright yellow napkins. A glass vase holds fresh sunflowers, complemented by pastries and orange beverages. A stone wall and greenery frame the scene, creating a pleasant atmosphere.
Home
4.91 out of 5 average rating, 98 reviews

Casa del Gelsomosino

Finemente ristrutturato, Casa del Gelsomino, è una porzione indipendente di casa colonica Toscana risalente ai primi dell'800 immersa nel verde della campagna, tra le colline del Chianti. Ingresso, ampio soggiorno con cucina completamente attrezzata, camera da letto matrimoniale con armadio, bagno. WiFi, TV, Lavastoviglie, lavatrice, zanzariere, frangisole oscuranti, inferriate, doppia porta di ingresso. Disponibili divano letto matrimoniale, letto per bambini fino a 3 anni. Parcheggio privato.

Top guest favourite
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home
4.98 out of 5 average rating, 182 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

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
4.95 out of 5 average rating, 175 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 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.
Flat
4.99 out of 5 average rating, 158 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 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
4.99 out of 5 average rating, 428 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
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.
Guest house
5 out of 5 average rating, 333 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
4.96 out of 5 average rating, 134 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
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
4.99 out of 5 average rating, 310 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 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
4.85 out of 5 average rating, 27 reviews

Painter's Loft in Historic Tuscan Villa

The Loft del Pittore is a magical place, once home to one of the greatest Italian artists of the twentieth century (find out who it is!). Part of a finely renovated 18th-century Tuscan villa, it combines historic charm with modern comforts. The exotic garden, full of rare plants, opens onto the Chianti hills and a beautiful panoramic saltwater pool. An ideal refuge for those seeking beauty, quiet and inspiration.

Top guest favourite
The image showcases a rustic stone farmhouse surrounded by lush vineyards and olive trees. The building features a classic roof with terracotta tiles, set against a clear blue sky. Green grass frames the scene, emphasizing the natural beauty of the countryside.
Villa
4.99 out of 5 average rating, 115 reviews

Podere Scaluccia Chianti Farmhouse, Florence

The farmhouse is located 15 minutes (8 km) from the center of Florence, a city rich in art and culture, and is surrounded by beautiful panoramic views of the hills, at the entrance to Chianti. The house is old: traditional materials such as stone, wood and terracotta are the main features. The outdoor garden is available to everyone! To learn more, search for Podere Scaluccia

Guest favourite
Holiday home
4.91 out of 5 average rating, 35 reviews

Borgo Bottaia "L'Angolo" 4 people

The "Angolo" apartment is located in a small 16th-century hamlet: Borgo Bottaia, overlooking a charming valley in the heart of Tuscany, just 6 km from Florence. The village of Grassina is 1 km away, offering all the amenities you need, including a supermarket, pharmacy, bars, cafes, small specialty food shops, a wine shop, restaurants, a bank, and a bus stop to Florence.

Top guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower
4.95 out of 5 average rating, 214 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Popular amenities for Grassina holiday rentals

When is the best time to visit Grassina?

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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 apartment rentals in Grassina?

    Experience the best of Grassina with our apartment rentals, starting at about $40 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 house rentals in Grassina have free parking?

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

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with air conditioning, over 30 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.