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Family-friendly vacation rentals in Grassina

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Grassina

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 283 reviews

Podere Vergianoni immerso nelChianti con piscina

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 favorite
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, 538 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 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, 156 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 rustic farmhouse is nestled in the Chianti hills, surrounded by lush, well-maintained greenery. The gentle slope of the landscaped garden leads towards the distant rolling hills, creating a serene rural landscape under a clear blue sky.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 390 reviews

Farmhouse with pool in Chianti

Agriturismo Il Colle is located on one of the Chianti hills. The structure 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 The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

Top guest favorite
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, 130 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 favorite
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, 107 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 favorite
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, 392 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 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, 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.

Top guest favorite
A spacious living area is furnished with a dining table and four chairs, complemented by a cozy sofa. Large windows offer views of the surrounding landscape, while subtle natural light filters through textured shades. A television is mounted on the wall, with a glimpse of an elegant bathroom in the background.
Loft in Scandicci
4.98 out of 5 average rating, 125 reviews

Wonderful Loft in Villa with Pool in Chianti

Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

Top guest favorite
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, 118 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.

Guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Apartment in La Presura
4.92 out of 5 average rating, 157 reviews

Country house 9 km to Florence-2+1g,free parking

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Top guest favorite
A bright living area features a dining table with wooden chairs placed near the entrance to a small terrace. A wall-mounted TV and a decorative cabinet are visible, enhancing the space. Light flows through the open glass doors leading to the outdoor area, creating an inviting atmosphere.
Apartment in Florence
5 out of 5 average rating, 368 reviews

The corner of Boboli

A beautiful apartament close to Porta Romana square for 4 persone with 1 bedroom with a king size bed, 1 kitchen, 1 living room with a sofa bed, 1 large bathroom, 1 small terrace and 1 private covered and free parking in the same building of the apartament. Easy to get from the main station by bus (14 min) and by car from the close highway. It's close a Boboli Garden entry, just a few minutes to Palazzo Vecchio and Ponte Vecchio.

Popular amenities for Grassina family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Grassina

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$23,044 GYD before taxes and fees

  • Total number of reviews

    690 reviews

  • Rentals with a pool

    30 properties have a pool

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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