
Family-friendly holiday rentals in Castel San Niccolò
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Castel San Niccolò

Total holiday rentals
Explore 80 holiday rentals in Castel San Niccolò

Nightly prices starting at
Castel San Niccolò holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Castel San Niccolò holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Castel San Niccolò rentals

4.9 Average rating
Castel San Niccolò stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Castel San Niccolò
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
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Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
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Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
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Stone farmhouse, exclusive private pool
Podere Montebono is located in the hills of Reggello, just 30 kilometers from Florence. Ideal for reaching art cities and natural sites. The farmhouse is isolated on a hill, immersed in nature, surrounded by olive trees, a garden, and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. Barbecue area. Total privacy.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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The Castle of 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.
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Farmhouse in Chianti with Swimming Pool
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 located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.
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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, history, convenience. (AC throughout). 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.
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Mafuccio Farmhouse - "Casa di Rigo"
Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!
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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.
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Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!
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La Macia - Studio one
We can offer you a place in a quiet setting, still close to towns and lots of activities (1.5km). The proximity to the National Park gives you plenty of opportunities to explore nature. Casentino Valley will not disappoint with it's historic sites and amazing food. We tried to create a stylish place that still honors its history.
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Popular amenities for Castel San Niccolò family-friendly rentals
Family-friendly home rentals with a hot tub

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
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Torretta Apartment
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
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Villa Lolù with private heated swimming-pool
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Il Vichiaccio: Florence Villa with Jacuzzi
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Tuscan charm of villa - countryside - Villa Senaia
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Bio-agritourism in the hills of Florence
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Barrel Suite Tuscany • Hot Tub • Vineyard View
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Family- and pet-friendly home rentals

Experience rustic off-grid life in the wilderness
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Il Roseto: your Villa in Tuscan Countryside
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Florence Sunset Hills • Giogoli
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Infinity view
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The charming cottage in Tuscany with breathtaking views
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Beautiful medieval village!!!
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Countryhouse 9 kms to Florence-3+2,free park, wine
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Casa Macchia /Florence charming villa private Pool
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Family-friendly home rentals with a pool

Spacious Tuscan Villa, Great views, Pool, Wedding
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Podere Bocci residence in Casentino - Entire Villa
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Poggelleri the postcard on Poppi and Tuscan hills
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Villa Montanina - exclusive relaxation in Tuscany
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Typical House in Chianti + Panoramic View 8PAX
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Villa Fonticina: Private Pool & Secluded Woods
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romignano wine farm
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Cipressino Villa, pool near the historic centre
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Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Autodromo Enzo e Dino Ferrari
- Stadio Artemio Franchi
- Basilica of Santa Croce
- Medici Chapel





