
Family-friendly holiday rentals in Castel San Niccolò
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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 $14 AUD 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, Wifi 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 historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
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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.
FamilyKitchenAir conditioning

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
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Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
FamilyIndoor spacesAir conditioning

Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale
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Stone farmhouse, exclusive private pool
Podere Montebono is located in the hills of Reggello, just 30 km from Florence. Ideal for getting to cities of art and natural sites. The farmhouse is secluded on a hill, immersed in nature, surrounded by olive trees, a garden and woods. The guest house is a separate wing of the large two-storey farmhouse: 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 property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise 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.
KitchenIndoor spacesLong stay

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.
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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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Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
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"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.
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Popular amenities for Castel San Niccolò family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
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White lily with a view of Siena
KitchenIndoor spacesWi-Fi

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Indoor spacesFamilyQuiet

Ancient Tuscan Rural Residence
KitchenFamilyValue

Nada Home
Indoor spacesFamilyHospitality

Country House w/ heated Pool near the City Centre
Indoor spacesFamilyAir conditioning

La Pieve - the house next to the church
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Family- and pet-friendly home rentals

Experience rustic off-grid life in the wilderness
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Beautiful medieval village!!!
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Tuscany .Countryhouse on the Florence's hills
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Poggelleri the postcard on Poppi and Tuscan hills
HospitalityAmenitiesCleanliness

Podere I Rovai-apt IL RIFUGIO-in the heart of Tuscany
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Mafuccio Farmhouse - "Casa di Rigo"
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Florentine Hills 'Le Scalette'
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Romantic cosy flat - Toscana Italy
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Family-friendly home rentals with a pool

Villa Podere Cerretino
KitchenFamilyView

Podere Bocci residence in Casentino - Entire Villa
FamilyKitchenBarbecue

Stone House with Exclusive Pool Codilungo in Chianti
FamilyKitchenOutdoor spaces

Podere Tignano, 4-bedroom villa in the Chianti!
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Relaxation and charm in the Chianti hills
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Villa Tonacato - Charming Villa with private pool
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Villa Agnese · Pool · Duomo View · Parking
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Il Roseto: your Villa in Tuscan Countryside
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Stazione Santa Maria Novella
- Mugello Circuit
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Medici Chapel
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine





