
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 $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 - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
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.
4.99 out of 5 average rating, 531 reviews
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.
4.96 out of 5 average rating, 195 reviews
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.
5.0 out of 5 average rating, 352 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
4.96 out of 5 average rating, 102 reviews
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.
4.99 out of 5 average rating, 227 reviews
Il Roseto: your Villa in Tuscan Countryside
In the heart of Tuscany between Arezzo, Florence and Siena but far away from the bustle of the cities, you will find a pristine landscape where to enjoy nature and relaxing, amazing views and much more for a perfect getaway with your friends or family. A villa of 190 mq with 600 mq garden,where you can enjoy lunch outdoors, have fun making pizza and baking it in the wood- oven, or savour a wonderful barbeque. A comfortable Villa for guests who love being together.
4.99 out of 5 average rating, 124 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
4.98 out of 5 average rating, 107 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.
4.99 out of 5 average rating, 432 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.
5.0 out of 5 average rating, 158 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, 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.
4.96 out of 5 average rating, 139 reviews
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!
4.94 out of 5 average rating, 125 reviewsPopular amenities for Castel San Niccolò family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Lolù with private heated swimming-pool
4.98 out of 5 average rating, 160 reviews
Barrel Suite Tuscany • Hot Tub • Vineyard View
4.88 out of 5 average rating, 228 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
4.91 out of 5 average rating, 100 reviews
Torretta Apartment
4.96 out of 5 average rating, 129 reviews
Ancient Tuscan Rural Residence
4.85 out of 5 average rating, 124 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
4.99 out of 5 average rating, 116 reviews
Country house with view (NO Jacuzzi)
4.87 out of 5 average rating, 124 reviews
Villa di Geggiano – Guesthouse
4.99 out of 5 average rating, 155 reviewsFamily- and pet-friendly home rentals

Casa Macchia /Florence charming villa private Pool
4.96 out of 5 average rating, 102 reviews
Podere I Rovai - apt IL RIFUGIO - in the heart of Tuscany
4.92 out of 5 average rating, 159 reviews
La Casina Porciano
4.95 out of 5 average rating, 151 reviews
Beautiful medieval village!!!
4.99 out of 5 average rating, 474 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
Casa Rosmarino Eco-Wellness Country Home
4.99 out of 5 average rating, 274 reviews
Florence Sunset Hills • Giogoli
4.88 out of 5 average rating, 342 reviews
Villa Mondello inTuscany great view
4.94 out of 5 average rating, 49 reviewsFamily-friendly home rentals with a pool

Relaxation and charm in the Chianti hills
4.99 out of 5 average rating, 115 reviews
Agriturismo I Gelsi
4.96 out of 5 average rating, 171 reviews
Farmhouse near Florence - Loggia
4.81 out of 5 average rating, 192 reviews
Tuscan Country house with panoramic pool
4.89 out of 5 average rating, 132 reviews
Spacious Tuscan Villa, Great views, Pool, Wedding
4.97 out of 5 average rating, 29 reviews
Villa Montanina - exclusive relaxation in Tuscany
4.99 out of 5 average rating, 85 reviews
Podere Bocci residence in Casentino - Entire Villa
5.0 out of 5 average rating, 50 reviews
romignano wine farm
4.72 out of 5 average rating, 58 reviewsDestinations 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
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Autodromo Enzo e Dino Ferrari
- Stadio Artemio Franchi
- Medici Chapel
- Basilica of Santa Croce





