
Family-friendly holiday rentals in Castiglioncello
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Quick stats about holiday rentals that are family-friendly in Castiglioncello

Total holiday rentals
Explore 130 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
100 of Castiglioncello holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

4.7 Average rating
Castiglioncello stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Castiglioncello
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casina del Sorriso
Ideal for enjoying the sea of Castiglioncello just 200 meters away. The Casina del Sorriso offers Wi-Fi, a smart TV, air conditioning, a private parking space, a small garden, an outdoor shower, linen, taxes and utilities included, and 2 bicycles to use to explore the town and its surroundings. Perfect for a single traveler or a couple (max 4 people) thanks to the privileged location you will have the opportunity to savor the beauty of Castiglioncello. 20 minutes from Casale Marittimo, Bolgheri, Livorno.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a unique experience in the heart of San Gimignano, this is the place for you! With its 42 mt of height, Torre Salvucci Maggiore is one of the medieval town's famous towers and today the only one turned into a vertically-spread accommodation divided into 11 floors for a total of 143 steps. A magical setting unlike any other. The tower can hosts couples or small groups of up to 3 people. At the top, the panoramic terrace awaits for you with an axtraordinary 360° city view.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

La Gabbianella apartment by the sea
La Gabbianella is a cosy, recently renovated, well-furnished three-room apartment, ideal for four people. The apartment is located on the first floor, in a central and quiet area about 300 metres from the sea, close to all key public services, and it comes equipped with a full kitchen, air-conditioning, WI-FI, a designated work station and a convenient, private storage room on the ground floor with a washing machine and a sink. Suitable both for remote work and for a relaxing holiday!

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.

Casa Gianguia apartment 100 meters from the sea
Villa type "viareggina", named "Gianguia", located in an excellent position with respect to the center of Castiglioncello and Rosignano, a short walk from the sea, and the main services. Recently renovated, with practical and modern but tasteful furnishings; equipped with all the comforts to guarantee guests a pleasant and relaxing stay. Ideal for couples and families who love the sea and relaxation.

Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Fattoria Beletage with rooftop terrace & pool
The Beletage apartment on the first floor of the Fattoria Le Case Nuove is a gem that was reserved for the family until recently and is now offered for rent after a renovation. Once the preferred residence of the Conti Millo family, the Beletage with its roof terrace and stunning views over the pine tops to the sea is the jewel of the estate.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.
Popular amenities for Castiglioncello family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

Il Cubetto -Sea Studio: sense of peace and freedom

The Olive Tree Terrace: A Walking Tour of Lucca

Japan Apartment Port Area with Balcony and Jacuzzi

Farm in the Tuscan hills

The Tower - Pistoia Apartments

La Casetta

Casa Luna-Splendida overlooking the pool and Tuscan nature
Family- and pet-friendly home rentals

the terrace overlooking the sea

Church of the Vaioni

Cala Verde House, apartment with access to the sea

Casa Clarabella

My Pink House

Charming cottage on Lucca hills

Michelangelo: entire space in the heart of Tuscany

Florentine Hills “Le Scalette”
Family-friendly home rentals with a pool

Cercis - La Palmierina

Il Camino: cosy & artfully inspired country house

Private villa/swimming pool in Tuscany

100mt from the sea - apt w/pool, wifi & tv

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

La Lucertola Pisa/Lucca - Pool, Views LeaningTower

Superior Lodge with 2 bedrooms and outdoor tub

Glamping at an agritourism property in Tuscany – Nature
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 NZD | $303 NZD | $295 NZD | $192 NZD | $200 NZD | $207 NZD | $295 NZD | $295 NZD | $240 NZD | $226 NZD | $296 NZD | $300 NZD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Destinations to explore
- Pet-friendly rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Rentals with pools Castiglioncello
- Apartment rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Villa rentals Castiglioncello
- Beachfront rentals Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Rentals with a patio Castiglioncello
- Rentals with outdoor seating Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Condo rentals Castiglioncello
- Rentals with a washing machine and dryer Castiglioncello
- House rentals Castiglioncello
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Spiagge Bianche
- Piazza della Repubblica
- Parco delle Cascine
- Spiaggia Di Sansone
- Gulf of Baratti
- Gorgona
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





