
Family-friendly holiday rentals in Castiglioncello
Find and book unique family-friendly homes on Airbnb
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.

Monte alla Rena - Two-room apartment with garden 200m from the sea
Nice two-room apartment on the ground floor, completely renovated, with a private garden equipped with all comforts. 200 meters from the sea, 100 meters from neighborhood shops (grocery stores, pharmacy, etc.). A few kilometers away from Vada (with its wide beaches of light sand) and Castiglioncello (the Pearl of the Tyrrhenian Sea) easily accessible by bus or private transport. In the central area, from which you can easily reach the main Tuscan cities: Livorno, Pisa, Florence, Elba Island.

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.

[10 Meters from the Sea] Panoramic Terrace + Parking
Appartamento luminoso a soli 10 metri dal mare, perfetto per vivere la spiaggia senza usare l’auto. Parcheggio privato gratuito, un vero plus nella zona. Il punto forte è la splendida terrazza panoramica al piano superiore, ideale per colazioni vista mare, aperitivi al tramonto e cene sotto le stelle. A soli 5 minuti a piedi dal porto turistico Cala de’ Medici, con ristoranti, bar e passeggiate sul mare. Comfort, posizione e relax in un’unica esperienza.

VerdeMare House with a view
Newly renovated ground floor apartment with panoramic view .... wonderful position in the hills with sea view ... large and bright three-room apartment that is well suited for a trip as a couple or as a family. It consists of kitchen, bedroom with 2 single beds and large living room with sofa bed, bathroom and dressing room. The space is embellished by a large outdoor patio equipped with armchairs and a table to relax during the stay, beyond babecue area.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

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.

Villa Lighea-Casa Tita, with a swimming pool and private garden
Terrazza e giardino privati affacciati sul mare, a pochi passi dalla passeggiata di Castiglioncello — uno dei borghi più belli della Toscana. Casa Tita è un appartamento indipendente al piano terra di Villa Lighea, una villa fronte mare immersa nel verde, con accesso alla passeggiata e a una piscina condominiale con acqua di mare.
Popular amenities for Castiglioncello family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Olympia Pool Sea View Mountains Lake Nature

Beautiful renovated barn in Tuscany

Tuscan cottage: sea view and private olive garden!

Il Cubetto -Sea Studio: sense of peace and freedom

Breath-taking View Jacuzzi, Pool, Sauna 1772 House

Farm in the Tuscan hills

Green Dome @ The Land Before Time Retreats

BorgoMetato - Olive grove
Family- and pet-friendly home rentals

the terrace overlooking the sea

Hilltop Views From a Historic Tuscan Home

Rosa: Tuscan Views & Pool, Walk to Town

Belvedereloft il mare sotto casa scesa privata

The Cottage to relax and enjoy

Power Gianmaria "Cardo"

Tuscan Cottage with Pool Pet Friendly

One-of-a-kind apartment with cave
Family-friendly home rentals with a pool

I 9 Cipressi – Tuscan Retreat with Pool & View

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

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
Le Maggioline Your Tuscany country house

Villa of the Hydrangeas

Beautiful vacation home with infinity pool

Villa "Colle di San Gemignano"

La Lucertola Pisa/Lucca - Pool, Views LeaningTower
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 NZD | $304 NZD | $296 NZD | $193 NZD | $201 NZD | $208 NZD | $296 NZD | $296 NZD | $241 NZD | $227 NZD | $298 NZD | $301 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
- Waterfront rentals Castiglioncello
- Rentals with pools Castiglioncello
- Apartment rentals Castiglioncello
- Pet-friendly 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
- Gulf of Baratti
- Parco delle Cascine
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Gorgona
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





