
Family-friendly holiday rentals in Castiglioncello
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Top-rated family-friendly rentals in Castiglioncello
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Sea & relaxation in charming Castiglioncello
Sea view apartment: living room with sofa bed and kitchen on patio-garden equipped for outdoor dining, large double bedroom, another with 2 single beds on a terrace, view of the Cala de' Medici marina, bathroom with shower. Quiet street with street parking (Lug Ag 50 m from the house number). The sea can be reached from the beautiful promenade in 10 minutes on foot, and the center of Castiglioncello is 5 minutes away. Near the historic park Castello Pasquini, a place of culture and theater. Accommodation tax €1.00/person May-September

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.

Il Cubetto -Sea Studio: sense of peace and freedom
Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

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.

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...

Historic fattoria with pool
The property is about 1 km from the sea (only 8-10 minutes' walk) and has about 150 hectares of land in the hinterland with grain fields, maquis and olive trees as well as a small lake. The Fattoria with about 150 square meters of living space was built around 1800 and has since served the family as a summer and country residence. At the front is a classic garden. The 6 x 20 meter pool is also used by 2 other guest families, but offers enough retreat options due to the spacious complex.

“Charming stay by the sea”
Bellissimo appartamento, con parcheggio pubblico gratuito, direttamente sul Lungomare di Crepatura, con le sue incredibili insenature naturali, le spiagge e l'acqua cristallina. L'alloggio è totalmente rinnovato ed è dotato di aria condizionata, cassaforte, zanzariere e lavatrice. A pochi passi sono presenti ristoranti, pizzerie, un supermercato e una farmacia. E' il posto perfetto per visitare le bellissime spiagge della zona, Bolgheri, e tutti i borghi della Costa degli Etruschi.

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.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

[LUXURY]Exclusive apartment between downtown and the sea
New, exclusive luxury home in Castiglioncello’s main square, 500m from the sea and 1.5 km from Cala ’de Medici port. Parking included. Beach service available on request: assistance with reservations, subject to availability. Modern, refined design with elegant arched doors and wood details. Unique, sophisticated atmosphere for a 5-star stay! Perfect location, walking distance to all services, ideal for leaving the car behind and exploring on foot.

Casa Gianguia apartment 100 meters from the sea
Villa such as "viareggina", called "Gianguia", located in an excellent location 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 furnishings but tasteful ; equipped with all the comforts to ensure guests a pleasant and relaxing stay. Great for couples and families who love the sea and relaxation.

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

the Rossino mill

Apartment Alex - Tuscany Charme

Beautiful renovated barn in Tuscany

Japan Apartment Port Area with Balcony and Jacuzzi

"Gigi's House" (GG House)

Green Dome @ The Land Before Time Retreats

La Cipressina Relax in Tuscany

La Casetta
Family- and pet-friendly home rentals

the terrace overlooking the sea

Sunset Loft | The best view in town

Belforti Tower

Private villa/swimming pool in Tuscany

Holiday in antique farm, Belvedere

Charming cottage on Lucca hills

Florentine Hills 'Le Scalette'

Tuscan Cottage with Pool Pet Friendly
Family-friendly home rentals with a pool

Cercis - La Palmierina

Il Camino: cosy & artfully inspired country house

Apartment Montegonfoli 3 farmhouse, for 4+2 guests

PODERE GIANMARIA

Air conditioning, shared pool

Countryside Dream farm in Tuscany

Apartment with swimming pool and garden

Charming farmhouse with garden, views & pool
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £132 | £129 | £84 | £88 | £91 | £129 | £129 | £105 | £99 | £129 | £131 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Castiglioncello

Total holiday rentals
Explore 120 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
90 of Castiglioncello holiday rentals include wifi 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
Destinations to explore
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- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Fortezza da Basso
- Gorgona
- Piazzale Michelangelo
- Spiaggia Di Sansone
- Spiagge Bianche
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Spiaggia Di Barbarossa
- Parco delle Cascine
- Capraia





