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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 £15 per night before taxes and fees

  • Verified guest reviews

    Over 1,540 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

    100 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

Top-rated family-friendly rentals in Castiglioncello

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A panoramic terrace is visible, featuring a small table set with a light purple tablecloth and dark chairs. The surrounding stone wall offers views of the landscape at sunset, highlighting rolling hills and distant towers.
Tower
4.95 out of 5 average rating, 128 reviews

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.

Superhost
The kitchen area features modern cabinetry and appliances, including a refrigerator and stove. A dining table is set for four, complemented by metal chairs. Natural light enters through a nearby window, while decorative artwork adds a touch of color to the neutral-toned walls.
Flat
5 out of 5 average rating, 13 reviews

Monte alla Rena - Bilo con giardino 200m dal mare

Grazioso bilocale a piano terra, completamente ristrutturato, con giardino privato dotato di tutti i comfort. A 200 mt dal mare, a 100 metri da negozi di vicinato (alimentari, farmacia, ecc..). A pochi chilometri di distanza da Vada (con le sue ampie spiagge di sabbia chiara) e Castiglioncello (la Perla del Tirreno) facilmente raggiungibili con autobus o con i mezzi privati. In zona centrale, da cui raggiungere facilmente le principale citta' toscane: Livorno, Pisa, Firenze, Isola d'Elba.

Guest favourite
A light and airy dining area features a circular table surrounded by white chairs and stools. A small decorative table holds a dried floral arrangement. Vintage-style wall art and a map are displayed, adding character to the space.
Loft
4.92 out of 5 average rating, 36 reviews

Casina del Sorriso

Ideale per godersi il mare di Castiglioncello a soli 200 MT. La Casina del Sorriso offre Wi-Fi, Smart TV, aria condizionata, posto auto privato, piccolo giardino, doccia esterna, biancheria, tasse e consumi inclusi, 2 bici da utilizzare per esplorare il paese e dintorni. Perfetta per un viaggiatore singolo o una coppia (max 4 persone) grazie alla posizione privilegiata avrete la possibilità di assaporare le bellezze di Castiglioncello. A 20 minuti da Casale Marittimo, Bolgheri, Livorno.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 137 reviews

Torre dei Belforti

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.

Top guest favourite
A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.
Home
4.95 out of 5 average rating, 107 reviews

Casa Frontemare con accesso al mare esclusivo

Casa Frontemare è una proprietà completamente ristrutturata con accesso diretto al mare, dalla quale è possibile godere di una vista panoramica sul mare, sulle isole toscane e di meravigliosi tramonti. E' un luogo perfetto per gli amanti di una vacanza all'insegna del relax e della privacy. La vicinanza alle città d'arte toscane e ai piccoli borghi tipici fa si che sia possibile anche andare alla scoperta di nuovi luoghi e scoprire i sapori della cucina italiana.

Guest favourite
An outdoor patio area is displayed, featuring a large wooden table and a decorative white lantern. In the background, a scenic view of the coastline and rolling hills is visible under a clear blue sky, framed by lush greenery.
Flat
4.91 out of 5 average rating, 102 reviews

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.

Top guest favourite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home
4.96 out of 5 average rating, 139 reviews

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.

Top guest favourite
A welcoming living area features a light-colored sofa set arranged around a small coffee table. Natural light enters through a doorway, illuminating the space. A potted plant adds a touch of greenery, and a staircase leads to the upper floor.
Flat
4.99 out of 5 average rating, 139 reviews

Casa Gianguia appartamento a 100 metri dal mare

Villetta tipo "viareggina", dal nome "Gianguia", situata in ottima posizione rispetto al centro di Castiglioncello e Rosignano, a pochi passi dal mare, e dai principali servizi. Di recente ristrutturazione, con arredo pratico e moderno ma di gusto ; dotata di tutti i comfort per garantire agli ospiti un soggiorno gradevole e rilassante. Ideale per le coppie e le famiglie amanti del mare e del relax.

Top guest favourite
Farm stay
4.98 out of 5 average rating, 197 reviews

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.

Top guest favourite
A well-lit kitchen features a circular wooden dining table surrounded by chairs. Green cabinets complement the pink and white hexagonal floor tiles. A large window allows natural light to flood the space, highlighting the vintage kitchen appliances and decorative items on the counter.
Flat
5 out of 5 average rating, 19 reviews

Fattoria Beletage mit Dachterrasse & Pool

Die Beletage Wohnung im erste Hochgeschoss der Fattoria Le Case Nuove ist ein Kleinod, das bis vor kurzem der Familie vorbehalten war und nun nach einer Renovierung zur Vermietung angeboten wird. Einst der bevorzugte Aufenthaltsort der Conti Millo Familie, ist die Beletage mit ihrer Dachterrasse und dem atemberaubenden Blick über die Kiefernwipfel bis hin zum Meer das Juwel des Anwesens.

Superhost
Apartment
5 out of 5 average rating, 3 reviews

Villa Lighea-Casa Tita, piscina e giardino privato

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.

Top guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Villa
4.99 out of 5 average rating, 122 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Popular amenities for Castiglioncello family-friendly rentals

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