
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 £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.

Hilltop Views From a Historic Tuscan Home
Be immersed in the peace and quiet of a Tuscan olive orchard by staying in this stone farmhouse which features traditional architectural elements such as terra cotta floors, vaulted ceilings, and original wood fixtures. Dive into the plunge pool with sweeping views of the Mediterranean Sea. For adventurous travelers who will appreciate the 10-minute panoramic walk to the house (we will transport your luggage and groceries by tractor). The magical view of the world below with the coast on the horizon which can be enjoyed from every room of the house and from the entire olive orchard with its walking paths and plunge pool with waterfall. Being a pedestrian village, Metato is quiet and peaceful. Yet, the beach and many great places to visit are a short drive away- Pisa, Florence, Lucca, the marble quarries of Cararra, Pietrasanta, Viareggio.... Guests have exclusive access to the pool and property. Metato is a friendly litttle village in the hills overlooking the Mediterranean Sea. There is a quaint family-run restaurant in the village that serves local homemade dishes at a very reasonable price. Our pedestrian village tends to attract kind people in search of peace and quiet and a proximity with nature. Time seems to go by more slowly here. It is a perfect base for families who want to explore Tuscany and the beaches of the Versilia coast. The home is in a beautiful, quiet location on a hill surrounded by olive orchards and vineyards just a 10-minute walk from the parking lot. Explore the medieval village of Metato where fireflies and breathtaking views await. Take an invigorating hike or head to the beaches a short drive away. There is a parking lot at the base of the village where you can park the car. The village itself is pedestrian but I am happy to greet guests at the parking lot on their arrival to transport their luggage, groceries and whoever wants to ride to the house with my little Italian tractor! The nearest airport is Pisa (45-minutes by car). All the major car rental places can be found there. The nearest train station is Viareggio.
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.

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.

50mt dal mare Libeccio. Casa Bruno e Fernanda
2026 BANDIERA BLU! Aspettati un appartamento di 45 mq. Ti troverai 50 m dal mare. L'appartamento è composto da ampia cucina: macchina per caffè espresso e tutti gli utensili, grande tavolo. Veranda con divano letto alla francese. N.1 Camera matrimoniale con finestra e porta finestra bagno finestrato con ampia doccia. Ripostiglio con lavatrice. Spazio esterno privato con tavolo e ombrellone. TV, impianto di climatizzazione, wi-fi. Si accede all'appartamento scendendo 8 comodi scalini.

La Gabbianella appartamento mare
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!

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.

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.

appartamento con grotta unico nel suo genere
Nel suggestivo centro storico di Rosignano Marittimo offro un appartamento unico nel suo genere. L’immobile, situato al piano terra con ingresso indipendente, è composto da un’ampia zona giorno open space con cucina moderna e zona pranzo, un elegante soppalco che ospita la camera da letto, doppi servizi e una straordinaria grotta naturale che dona un fascino raro e autentico all’ambiente. I soffitti hanno travi di legno a vista che ne esaltano lo stile rustico medievale.

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.

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.

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.

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.
Popular amenities for Castiglioncello family-friendly rentals
Family-friendly home rentals with a hot tub

Splendido fienile ristrutturato in Toscana

Tuscan cottage: sea view and private olive garden!

Il Cubetto -Sea Studio: sense of peace and freedom

La terrazza degli ulivi, a piedi in giro per Lucca

Country home near Florence and Pisa

Farm in the Tuscan hills

Farmhouse , pool, 13 px. Lucca 10km

Green Dome @ The Land Before Time Retreats
Family- and pet-friendly home rentals

Casa limoni di mare

la terrazza sul mare

Chiesino Dei Vaioni

Rosa: Tuscan Views & Pool, Walk to Town

Belvedereloft il mare sotto casa scesa privata

"Glicine" appartamento in villa sul mare

La mia Casa Rosa

Villa Sunset View
Family-friendly home rentals with a pool

BorgoMetato - Fico

I 9 Cipressi – Tuscan Retreat with Pool & View

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

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Villa Ginestra Private Luxury Farm Stay + Services

Countryside Dream farm in Tuscany

The Cottage to relax and enjoy

Villino Isotta (villa privata esclusiva)
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £154 | £133 | £129 | £84 | £88 | £91 | £129 | £129 | £105 | £99 | £130 | £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 |
Destinations to explore
- Pet-friendly rentals Castiglioncello
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- Beachfront rentals Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Rentals with outdoor seating Castiglioncello
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- Rentals with a washing machine and dryer 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





