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Holiday houses in Castiglioncello

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Castiglioncello

  • Total holiday rentals

    Explore 250 holiday rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    180 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 holiday rentals in Castiglioncello

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Holiday home in Rosignano Solvay-Castiglioncello
4.84 out of 5 average rating, 25 reviews

casa la dori

Casa vacanze situata a 200 mt dal mare in zona centrale molto servita da negozi di vicinato. Piano terra rialzato, dotato di giardino privato dove si può pranzare, cenare o semplicemente riposare al fresco di una piacevole brezza di mare. Completamente ristrutturata, rinnovata e curata nei minimi particolari, ha una zona giorno molto ampia ed elegante con una grande vetrata che permette l'accesso al giardino. Cucina nuova dotata di lavastoviglie, due camere e il bagno totalmente rinnovati.

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 in San Gimignano
4.95 out of 5 average rating, 129 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.

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 in Rosignano Solvay-Castiglioncello
4.92 out of 5 average rating, 37 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.

Guest favourite
Apartment in Rosignano Solvay-Castiglioncello
5.0 out of 5 average rating, 10 reviews

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!

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 226 reviews

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.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 61 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

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 in Rosignano Marittimo
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.

Superhost
Condo in Rosignano Solvay-Castiglioncello
4.69 out of 5 average rating, 16 reviews

[10 Metri dal Mare] Terrazza Panoramica+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.

Top Guest favourite
An open-concept living area is presented, featuring a hanging chair and stylish black furnishings. Arched doorways lead to the dining space, which is brightened by natural light. Potted plants add greenery to the environment, alongside a cozy rug on the tiled floor.
Apartment in San Gimignano
4.99 out of 5 average rating, 87 reviews

Herons Superior Apartment - Splendid view!

Goditi una vacanza all'insegna dello stile in questo spazio nel centro di San Gimignano. Finemente arredato e con una vista spettacolare sulle colline toscane, Herons Superior Apartment è pronto a ospitarti insieme alle persone che ami. ___________________________________________________ Tassa di soggiorno da pagare sul posto secondo il seguente calcolo: 2,5€ X numero di ospiti sopra gli 11 anni X numero di notti (si pagano al massimo 5 notti).

Top Guest favourite
The exterior showcases a charming stone facade, complemented by wooden windows and doors. Potted plants and cacti add greenery around the entrance. The layout presents a seamless connection to the lush garden, inviting tranquility. A glimpse of the cozy interior is visible through the glass doors.
Guesthouse in Rosignano Marittimo
5.0 out of 5 average rating, 25 reviews

IdyllicTuscan Chalet with Private Seafront Access

Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!

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.
Apartment in Rosignano Solvay-Castiglioncello
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
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.
Apartment in Rosignano Solvay-Castiglioncello
5.0 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.

Popular amenities for Castiglioncello holiday rentals

When is the best time to visit Castiglioncello?

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Avg. price$260 AUD$280 AUD$249 AUD$162 AUD$168 AUD$198 AUD$247 AUD$250 AUD$193 AUD$182 AUD$249 AUD$272 AUD
Avg. temp7°C8°C10°C13°C17°C21°C24°C24°C21°C17°C12°C8°C

Frequently Asked Questions

  • What are the best places to stay in Castiglioncello?

    Seaside neighborhoods, hilltop areas near pine parks, and the historic center have a variety of stays for different preferences. Many accommodations feature gardens, terraces, or easy access to the beach.

  • What are the best things to do in Castiglioncello with kids?

    Children can build sandcastles on the beach, wander through shaded parks, or try simple water sports close to shore. Small local ice cream cafes and colorful markets give kids a taste of daily life in Castiglioncello.

  • What are some of the best things to do in Castiglioncello?

    Explore scenic beaches, stroll through the Pineta Marradi park, and enjoy exhibitions or performances at Castello Pasquini. Waterfront cafes and small art galleries often attract locals and visitors alike.

  • How is the weather in Castiglioncello?

    Castiglioncello has mild winters with temperatures ranging from 37–55°F (3–13°C), and warm summers often reaching 86°F (30°C). Rainfall is heaviest in autumn, but spring and summer are generally sunnier and drier.

  • When is the best time to visit Castiglioncello?

    Late spring through early fall is often recommended for warmer temperatures and outdoor festivals. Cooler months offer a quieter atmosphere, with scenic walks and local cuisine being highlights.

  • What are the best places to visit in Castiglioncello?

    The Pineta Marradi park, the Castello Pasquini, and the distinctive rocky coastline are frequently suggested for their scenery and cultural events. Art galleries and seafront promenades add to the area’s appeal.

  • What are some hiking trails in Castiglioncello?

    Explore coastal paths weaving through pine forests or hike toward rocky promontories for sea views. Nature reserves near Castiglioncello often feature walking trails with a mix of greenery, Mediterranean landscapes, and occasional lookout points.

  • What are some family activities we can do in Castiglioncello?

    Families often enjoy the region’s sandy beaches, shady pinewood parks, and seaside promenades for cycling or strolling. Some visitors also explore outdoor playgrounds or join a boat tour to take in the coastline together.

  • What are some of the best day trip ideas from Castiglioncello?

    Explore medieval villages nestled in the hills, stroll art-filled streets in nearby Tuscan towns, or discover sandy beaches and pine forests along the coast. Vineyards and countryside markets are also frequently suggested for a glimpse into the region’s traditions.

  • Are there any pet friendly accommodations available in Castiglioncello?

    Many vacation rentals and guesthouses in seaside, residential, and central areas welcome pets. Several local beaches and parks around Castiglioncello are also known for being pet friendly.

  • What are some local tips for visiting Castiglioncello?

    Locals often recommend trying early morning walks along the sea promenade and exploring the markets for fresh produce. Carrying a light jacket may be useful for breezier evenings; comfortable shoes help on stone-paved paths.

  • What is Castiglioncello known for?

    Castiglioncello is known for its scenic Tyrrhenian coastline, pine forests, and historic villas that inspired many nineteenth-century artists. The town has a lively arts scene and is celebrated for seasonal festivals and relaxed seaside living.

  • What are the best hidden gems to explore in Castiglioncello?

    Castiglioncello has secluded coves with clear waters, lesser-known art galleries, and small hillside churches that reflect local history. Quiet garden parks and artisan shops around the center are often recommended for a more tranquil experience.

  • What are the best foods to try in Castiglioncello?

    Locally caught seafood, such as cacciucco or grilled fish, is frequently suggested, along with classic Tuscan dishes like pappa al pomodoro and schiacciata flatbread. Gelato made with regional ingredients is a popular treat throughout the town.

  • What should I bring for a trip to Castiglioncello?

    Pack swimwear, comfortable walking shoes, and sun protection, as much of Castiglioncello centers around the beach and outdoor activities. A light jacket is useful for cooler evenings, especially in spring or autumn.

  • What is the nightlife in Castiglioncello like?

    Castiglioncello has a relaxed nightlife scene, with seafront wine bars, open-air terraces, and occasional live music in local venues. During summer, arts events and evening markets often draw a lively, welcoming crowd.

  • What are the most popular events or festivals in Castiglioncello?

    Summer arts festivals, classical concerts in historic villas, and open-air cinema nights are frequently suggested seasonal highlights. Food fairs often showcase local seafood and Tuscan flavors during warmer months.

  • Are there family friendly vacation rentals in Castiglioncello?

    Many vacation rentals in central, seaside, and residential neighborhoods are designed with families in mind. Features like kitchens, extra bedrooms, and outdoor spaces are commonly found in these accommodations.