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Holiday rentals in Castiglioncello

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Quick stats about holiday rentals in Castiglioncello

  • Total holiday rentals

    Explore 230 holiday rentals in Castiglioncello

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    160 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 holiday rentals in Castiglioncello

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

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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
4.91 out of 5 average rating, 34 reviews

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.

Guest favourite
Flat
5 out of 5 average rating, 7 reviews

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.

Guest favourite
Flat
5 out of 5 average rating, 9 reviews

La Gabbianella apartment by the sea

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!

Guest favourite
Holiday home
4.83 out of 5 average rating, 23 reviews

casa la dori

Vacation home located 200 meters from the sea in a central area very well served by neighborhood shops. Raised ground floor, with a private garden where you can have lunch, dinner or simply rest in the cool of a pleasant sea breeze. Completely renovated, refurbished and cared for in every detail, it has a very large and elegant living area with a large window that allows access to the garden. New kitchen equipped with dishwasher, two bedrooms and a fully renovated bathroom.

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.
Apartment
5 out of 5 average rating, 56 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
Flat
5 out of 5 average rating, 20 reviews

One-of-a-kind flat with cave

In the charming historic center of Rosignano Marittimo I offer a one-of-a-kind apartment. The building, located on the ground floor with an independent entrance, consists of a large open plan living area with modern kitchen and dining area, an elegant mezzanine that houses the bedroom, double bathrooms, and an extraordinary natural cave that gives a rare and authentic charm to the environment. The ceilings have exposed wooden beams that enhance its medieval rustic style.

Superhost
The bright living area features large windows offering unobstructed views of the sea. A comfortable blue sofa and a black armchair are positioned beside a glass dining table with four chairs. A lamp and decorative items accentuate the space, creating a cozy atmosphere.
Flat
4.79 out of 5 average rating, 19 reviews

Apartment with a panoramic view Blu Mare

Our cozy Blu Mare apartment is located on the waterfront of Rosignano Solvay, just minutes from the small port of Cala de' Medici. Located on the 4th floor of a beachfront building, equipped with an elevator, the apartment enjoys a breathtaking view of the bay that ranges from the adjacent free beach to the jagged coast of Castiglioncello. The perimeter terrace is perfect for enjoying breakfasts and aperitifs outdoors or simple moments of relaxation overlooking the sea.

Superhost
Apartment
4.67 out of 5 average rating, 15 reviews

[10 Meters from the Sea] Panoramic Terrace + Parking

Bright apartment just 10 metres from the sea, perfect for enjoying the beach without using the car. Free private parking – a real plus in this area. The highlight is the stunning rooftop terrace on the upper floor, perfect for breakfasts with a sea view, aperitifs at sunset and dinners under the stars. Just a 5-minute walk from the Cala de' Medici marina, with restaurants, bars and seafront promenades. Comfort, location and relaxation in a single experience.

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.
Guest house
5 out of 5 average rating, 24 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 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

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.

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, 137 reviews

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.

Superhost
A historic villa stands prominently on a hillside, overlooking crystal-clear waters. The building features tall green windows and contrasting stone walls, surrounded by rugged rock formations and lush greenery. Smooth stones are seen at the water's edge, inviting exploration and connection with nature.
Flat
4.87 out of 5 average rating, 23 reviews

Cala Verde House, apartment with access to the sea

Imagine sitting on the terrace with the sunset over the Tuscan islands in front of you, then going down a few steps and diving into the crystal-clear sea. Cala Verde House is an intimate and authentic apartment in a historic villa overlooking the sea, just 2 km from Castiglioncello, with an exclusive private terrace with a parasol and sun loungers and direct access to the sea.

Popular amenities for Castiglioncello holiday rentals

When is the best time to visit Castiglioncello?

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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.

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