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Holiday rentals in Castiglioncello

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Top-rated holiday rentals in Castiglioncello

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

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Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat
4.99 out of 5 average rating, 167 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Guest favourite
Flat
5 out of 5 average rating, 5 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, 8 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
The image displays a satellite view of a coastal area, highlighting the proximity to the sea and surrounding amenities. A circular inset features a view of a walkway, complemented by a bright sky. Nearby, buildings and parking spaces are visible, indicating accessibility to local attractions.
Apartment
4.89 out of 5 average rating, 27 reviews

“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.

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
5 out of 5 average rating, 218 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.

Guest favourite
Holiday home
4.85 out of 5 average rating, 20 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, 49 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 tea set is arranged on a table, featuring a teapot and two cups with saucers. In the background, the dome of a historic building and the leaning structure of the Torre Pendente can be seen, highlighting the rich architectural heritage of Pisa.
Flat
4.99 out of 5 average rating, 111 reviews

"La Torre al 7 - Leaning Tower View, Pisa"

LaTorreal7 is an authentic pearl in the heart of Pisa, a stone's throw from the Leaning Tower and Pisa's Piazza dei Miracoli. Every detail is taken care of to create an elegant and welcoming environment, where history and modernity come together in a warm embrace. Imagine waking up and opening your windows to admire the majestic Leaning Tower just steps away. Enjoy breakfast on the terrace with a breathtaking view of one of the world's most iconic monuments.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home
4.99 out of 5 average rating, 141 reviews

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.

Guest favourite
The kitchen area features a round wooden dining table set for six, complete with light blue plates and glassware. Modern appliances are integrated into the sleek cabinetry, and a cozy corner displays a minimalist TV above the counter. An archway leads to another room.
Home
5 out of 5 average rating, 10 reviews

[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.

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, 23 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.
Flat
4.99 out of 5 average rating, 135 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.

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.

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

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