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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 120 holiday rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 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

    90 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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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
4.91 out of 5 average rating, 32 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.

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 in San Miniato
4.99 out of 5 average rating, 165 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 in Rosignano Solvay-Castiglioncello
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
A cozy bedroom features a spacious bed dressed in blue and white linens, accompanied by decorative pillows. Soft light is emitted by bedside lamps on each side. A piece of wall art depicting a beach scene enhances the decor. Sheer curtains provide a light and airy feel.
Flat in Rosignano Solvay-Castiglioncello
4.98 out of 5 average rating, 46 reviews

50 meters from the Libeccio sea. Bruno and Fernanda's House

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.

Top guest favourite
A traditional stone farmhouse is surrounded by a well-maintained garden. A paved pathway leads to an arched entrance framed by decorative plants. Wooden window shutters add charm, while the bright blue sky complements the earthy tones of the building.
Flat in Collesalvetti
4.96 out of 5 average rating, 109 reviews

Relax between hills and sea in an ancient farmhouse

Recently renovated apartment in a typical Tuscan farmhouse in the hills, a 20-minute drive from the sea. It has 2 double bedrooms, a cozy entrance to the living room with a comfortable sofa bed, a bathroom with shower and a fully equipped kitchen. In the property's garden there is a swimming pool (from June) and a wooden gazebo with BBQ. The apartment is equipped to accommodate small guests with a crib, high chair, stroller, bottle warmer, and a backpack for walks. Wifi, Satellite TV

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 in Rosignano Solvay-Castiglioncello
4.92 out of 5 average rating, 26 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 in Gambassi Terme
5 out of 5 average rating, 216 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 in Rosignano Solvay-Castiglioncello
4.89 out of 5 average rating, 18 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 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 in Peccioli
4.99 out of 5 average rating, 140 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 in Rosignano Solvay-Castiglioncello
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
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 in Rosignano Solvay-Castiglioncello
4.98 out of 5 average rating, 133 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.

Top guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay in Pisa
4.99 out of 5 average rating, 328 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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.

Popular amenities for Castiglioncello family-friendly rentals

When is the best time to visit Castiglioncello?

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