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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 130 holiday rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    100 of Castiglioncello holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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Top Guest favourite
A serene plunge pool is set against a backdrop of rolling hills and olive trees. A wooden lounge chair is positioned nearby, inviting relaxation. The surrounding concrete deck offers ample space for sunbathing, with panoramic views of the landscape visible in the distance.
Home in Metato

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.

FamilyKitchenOutdoor spaces

4.99 out of 5 average rating, 110 reviews
Superhost
Home in Rosignano Solvay-Castiglioncello

House with garden a few steps from the sea

The flat is located on the ground floor and remains pleasantly cool even on the hottest summer days. It offers plenty of peace and quiet and is ideal for anyone looking to relax. Interior: A spacious bedroom with a double bed, a children's room with a bunk bed, a large living area with a fully equipped kitchen and living room and a bathroom with a shower. Outdoor area: A small terrace with sea views and a private garden of 110 m², shaded and perfect for al fresco dining or relaxing in the greenery.

FamilyKitchenLaundry

4.79 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Castiglioncello

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.

KitchenFamilyLocation

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

KitchenFamilyBeach

4.98 out of 5 average rating, 127 reviews
Top Guest favourite
Villa in Montecatini Val di Cecina

Belforti Tower

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.

Indoor spacesKitchenView

4.99 out of 5 average rating, 138 reviews
Guest favourite
Condo in Rosignano Solvay-Castiglioncello

Piazza della Vittoria 9

Directly overlooking the famous Piazzetta! This elegant, finely renovated apartment welcomes you with spacious and bright spaces, perfect for couples and families. 📍 Downstairs (Forget the car!) You can immediately find shops for shopping, restaurants, and bars for an aperitif and an evening out. A few steps from the picturesque Bay of Quercetano, the cool Pineta Marradi and the historic Castello Pasquini. Everything you love about Castiglioncello is literally below the house.

Indoor spacesFamilyComfort

4.95 out of 5 average rating, 19 reviews
Superhost
Holiday home in Rosignano Solvay-Castiglioncello

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.

KitchenIndoor spacesView

4.87 out of 5 average rating, 30 reviews
Guest favourite
A hallway is presented with a vintage-style light green cabinet, topped with a decorative mirror and a lamp. The wall is adorned with soft vertical stripes, while a glimpse of an entryway reveals elegant decor elements, including two vases and a small wooden table.
Loft in Rosignano Solvay-Castiglioncello

FaccendinaFlat_Castiglioncello

FaccendinaFlat was born from the renovation of a historic Tuscan house a short walk from the sea, in the center of Castiglioncello. La Faccendina has a large and bright double bedroom, a spacious bathroom with walk-in shower and, on the attic floor, an open space area with sea view, kitchen, dining area and a comfortable sofa that can easily be converted into a double bed. The house is 50 meters from the sea, the station and the pine forest and very close to all services.

KitchenFamilyView

4.9 out of 5 average rating, 42 reviews
Top Guest favourite
An outdoor patio area is displayed, featuring a large wooden table and a decorative white lantern. In the background, a scenic view of the coastline and rolling hills is visible under a clear blue sky, framed by lush greenery.
Apartment in Nibbiaia

VerdeMare House with a view

Newly renovated ground floor apartment with panoramic view .... wonderful position in the hills with sea view ... large and bright three-room apartment that is well suited for a trip as a couple or as a family. It consists of kitchen, bedroom with 2 single beds and large living room with sofa bed, bathroom and dressing room. The space is embellished by a large outdoor patio equipped with armchairs and a table to relax during the stay, beyond babecue area.

KitchenFamilyQuiet

4.92 out of 5 average rating, 112 reviews
Guest favourite
A bright interior features large double windows, allowing natural light to fill the space. The view displays the sea and a nearby promenade, with soft, flowing curtains framing the scenic outlook. A simple white bed is positioned close to the windows.
Loft in Livorno

Sunset Loft | The best view in town

Overlooking the Terrazza Mascagni, one of Italy's most beautiful promenades, Sunset Loft offers a breathtaking 180° view of the Mediterranean.Hardwood floors, carefully chosen furnishings and large windows framing the sea: an elegant and bright space designed to feel like home. Perfect for a couple who wants to experience Livorno without giving up the charm of the sea.***ATTENTION THERE ARE SOME WORKS UNDERWAY ON ONE SIDE OF THE BUILDING (NOT OURS)

KitchenFamilyCheckout

4.8 out of 5 average rating, 543 reviews
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

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.

KitchenFamilyParks

4.96 out of 5 average rating, 113 reviews
Top Guest favourite
Home in Montaione

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 147 reviews

Popular amenities for Castiglioncello family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

Guest favourite
Home in Montescudaio

Open space surrounded by nature

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 137 reviews
Top Guest favourite
The exterior of a charming pink building is displayed, featuring a dark green door with a decorative ironwork element. A window with sheer curtains is positioned nearby, and a mailbox is mounted next to the door. Stone-tiled flooring leads up to the entrance.
Holiday home in Livorno

La Casina Lungomare di Fabi Livorno Waterfront

FamilyKitchenLong stay

4.97 out of 5 average rating, 183 reviews
Guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano

Charming Villa in Stone in Tuscany, Borgo ai Lecci

KitchenIndoor spacesView

4.97 out of 5 average rating, 116 reviews
Guest favourite
A historic villa from the 19th century is framed by lush greenery, featuring a serene private bio lake. Surrounding the water, vibrant flowers and shrubbery enhance the natural setting. The structure is complemented by clear blue skies and well-maintained garden areas.
Villa in Lucca

HistoricVilla-6km from Luccacentre-Villa Zambaldi

Indoor spacesKitchenQuiet

4.93 out of 5 average rating, 116 reviews
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.
Apartment in Rosignano Solvay-Castiglioncello

Apartment with Panoramic View Blu Mare

KitchenFamilyBeach

4.82 out of 5 average rating, 22 reviews
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

Casina del Sorriso

FamilyIndoor spacesHospitality

4.93 out of 5 average rating, 44 reviews
Guest favourite
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.
Apartment in Rosignano Marittimo

Cala Verde House, apartment with access to the sea

KitchenFamilyAccuracy

4.87 out of 5 average rating, 30 reviews
Top Guest favourite
Holiday home in Lajatico

Rosa: Tuscan Views & Pool, Walk to Town

Indoor spacesKitchenCheck-in

5.0 out of 5 average rating, 41 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Farm stay in Palaia

Countryside Dream farm in Tuscany

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 201 reviews
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

Tenuta Chiudendone in Tuscany

Indoor spacesKitchenSleep quality

4.99 out of 5 average rating, 338 reviews
Superhost
A view of the bright blue sea, dotted with small boats and buoys. The shoreline features sun loungers and umbrellas, with a glimpse of the Italian flag visible nearby. A serene atmosphere is highlighted by clear skies and calm waters.
Apartment in Rosignano Solvay-Castiglioncello

Flat at 30mt from sea, small pool and parking

FamilyKitchenNearby

4.67 out of 5 average rating, 45 reviews
Guest favourite
A serene coastal view displays glistening water reflecting sunlight. Smooth pebbles and rocky formations line the shore, while gentle waves lap against the beach. A lush, grassy area with wooden railings is positioned in the foreground, contributing to the tranquil landscape.
Home in Rosignano Marittimo

MAM house with pool, tennis court, and beach access

KitchenIndoor spacesBeach

4.86 out of 5 average rating, 22 reviews
Top Guest favourite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Apartment in Santa Luce

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Indoor spacesKitchenDecor

4.93 out of 5 average rating, 61 reviews
Top Guest favourite
An aerial view showcases Villa Ginestra at dusk, surrounded by expansive fields. The property features a well-lit exterior with a spacious pool, elegantly set in the manicured garden. The warm glow of outdoor lighting enhances the serene landscape, highlighting the villa's charm against a twilight sky.
Villa in Villamagna - Volterra

Villa Ginestra Private Luxury Farm Stay + Services

Indoor spacesKitchenOutdoor spaces

5.0 out of 5 average rating, 19 reviews
Guest favourite
Condo in Santa Luce

Podere del Bagnolino - L'Arco Apartment

KitchenFamilyLocation

5.0 out of 5 average rating, 26 reviews
Superhost
An aerial view showcases a rustic property surrounded by olive trees and lush greenery. The structure features a terracotta roof and is complemented by a swimming pool and several outdoor seating areas, enhancing the serene landscape of the Tuscan countryside.
Condo in Castiglioncello

Apartment in Farmhouse near the Sea

FamilyIndoor spacesAir conditioning

4.88 out of 5 average rating, 59 reviews

When is the best time to visit Castiglioncello?

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Avg. price$361 NZD$312 NZD$303 NZD$273 NZD$261 NZD$293 NZD$303 NZD$303 NZD$247 NZD$233 NZD$305 NZD$308 NZD
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