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Family-friendly vacation rentals in Castiglioncello

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Castiglioncello

  • Total vacation rentals

    Explore 120 vacation rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Castiglioncello vacation 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 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 favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 339 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

Guest favorite
A clear, tranquil salt-water infinity pool reflects the bright blue sky and scattered clouds. Lush greenery, including tall cypress and evergreen trees, frames the pool area, enhancing the serene outdoor environment.
Loft in Rosignano Marittimo
4.95 out of 5 average rating, 118 reviews

Il Cubetto -Sea Studio: sense of peace and freedom

Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

Guest favorite
Apartment in Rosignano Solvay-Castiglioncello
5 out of 5 average rating, 6 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 favorite
Apartment in Rosignano Solvay-Castiglioncello
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!

Top guest favorite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 135 reviews

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.

Top guest favorite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 277 reviews

Cottage in Toscana in antica Villa con giardino

Il Cottage è parte di una proprietà della famiglia Bernocchi, già presente nelle mappe della zona del 1500 ed e' situata proprio su di una antica via Romana che attraversava i monti della Calvana. Distante circa 9 km da Prato e 20 da Firenze. Il Cottage, liberi su tre lati, e' situato in posizione panoramica circondato da un parco privato, ideale per camminate e sport. Una vera e propria casa, con cucina, salotto, camera e bagno. Ampi spazi esterni, giardino e orto botanico.

Top guest favorite
Farm stay in Sovicille
4.92 out of 5 average rating, 220 reviews

House at Gianni - Leccio

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top guest favorite
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, 143 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.

Top guest favorite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.96 out of 5 average rating, 136 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Guest favorite
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 favorite
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, 136 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 favorite
Farm stay in Palaia
4.98 out of 5 average rating, 193 reviews

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded 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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Avg. priceﺩ.ﺇ 753ﺩ.ﺇ 650ﺩ.ﺇ 632ﺩ.ﺇ 411ﺩ.ﺇ 430ﺩ.ﺇ 444ﺩ.ﺇ 632ﺩ.ﺇ 632ﺩ.ﺇ 514ﺩ.ﺇ 485ﺩ.ﺇ 635ﺩ.ﺇ 643
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