
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.

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.

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.

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.

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

“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.

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.

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.

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.

[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.

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.

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.

Cliffside villa with pool
Villa with swimming pool in an exclusive location on the Tuscan cliffs. It is located in a large private park with direct access to the sea, it can accommodate two people plus two additional guests. A unique setting between sun, sea, food and culture.
Popular amenities for Castiglioncello family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

Il Cubetto - Sun Studio: absolute exclusivity

Japan Apartment Port Area with Balcony and Jacuzzi

"Gigi's House" (GG House)

House for 2/3 people in Fonteregia farmhouse

Green Dome @ The Land Before Time Retreats

La Casetta

Le Rose Apartment in Tuscany
Family- and pet-friendly home rentals

Casa limoni di mare

Belforti Tower

Casa Clarabella

PODERE GIANMARIA

Florentine Hills “Le Scalette”

Apartment with panoramic garden in San Gimignano

Pieve di Caminino Historic Farm

Villa between the countryside and the sea Locality Il Sito 21
Family-friendly home rentals with a pool

Cercis - La Palmierina

Flat at 30mt from sea, small pool and parking

Countryside Dream farm in Tuscany

Charming farmhouse with garden, views & pool

Podere del Bagnolino - Belvedere Apartment

Private Villa with semi-Olympic pool and Tennis

Luxury tent in the countryside

A romantic getaway in Tuscany!
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 SGD | $228 SGD | $222 SGD | $144 SGD | $151 SGD | $156 SGD | $222 SGD | $222 SGD | $180 SGD | $170 SGD | $223 SGD | $226 SGD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Destinations to explore
- Pet-friendly rentals Castiglioncello
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- Rentals with a patio Castiglioncello
- Beachfront rentals Castiglioncello
- Rentals with pools Castiglioncello
- Apartment rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Rentals with a washing machine and dryer Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Flat rentals Castiglioncello
- Villa rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Rentals with outdoor seating Castiglioncello
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Parco delle Cascine
- Spiaggia Di Barbarossa





