
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 $34 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, 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.
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Medieval Tower experience with Panoramic Rooftop
If you are looking for a unique experience in the heart of San Gimignano, this is the place for you. With its 42 mt of height, Torre Salvucci Maggiore is one of the medieval town's famous towers and today the only one turned into a vertically-spread accommodation divided into 11 floors for a total of 143 steps. A magical setting unlike any other. The tower can hosts couples or small groups of up to 3 people. At the top, the panoramic terrace awaits for you with an axtraordinary 360° city view.
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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.
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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.
FamilyIndoor spacesHot tub

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.
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“Charming stay by the sea”
Beautiful apartment, with free public parking, directly on the Crepatura seafront, with its incredible natural coves, the beaches and crystal clear water. The accommodation is completely renovated and is equipped with air conditioning, safe, mosquito nets and washing machine. Within walking distance are restaurants, pizzerias, a supermarket and a pharmacy. It is the perfect place to visit the beautiful beaches of the area, Bolgheri, and all the villages of the Etruscan Coast.
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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.
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Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
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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!
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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.
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Casa Gianguia apartment 100 meters from the sea
Villa type "viareggina", named "Gianguia", located in an excellent position 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 but tasteful furnishings; equipped with all the comforts to guarantee guests a pleasant and relaxing stay. Ideal for couples and families who love the sea and relaxation.
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sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
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Popular amenities for Castiglioncello family-friendly rentals
Family-friendly home rentals with a hot tub

Casa Luna-Splendida overlooking the pool and Tuscan nature
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La Dimora Dei Conti: Indulge in a Country Farmhouse
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Farm in the Tuscan hills
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Il Cubetto - Sun Studio: absolute exclusivity
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Beautiful renovated barn in Tuscany
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La Casetta
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The Tower - Pistoia Apartments
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Farmhouse , pool, 13 px. Lucca 10km
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Family- and pet-friendly home rentals

Casa Clarabella
Indoor spacesKitchenDecor

Florentine Hills “Le Scalette”
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Charming cottage on Lucca hills
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Open space surrounded by nature
Indoor spacesKitchenQuiet

Private villa/swimming pool in Tuscany
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Rosa: Tuscan Views & Pool, Walk to Town
Indoor spacesKitchenGetting around

Apartment with Panoramic View Blu Mare
FamilyKitchenSleep quality

the terrace overlooking the sea
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Family-friendly home rentals with a pool

Cercis - La Palmierina
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Hilltop Views From a Historic Tuscan Home
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Amazing view, pool and relax, 5 adults
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Podere del Bagnolino - Belvedere Apartment
Indoor spacesFamilyHospitality

Villa Olympia Pool Sea View Mountains Lake Nature
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Apartment in Farmhouse near the Sea
KitchenIndoor spacesWalkability

Superior Lodge with 2 bedrooms and outdoor tub
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Luxury tent in the countryside
Indoor spacesFamilySleep quality
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 NZD | $300 NZD | $292 NZD | $263 NZD | $251 NZD | $282 NZD | $292 NZD | $292 NZD | $238 NZD | $224 NZD | $294 NZD | $297 NZD |
| 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
- Waterfront rentals Castiglioncello
- Rentals with pools Castiglioncello
- Apartment rentals Castiglioncello
- Villa rentals Castiglioncello
- Beachfront rentals Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Condo rentals Castiglioncello
- House rentals Castiglioncello
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio





