
Holiday houses in Castiglioncello
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Top-rated holiday rentals in Castiglioncello
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a memorable experience, this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

“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.

Casa al Gianni - Hut
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!

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.

50 meters from the Libeccio sea. Bruno and Fernanda's House
2025 BLUE FLAG! Expect a 45-square-meter apartment. You will be 50 m from the sea. The apartment consists of a large kitchen: espresso machine and all utensils, large table. Veranda with French sofa bed. 1 double bedroom with window and French window, bathroom with large shower. Closet with washing machine. Private outdoor space with table and umbrella. TV, air conditioning, wi-fi. The apartment is accessed by going down 8 comfortable steps.

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.

Belvedereloft the sea under the house with descent to the sea
Belvedereloft overlooks the beautiful Bay of Quercetano in Castiglioncello, a special location that makes it unique for its breathtaking view. It is part of a property whose access, that is, the gate, is the private descent to the beach, are shared with the owners, the terraces are exclusively for the guests, but the owners can pass through. Only for adults

Fattoria Beletage with rooftop terrace & pool
The Beletage apartment on the first floor of the Fattoria Le Case Nuove is a gem that was reserved for the family until recently and is now offered for rent after a renovation. Once the preferred residence of the Conti Millo family, the Beletage with its roof terrace and stunning views over the pine tops to the sea is the jewel of the estate.
Popular amenities for Castiglioncello holiday rentals
Other great holiday rentals in Castiglioncello

Luxury Medieval Tower - Penthouse

Piazza della Vittoria 9

Oasis of the Sea

Frontemare house with exclusive sea access

Sea & relaxation in charming Castiglioncello

The convenience of being able to do everything on foot

Suite at Castello Boccale | Terrace overlooking the sea

Apartment 100 meters from the sea, air conditioning.
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 AUD | $176 AUD | $189 AUD | $158 AUD | $163 AUD | $193 AUD | $240 AUD | $243 AUD | $187 AUD | $177 AUD | $242 AUD | $264 AUD |
| 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 |
Frequently Asked Questions
What are the most popular amenities for House Rentals in Castiglioncello?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Castiglioncello vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Castiglioncello, available on Airbnb. Make a splash and soak up the sun in style!
Are there vacation rentals with a dedicated workspace in Castiglioncello?
Yes! Work meets play with ease at over 40 vacation rentals in Castiglioncello featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Castiglioncello?
Experience the best of Castiglioncello with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Castiglioncello?
Four-legged friends are welcome in Castiglioncello. Choose from more than 90 vacation rentals for guests traveling with pets.
Do house rentals in Castiglioncello have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Castiglioncello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castiglioncello have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Castiglioncello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castiglioncello have wifi?
Absolutely! We offer over 20 house rentals with wifi in Castiglioncello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castiglioncello have free parking?
Absolutely! We offer over 20 house rentals with free parking in Castiglioncello. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Castiglioncello?
Castiglioncello has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Castiglioncello

Total holiday rentals
Explore 230 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
160 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
Destinations to explore
- Waterfront rentals Castiglioncello
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- Family-friendly rentals Castiglioncello
- Rentals with beach access Castiglioncello
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- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Marina di Cecina
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Strozzi Palace
- Porta Elisa
- Del Chianti
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Basilica Di San Miniato A Monte
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Gorgona
- Spiaggia Di Sansone
- Parco delle Cascine




