
Villa holiday rentals in Castiglioncello
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Top-rated villa rentals in Castiglioncello
Guests agree: These villas are highly rated for location, cleanliness and more.

Villa Cantucci
Traditional architecture blends with modern amenities in this charming 18th century stone villa. Nestled on a quiet hillside just below Volterra, the villa offers a private infinity pool (5m x 10m) equipped with sun loungers and umbrella. There is a large, covered terrace with a comfortable sitting area and dining table to enjoy the panoramic views of the Tuscan hills. Stepping inside, the villa feels sophisticated while maintaining its rustic charm and provides a delightful place to relax.

Luxury Villa + Annex with Jacuzzi + Pool, Chef
Exclusive stay in restored 17th-century Casale + luxury Dépendence with A/C and whirlpool tub. 24-hour assistance, personalized services on request: private chef for Tuscan, Italian, international, vegan, pizza menus, Michelin-starred chef, sommelier, grocery delivery, massages, cooking, yoga, handpan sessions. Outdoors: 5,000m² garden, infinity pool, 360° views, wood-fired oven, BBQ, patio, hammock, private parking, EV charging station. Indoors: 6 bedrooms, 3 equipped kitchens, laundry room.

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

Romantic Villa with private pool - "Il Pollaio"
"Il Pollaio" is a charming, traditional and well equipped stone country house that offers you peace, tranquility and comfort in a typical Tuscan setting. Enjoy air conditioning, a garden with a private pool and a dreamy playhouse for the little ones. It is conveniently located near amazing destinations, but also secluded and private. Multiple parking slots are available inside the property. ATTENTION: Read the details at the "show more" button beneath under "Other things to note".

Villa Tenuta Le Case Nuove with pool & garden
Your Tuscany mansion right at the ocean - Villa Le Case Nuove dei Conti Millo is a classical mansion in the heart of Tuscany and offers sleeping accommodation for 12 people (in 2025 you can book an addtional wing and increase capacity to 18 people) With more than 800 sqm the Villa is placed in the midst of the countryside and has a 20 x 10 m pool. The ocean is just 1 km away and can be seen from the residence. The mansion is furnished with antiques, yet provides modern convenience.

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

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.

Villa between the countryside and the sea Locality Il Sito 21
Located on a hill, with a breathtaking view of the countryside, it is richly furnished and equipped with all the comforts for a wonderful holiday. Very close to the enchanting sea of the Etruscan Coast (10 minutes by car to reach Castiglioncello and the Livorno coast), it is surrounded by greenery and is about 1 km from the town that meets every need. In the large garden there is a BBQ, an outdoor kitchen and a pleasant playground. The correct address is Località il Sito 21.

Large modern house with garden, 300m from the sea
"Casa Made in Story" is a large modern house with a separate entrance and 300 square meters of private garden. It has a large kitchen, a living room, 2 bathrooms and is equipped with 3 double bedrooms, which have been furnished with two double beds and two single beds. Depending on the needs of the guests, you can have 3 double beds. To these it is possible to add a bed in the living room (sofa bed), a camping bed and a Montessori bed (for children from 1 to 3 years).

Charming Villa in Stone in Tuscany, Borgo ai Lecci
The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Il Leccio - Tuscany home near San Gimignano
Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.

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.
Popular amenities for Castiglioncello villa rentals
Private villa rentals

Villa Via Francigena

The Hoopoe's Farmhouse.

Historic home with exclusive pool

Podere Il Renaio

A Casa di Patrizia, pool and panoramic view

Luxury Private Villa W/ Star View - Beautiful Spot

Near San Gimignano and Volterra-villa with pool

Casa degli Olivi – Pool, AC, Relax
Luxury villa rentals

Beautiful villa,Volterra area,San Gimignano,Pisa

La Casina delle Ginepraie - Tuscany

Villa Linda - Private villa with pool, Tuscany

Traditional Villa Niccolai With Pool Near Lucca

Villa La Leccina

Villa dated XVI century with private pool A/C wifi

Villetta Il Cubo is a five-minute walk to the sea

Charming villa w/private pool and vineyard views
Villa rentals with a pool

La Capannina Di Pillo

PODERE IL LECCIONE-VILLA IN THE BEAUTIFUL TUSCANY

CASA SCIACOL - Entire apartment with pool

Ulimeto Power

Villa Bellavista - Tuscany panoramic view

Casadi Meo – Villa with pool in the countryside

Villa Elvira – Historic villa with swimming pool, Pisa

Villa Casa al Povero
Quick stats about villa rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $154 AUD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

4.8 Average rating
Castiglioncello stays are highly rated by guests—averaging 4.8 out of 5!
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- Villa rentals Tuscany
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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




