
Villa holiday rentals in Castiglioncello
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Quick stats about villa rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $141 SGD 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!
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.
Le Maggioline Your Tuscany country house
Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

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!

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.

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 with private access to the beach in Castiglioncello
Independent villa surrounded by lush greenery, with private access to the sea. Spread over two levels, the ground floor features a bright living area with a fully equipped kitchen, bathroom, and a spacious lounge with fireplace. Upstairs, the sleeping area includes four bedrooms and two bathrooms. The villa was fully renovated in 2022, including most of the furnishings. The property has a private entrance with an automatic gate and offers parking for up to five cars.

Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

La Dimora Dei Conti: Indulge in a Country Farmhouse
Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.<br><br>As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

Tuscan farmhouse with a bio-lake suitable for swimming
A farmhouse with a swimable natural lake, nestled in a beautiful Tuscan landscape, offering privacy and relaxation. On the ground floor: spacious living room, eat-in kitchen, dedicated fireplace room, and half bathroom. On the second floor, there are 4 double bedrooms, each with a private bathroom, and a laundry area. Spacious outdoor areas with an exclusive view of the surrounding hills.

Il Leccio - Casa la Mangiatoia (The Manger House)
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.

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 villa rentals in Castiglioncello
Private villa rentals

Orsini Peccioli Home-Exclusive Home with pool

Villa Via Francigena

Last minute June - 15% - Dante vineyards & pool

Charming Tuscan Villa – "Borgo Il Massera"

The pinewood for wine lovers with AC

Two-room apartment with exclusive pool, large garden, sea

La Dolce Vita - Tuscan experience

Old lemon house renovated near the center
Luxury villa rentals

Entire Villa Barsocchini

Tuscan Villa with Pool & Jacuzzi, San Gimignano

Historic Villa Franchini

Old renovated mill in the Tuscan hills

*La Casa della Cuoca* Lucca – Free Parking & WiFi

Panoramic villa with private pool

"La Falterona" Villa 15 km Florence

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa rentals with a pool

Villa Iris with Swimming Pool

Villa Belvedere beautiful view surrounded by greenery

Lilium,delux farmhouse in the chianti hills

A Casa di Patrizia, pool and panoramic view

Villa Bianca: charming Tuscany house with pool

Villa Casa al Povero

Villa Gamburlaccio, in the Tuscan hills

Detached villa with private pool
Destinations to explore
- Pet-friendly rentals Castiglioncello
- Rentals with pools Castiglioncello
- Rentals with a patio Castiglioncello
- House rentals Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Rentals with beach access Castiglioncello
- Rentals with a washing machine and dryer Castiglioncello
- Cottage rentals Castiglioncello
- Apartment rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Family-friendly rentals Castiglioncello
- Beachfront rentals Castiglioncello
- Rentals with outdoor seating Castiglioncello
- Flat rentals Castiglioncello
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Pisa Centrale Railway Station
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Gorgona
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Gulf of Baratti





