
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 £83 per night before taxes and fees

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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 L'Olivo w/Private pool (Close San Gimignano)
Villa L’Olivo si trova nella campagna Toscana, a circa 10 chilometri da San Gimignano e a pochi minuti dai supermercati ed i vari servizi presenti a Poggibonsi. La nostra Villa è un ottimo punto di partenza per scoprire tutte le bellezze della Toscana, ma è anche un luogo ideale per chi ama concedersi una pausa dalla vita frenetica della città. A Villa L’Olivo, puoi prenotare una cena con chef privato, direttamente in villa, per goderti una cena toscana in tutta tranquillità. Scrivici per info!

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.

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!

CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.

Villa sii felice
Live a dream in the Tuscan hills! Enjoy a "magical" place, surrounded by the green of the olive trees that characterize Buti, a charming and small historic center, located just 20 minutes from the center of Pisa. The panorama you can enjoy gives you the feeling of being able to embrace the world. Simplicity and class, together with attention to detail, make Villa sii felice a place to spend relaxing periods immersed in nature and in a forgotten atmosphere, but with all modern comforts.

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 sea 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.

Tuscan Luxury Villa • Natural Pool Relax Privacy
Immagina di svegliarti in totale privacy, circondato dalle colline del Chianti, con la tua piscina naturale, la spiaggia e il chiringuito. Non è solo un soggiorno, ma una vera “private luxury experience” toscana. Tenuta Virgilio nel Chianti è una villa immersa nella natura, perfetta per chi cerca relax, silenzio ed esclusività in Toscana. Oltre 3 ettari di uliveto e totale privacy: nessuno spazio condiviso, solo la tua esperienza in Toscana.

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.

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.

Private Villa with semi-Olympic pool and Tennis
Private villa in the country side, near Montaione, Tuscany with private semi Olympic pool (25 m long x12,5 m large and up to 4 m deep) and private tennis (synthetic grass), private pool house; 4 bedrooms and 4 bathrooms, it accommodates up to 9 persons + 2 babies
Popular amenities for villa rentals in Castiglioncello
Private villa rentals

Authentic Tuscan Retreat – Bio Pool & Privacy

Villa Belvedere beautiful view surrounded by greenery

Romantic Villa with private pool - "Il Pollaio"

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

Exclusive villa Lionella with private pool

VILLA GIOMA - Completely renovated country house

Villa Montefalcone: Charm, Private Pool, and Chef

Paolina's charming home and secret garden in the center
Luxury villa rentals

Villa Le Terme

Tuscan Villa with Pool & Jacuzzi, San Gimignano
Le Maggioline Your Tuscany country house

La Limonaia

La Dolce Vita - Tuscan experience

Old lemon house renovated near the center

Villa Melete [Pool + View Tuscan Hills]

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

Orsini Peccioli Home-Exclusive Home with pool

Villa Via Francigena

Dream in Tuscany, Villa with pool

Luxury Tuscany Villa on the hill with private pool

Podere Il Renaio

Old renovated mill in the Tuscan hills

Borgometato – Farm

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





