
Villa vacation rentals in Castiglione della Pescaia
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Top-rated villa rentals in Castiglione della Pescaia
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The Farmhouse Cottage
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

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!

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Villetta Il Cubo is a five-minute walk to the sea
Detached 2-story villa with garden and parking space, completely renovated in 2021. Located in the shade of the pine forest a short walk from the beach (5 min) and the promenade of Marina di Castagneto where there are shops, restaurants and other public places. The villa consists of a living-dining room, kitchen, and bathroom-laundry on the ground floor; on the first floor, 2 bedrooms and 2 bathrooms with shower. Wi-Fi, air conditioning, outdoor patio with veranda, and BBQ are available.

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

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.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Villa Il Diaccio with view of the Tuscan Maremma
Villa in pietra con particolari rifiniture architettoniche immersa in un bosco di castagni. Un grande giardino, in parte pavimentato a pietra, correda la proprietà dal quale si può ammirare un panorama meraviglioso della maremma toscana. Immersi nella natura si nota da una parte il mare con il golfo di Follonica, l'isola d'Elba e la Corsica, dall'altra l'isola del Giglio. E' possibile fare lunghe passeggiate nella natura o raggiungere località balneari o città d'arte.

Tuscany Villa With Pool & Magnificent Garden
This traditional Tuscan farmhouse, dating back to 1868, is situated on a small hill overlooking Castello Banfi and other large Brunello wineries and has a 360° view of the surrounding countryside of the Orcia Valley. The house is in a secluded location at the end of a well-maintained gravel road. You can use the house, garden and pool alone in an absolutely quiet location and enjoy a unique level of privacy. The sunsets are a special kind of experience!

Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Private villa in Maremma 15 minutes from the sea
Our private villa is located in the heart of the Tuscan Maremma just a few kilometres from the quiet village of Gavorrano. ‘La Quercia’ consists of a large garden with private veranda and Jacuzzi, two bedrooms, living area with fireplace and kitchen, two private and fully equipped bathrooms and a breathtaking view of the beautiful Maremma. Parking is private and free on site. Pets are allowed at an extra charge.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
Popular amenities for Castiglione della Pescaia villa rentals
Private villa rentals

Lovely Villa situated in nature

House of Lucia and Sandra

Pasqui Villas : Tribbio private house pool WiFi

Villa with pool in Siena

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

Stunning villa, view on Volterra & private pool

Luxury Villa on the sea Elba Island (Procchio)

Charming villa with swimming pool, breathtaking view, A/C
Luxury villa rentals

Villa Le Tortore Tuscany private luxury pool relaxation

villa w/ pool, park and lot of charme by Vacavilla

Villa Cucule, a characteristic farmhouse 6 km from Siena

Villa Mori with Swimming Pool 15 minutes from Siena Center

Villa Tenuta Le Case Nuove with pool & garden

Villa of the 2 Olive Trees (Abbadia Isola)

Villa Casa al Povero

Villa with Jacuzzi and garden near Saturnia
Villa rentals with a pool

Bellagatta, an Enchanting spot in Val d'Orcia

Holiday home with pool in the Tuscan Maremma

Charming villa on two levels - Casa Lola

Villa La Sugheretta in Punta Ala with swimming pool

The most beautiful house in Tuscany

Entire Villa with Private Swimming Pool

Villa toscana in pietra

Il Poderino Guest House
Quick stats about villa rentals in Castiglione della Pescaia

Total vacation rentals
Explore 10 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ624 per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Castiglione della Pescaia vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Castiglione della Pescaia rentals

4.8 Average rating
Castiglione della Pescaia stays are highly rated by guests—averaging 4.8 out of 5!
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Spiagge bianche
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
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- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Golf Club Toscana
- Riva del Marchese
- Spiaggia di Cavo
- Marina di Grosseto beach
- Le Cannelle
- Santa Maria della Scala




