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

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

Casa Pineta Elba, a short walk from the sea
Casa Pineta is submerged in umbrella pinewood trees in front of the beautiful sandy beach of Marina di Campo. The centre of the village is in walking distance while a 1min path in the woods will get you under your umbrella by the sea! Casa Pineta è immersa in un bosco di pini marittimi di fronte alla bellissima spiaggia di sabbia di Marina di Campo. Il centro del paese dista pochi minuti a piedi mentre 50 passi nella pineta priva di auto vi porteranno sotto il vostro ombrellone in riva al mare!

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.

Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

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.

Grosseto, Casina Girasole
Entire apartment in Grosseto, brand new, in a beautiful villa. Ideal for a relaxing holiday in the heart of the Maremma. Located in a quiet area, rich in greenery, with a large garden and private parking. Equipped with all comforts. A few kilometers from the sea, the Uccellina Park and the enchanting villages of the province. Perfect location for food tours too. POSSIBILITY of electric car charging, € 0.55 /kw Elena and I are ready to welcome you to Casina Girasole!

La Guardiola - Cape Pearl
In the past, La Guardiola was placed to defend the entrance to Porto Azzurro from the sea. It had two key features: an extensive and dominant view and immediate access to the sea. The view of rare beauty, the sea that pervades every environment, the peace and scents of the Mediterranean scrub, make this place magical. Currently the property, owned by our family since 1994, is a 130 sqm independent villa, surrounded by a park of over 1,000 sqm.

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.
Popular amenities for Castiglione della Pescaia villa rentals
Private villa rentals

Villa with pool in Chianti Area

Charming villa on two levels - Casa Lola

Pasqui Villas : Tribbio private house pool WiFi

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

EXCLUSIVE ENTIRE VILLA A STONE'S THROW FROM THE SEA

Villa "The memory of time"

Luxury Villa on the sea Elba Island (Procchio)

Villa with private pool in central Tuscany
Luxury villa rentals

Villa Le Tortore Tuscany private luxury pool relaxation

Villa Meridiana giardino

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

Villa of the 2 Olive Trees (Abbadia Isola)

Podere on the Crete Senesi

Villa Flo' [Private Pool, Relaxation, Privacy]

Luxury Private Villa W/ Star View - Beautiful Spot

Villa with private pool, park Vacavilla Exclusive
Villa rentals with a pool

Bellagatta, an Enchanting spot in Val d'Orcia

Holiday home with pool in the Tuscan Maremma

Entire Villa with Private Swimming Pool

Cheerful Villa with Pool First Floor

Villa toscana in pietra

Il Poderino Guest House

Stunning villa, view on Volterra & private pool

Podere Cavone Villa la Vigna A breathtaking view
Quick stats about villa rentals in Castiglione della Pescaia
Total rentals
10 properties
Nightly prices starting at
$262 AUD before taxes and fees
Total number of reviews
80 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
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- Rentals with a fireplace Castiglione della Pescaia
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- Villa rentals Grosseto
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Spiagge bianche
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- Spiaggia Zuccale
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- Cala Di Forno
- Spiaggia di Marina Di Campo
- Marina di Grosseto beach
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- Riva del Marchese
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- Castiglion del Bosco Winery
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