
Villa holiday rentals in Castiglione della Pescaia
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Top-rated villa rentals in Castiglione della Pescaia
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Beach House Giannella w/ direct access to the sea
The villa is surrounded by a 1500 sq m garden with pines, Mediterranean plants and flowers, and includes a private sandy beach directly bordering the sea.It is composed of a living room, a kitchen, two double bedrooms, a bedroom with a bunk bed and two bathrooms (one of which in a small external structure). It is provided with air conditioning and a heat pump.In the park, there is an outdoor kitchen and a large table under a gazebo on the beach, which allows you to eat right in front of the sea.

Villa Il Molinaccio with terrace and private beach
Spacious rustic villa with a terrace overlooking the sea and access via stairs to a small pebbly beach. Ample outdoor and indoor spaces with garden. It has sun beds, sun umbrella, table tennis and barbecue. Recently purchased kitchen and furniture. A 10-minute walk from the harbour and centre, offering privacy but accessibility to all amenities like beaches, windsurfing, diving, and boat hire. Private garage in front of the house on private road. Recently renovated. Vintage and maritime style.

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.

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.

Fior di Roccia Villa
Kick back and relax in this calm, stylish space. Fior di Roccia is an intimate and refined place on the bay of Santo Stefano. Four bedrooms with double beds, all with large windows, balcony and sea view. Large living room and dining room overlooking the garden and bay. Spacious, fully equipped kitchen. Contemporary design touches alternate with modern pieces. The garden is a privileged observatory of the liveliness of the bay with various relaxation areas.

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 Il Diaccio with view of the Tuscan Maremma
Stone villa with special architectural finishes nestled in a chestnut forest. A large garden, partly paved with stone, accompanies the property from which you can admire a wonderful view of the Tuscan Maremma. Surrounded by nature, you can see the sea with the Gulf of Follonica, the island of Elba and Corsica on one side, and the island of Giglio on the other. You can take long walks in nature or reach seaside resorts or cities of art.

Luxury Villa with swimming pool ModdissiCharme Elba Island
Villa with an infinity pool, surrounded by greenery, just a few minutes from Morcone Beach. Comfortable sleeping area offers 3 double bedrooms and one with single beds, each with a full private bathroom, TV and air conditioning. In the living area there is a large equipped kitchen, dining table with relaxation area and smart TV; from here access to the outdoor terrace ideal for enjoying a great aperitif Parking lot

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).

Villa - Incredible View - Private Beach - Jacuzzi
In typical Tuscan style made with Vietri majolica tiles, wood and stone, it offers a breathtaking view of the Arcipelago Toscano National Park. This villa is part of one of the most beautiful and luxurious areas of Monte Argentario: Cala Piccola. Perfect for those seeking privacy and contact with nature, to relax with friends, a place to work off-site or plan family holidays.

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 villa rentals in Castiglione della Pescaia
Private villa rentals

Charming Tuscan Villa – "Borgo Il Massera"

Gorgeous view on vineyards, Stone Tuscan private V

Case Bianchi

Stone villa with pool

Podere Pereti Vecchi | Stunning Val d'Orcia Views

Romantic Villa with private pool - "Il Pollaio"

Tuscany Villa With Pool & Magnificent Garden

Fabulous 3Br Villa with 360° Views!
Luxury villa rentals

Villa with pool in Chianti Area

Casa Pineta Elba, a short walk from the sea

Beautiful tuscan country house

Poggio del Fattore-Villa with pool, hilltop, Chianti

L'Apparita del Peruzzi | Villa | Private Pool & A/C

Villa Capanna, Private Pool, Breathtaking Views

Casa Faraona, villa with private pool

Villa delle Palme
Villa rentals with a pool

Sestuccina

farmhouse Il Poggino house Stella

Luxury Tuscany Villa with Pool [La Stellata]

Montemarcoli

Pompana Rustic Charm Casale

Ocean-view villa with pool

Unique Villa in Tuscany

Villa Biancospino near the sea, swimming pools and spa
Quick stats about villa rentals in Castiglione della Pescaia

Total holiday rentals
Explore 10 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $220 SGD per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Castiglione della Pescaia holiday rentals include wifi 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!
Destinations to explore
- Smoking-friendly rentals Castiglione della Pescaia
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- Waterfront rentals Castiglione della Pescaia
- Villa rentals Grosseto
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Pianosa
- Spiaggia di Capo Bianco
- Le Cannelle
- Spiaggia di Marina di Campo
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona





