
Villa holiday rentals in Castiglione della Pescaia
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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 $218 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!
Top-rated villa rentals in Castiglione della Pescaia
Guests agree: these villas are highly rated for location, cleanliness and more.

Manor House - IlVillinoFarmhouse
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

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.

Villa of the 2 Olive Trees (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

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 95 sqm
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.

Luxury Tuscany Villa with Pool [La Stellata]
Enjoy a relaxing vacation in an authentic Tuscan farmhouse nestled in the Maremma hills, with a private pool and beautiful outdoor spaces. Just 10 minutes from the Terme di Saturnia, 30 minutes from the beaches of the Argentario and close to Manciano. The farmhouse, 350 square meters, is surrounded by 5 hectares of gardens and unspoiled nature. An ideal refuge for those who want to experience moments of absolute privacy, tranquility and harmony with nature.

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.

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.

Charming Tuscan Villa – "Borgo Il Massera"
Nestled in the Tuscan hills, Borgo Il Massera is a restored luxury estate with independent rooms, jacuzzi, and cypress-lined paths. Exposed stone, wooden beams, and modern comforts create an authentic and relaxing Tuscan charm. The villa offers a private outdoor area and Wi-Fi. Between the sea and towns like Volterra and San Gimignano, it’s the ideal place to enjoy the true essence of Tuscany and explore many destinations nearby.

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 villa rentals in Castiglione della Pescaia
Private villa rentals

Beautiful tuscan country house

Villa Casa al Povero

Tuscan house with panoramic views and swimming pool

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

"La Capanna di Neri" stone farmhouse with swimming pool

Villa Monte Bianco, a dream with a sea view.

Villa between the countryside and the sea Locality Il Sito 21

Villa delle Palme
Luxury villa rentals

Tuscan Villa With Stunning Infinity Pool

Villa Tenuta Le Case Nuove with pool & garden

Farmhouse in the Crete Senesi

Tenuta Uzielli an elegant countryside villa

Sorbaiano 16, panoramic pool by Vacavilla

Dream House in Tuscany, with Amazing View and Pool

Villa Nannini Siena

Villa with private access to the beach in Castiglioncello
Villa rentals with a pool

Charming villa on two levels - Casa Lola

Ulimeto Power

Pasqui Villas : Tribbio private house pool WiFi

Villa with pool in Siena

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

Poggio del Fattore-Villa with pool, hilltop, Chianti

Podere il Trebbio

Historic watchtower restored Acacia
Destinations to explore
- House rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Villa rentals Grosseto
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Spiaggia Di Sansone
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Gulf of Baratti
- Spiaggia di Capo Bianco
- Le Cannelle
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Siena Cathedral
- Parco Regionale Della Maremma
- Pianosa
- Palazzo Pubblico
- CavallinoMatto
- Terme San Filippo
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Mount Amiata
- Saturnia Thermal Park
- Abbey of Monte Oliveto Maggiore





