
Villa holiday rentals in Castiglione della Pescaia
Find and book unique villas on Airbnb
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

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 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.

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.

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).

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

Case Bianchi

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

Villa Paradiso [Pool, Parking and Privacy]

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

"La Capanna di Neri" stone farmhouse with swimming pool

Villa between the countryside and the sea Locality Il Sito 21

Villa privata con piscina nella Maremma Toscana

Villa delle Palme
Luxury villa rentals

Villa Le Tortore Tuscany private luxury pool for relaxing

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

Beautiful tuscan country house

Villa Casa al Povero

Dream House in Tuscany, with Amazing View and Pool
Villa rentals with a pool

Holiday home with pool in the Tuscan Maremma

Lovely Villa situated in nature

Villa La Sugheretta in Punta Ala with swimming pool

Pasqui Villas : Tribbio private house pool WiFi

Ulimeto Power

Villa Le Agavi – Scarlino Relax with a pool in Sale

Poggio del Fattore-Villa with pool, hilltop, Chianti

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





