
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 $219 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.

Pompana Rustic Charm Casale
Scopri con Wp Relais l'incanto di Pompana, un antico borgo etrusco immerso nelle colline toscane, dove abbiamo trasformato un vecchio rudere in pietra in una splendida casa rurale indipendente su due piani. Al piano terra, un'accogliente area living open space offre un angolo salotto con camino, una cucina con tavolo da pranzo e un grazioso bagno di servizio. Dal piano terra, accedi a un intimo terrazzo coperto da tettoia con vista panoramica, ideale per pranzi e cene immerse nella natura.

Casa Faraona, villa with private pool
Imagine the perfect Chianti villa – a secluded house with private pool and fabulous 180-degree views. That’s just what you’ll experience at Casa Faraona. Set down a lane a few meters away from the "Eroica" road and between the wine towns of Radda and Gaiole, this three-bedroom villa is bound to take your breath away at first sight. Typical Tuscan features include terracotta tiles on the floors and beamed ceilings, while soft pastels and stylish furnishings give a light and modern aspect.

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.

The Villa of the Spendthrift Brigade!
Beautiful villa with swimming pool, five minutes from the historic center of Siena, located in the most beautiful area of the city as well as in the circuit of the famous "Strade Bianche" cycling race. A series of outdoor spaces, an indoor pool with a whirlpool, a large park with centuries-old oaks and a private olive grove, and the extreme proximity to the center of Siena, complete this splendid setting located literally in the heart of the Sienese hills!

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.

"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 villa rentals in Castiglione della Pescaia
Private villa rentals

Villa with pool in Chianti Area

Villa with pool in Siena

Villa Mori with Swimming Pool 15 minutes from Siena Center

Villa Casa al Povero

La Conchetta – Bolgheri

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

"La Capanna di Neri" stone farmhouse with swimming pool

Lucignano Secondo – La Villa
Luxury villa rentals

Tuscan Villa With Stunning Infinity Pool

Villa Tenuta Le Case Nuove with pool & garden

Villa of the 2 Olive Trees (Abbadia Isola)

Farmhouse in the Crete Senesi

Tenuta Uzielli an elegant countryside villa

Beautiful tuscan country house

Poggio del Fattore-Villa with pool, hilltop, Chianti

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

Lovely Villa situated in nature

Villa La Sugheretta in Punta Ala with swimming pool

Ulimeto Power

Villa with pool in the middle of Maremma

Villa Le Agavi – Scarlino Relax with a pool in Sale

Ginestrum:Beautiful farmhouse in country

FarmToscana

Poggio Tamantino, Villa with pool in Maremma
Destinations to explore
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace 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
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Le Cannelle
- Spiaggia di Marina di Campo
- Pianosa
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- CavallinoMatto
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





