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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.

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Superhost
A sun-drenched terrace offers a view of the sea, bordered by well-maintained gardens featuring colorful flowers. A dining table with chairs sits on the stone patio, complemented by two lounge chairs. The rustic villa's wooden doors provide access to the interior.
Villa in Talamone
4.9 out of 5 average rating, 88 reviews

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.

Superhost
A pristine travertine pool is surrounded by well-maintained greenery and a stone patio. A covered seating area with chairs is visible nearby, providing a comfortable space to relax. The rustic stone house stands elegantly in the background, framed by lush vegetation.
Villa in Murlo
4.92 out of 5 average rating, 26 reviews

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.

Guest favourite
An outdoor dining area is presented under a wooden pergola, featuring a long table surrounded by matching chairs. A well-maintained garden is visible in the background, with grassy patches and stone walls adding to the serene ambiance.
Villa in Monteriggioni
4.97 out of 5 average rating, 169 reviews

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)

Top guest favourite
A modern villa with a stone exterior features strategically placed windows and a prominent porch area. The surrounding greenery includes an olive tree, while steps lead to a well-maintained garden. An ornamental planter sits at the forefront, adding a decorative touch to the entrance.
Villa in Siena
4.98 out of 5 average rating, 206 reviews

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.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 133 reviews

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.

Guest favourite
A charming stone villa stands surrounded by green grass and trees, featuring ivy-covered walls. The exterior is complemented by a pathway made of light-colored stones leading to seating arrangements. Clear blue skies are visible above, enhancing the tranquil outdoor setting.
Villa in Siena
5 out of 5 average rating, 21 reviews

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!

Top guest favourite
A hot tub sits surrounded by trees, with water bubbling gently. The view includes rolling hills under a colorful sunset sky, offering a serene atmosphere. Natural surroundings enhance the peacefulness of the setting.
Villa in Roccatederighi
4.98 out of 5 average rating, 58 reviews

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.

Superhost
A private outdoor area features stone pathways surrounded by greenery. Sun loungers are positioned next to a rustic wooden table and chairs, inviting relaxation. The house's entrance is framed by olive trees, with large windows that open to the garden, providing natural light.
Villa in Portoferraio
4.78 out of 5 average rating, 86 reviews

Casa Acquabona

Cozy House with a View of the Gulf of Portoferraio and Close to the Golf Courses. Perfect for families or large groups who want to explore the island of Elba and its beautiful beaches, this house offers a comfortable and relaxing stay in a strategic location. Located adjacent to the Acquabona golf courses and with a breathtaking view of the Gulf of Portoferraio, it is the ideal place for those seeking relaxation, nature and comfort.

Guest favourite
Villa in Siena
4.89 out of 5 average rating, 301 reviews

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.

Guest favourite
Villa in Monteverdi Marittimo
4.89 out of 5 average rating, 18 reviews

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.

Top guest favourite
A two-story villa with a stone facade is set within a lush green garden. An outdoor hot tub is positioned on a tiled patio, complemented by terracotta planters. A wooden dining area is visible beneath a shaded porch, surrounded by trees and a low fence.
Villa in Basse di Caldana
4.98 out of 5 average rating, 48 reviews

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.

Top guest favourite
Villa in Monteroni d'Arbia
4.94 out of 5 average rating, 163 reviews

"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

Destinations to explore

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