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Villa holiday rentals in Castiglione della Pescaia

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Top-rated villa rentals in Castiglione della Pescaia

Guests agree: these villas are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa
4.94 out of 5 average rating, 247 reviews

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

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
4.9 out of 5 average rating, 89 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.

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
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.

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
4.98 out of 5 average rating, 59 reviews

Villa Il Diaccio with view of the Tuscan Maremma

Villa in pietra con particolari rifiniture architettoniche immersa in un bosco di castagni. Un grande giardino, in parte pavimentato a pietra, correda la proprietà dal quale si può ammirare un panorama meraviglioso della maremma toscana. Immersi nella natura si nota da una parte il mare con il golfo di Follonica, l'isola d'Elba e la Corsica, dall'altra l'isola del Giglio. E' possibile fare lunghe passeggiate nella natura o raggiungere località balneari o città d'arte.

Superhost
Villa
5 out of 5 average rating, 4 reviews

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.

Guest favourite
An outdoor seating area is presented, featuring colorful chairs on a wooden deck overlooking a calm bay. The landscape showcases distant mountains and shoreline, where the turquoise water meets the greenery, creating a peaceful atmosphere for relaxation.
Villa
5 out of 5 average rating, 32 reviews

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.

Guest favourite
Villa
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
5 out of 5 average rating, 8 reviews

Luxury Villa with swimming pool ModdissiCharme IsolaElba

Villa with 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

Top guest favourite
Villa
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).

Guest favourite
A panoramic view is presented from the villa's terrace, overlooking the azure sea and nearby islands. Lush green cypress trees line the path, which is paved with natural stone. Sun loungers are arranged thoughtfully, inviting relaxation while enjoying the surrounding nature.
Villa
4.9 out of 5 average rating, 39 reviews

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.

Top guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Villa
4.99 out of 5 average rating, 117 reviews

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.

Superhost
The villa's exterior showcases a charming Mediterranean-style design, featuring a terracotta roof and soft pink walls. The surrounding well-maintained lawn is bordered by tall trees, providing a serene backdrop, while outdoor seating is positioned on the patio, inviting relaxation.
Villa
5 out of 5 average rating, 25 reviews

Podere la Pompa

Villa with three bedrooms with ensuite bathroom, large kitchen and living room. External loggia for outdoor dining and possibility of using the shared swimming pool. Piccola Pompa is located a short drive from Grosseto and less than 20 minutes from the beaches of Castiglione della Pescaia

Popular amenities for villa rentals in Castiglione della Pescaia

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 £127 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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Castiglione della Pescaia
  6. Villa rentals