Villa vacation rentals in Castiglione della Pescaia

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Top-rated villa rentals in Castiglione della Pescaia

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Guest favorite

An outdoor pergola is nestled under tall umbrella pine trees. It features a dining area with wooden chairs and a table, a lounge space with comfortable seating, and a fully equipped kitchen. Warm, natural light filters through the trees, creating a serene ambiance.

Villa in Marina di Campo

5 out of 5 average rating, 37 reviews

Casa Pineta Elba, a short walk from the sea

Casa Pineta is submerged in umbrella pinewood trees in front of the beautiful sandy beach of Marina di Campo. The centre of the village is in walking distance while a 1min path in the woods will get you under your umbrella by the sea! Casa Pineta è immersa in un bosco di pini marittimi di fronte alla bellissima spiaggia di sabbia di Marina di Campo. Il centro del paese dista pochi minuti a piedi mentre 50 passi nella pineta priva di auto vi porteranno sotto il vostro ombrellone in riva al mare!

Guest favorite

The pool area is surrounded by meticulously maintained grass and features comfortable lounge chairs placed along the edge. A rustic wooden structure with open sides provides shade, and lush greenery is visible in the background, enhancing the serene setting.

Villa in Castiglione d'Orcia

4.97 out of 5 average rating, 121 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Guest favorite

A two-story, cube-shaped villa is surrounded by greenery and tall pine trees. Large glass doors provide access to the outdoor area, enhancing the connection with nature. The well-maintained garden features a variety of plants and a lush lawn.

Villa in Marina di Castagneto Carducci

5 out of 5 average rating, 30 reviews

Villetta Il Cubo is a five-minute walk to the sea

Detached 2-story villa with garden and parking space, completely renovated in 2021. Located in the shade of the pine forest a short walk from the beach (5 min) and the promenade of Marina di Castagneto where there are shops, restaurants and other public places. The villa consists of a living-dining room, kitchen, and bathroom-laundry on the ground floor; on the first floor, 2 bedrooms and 2 bathrooms with shower. Wi-Fi, air conditioning, outdoor patio with veranda, and BBQ are available.

Guest favorite

A well-maintained garden pathway leads to a two-story house, surrounded by lush greenery and colorful bushes. A few potted plants are present, and shade sails provide shelter over the windows. The verdant landscape offers a tranquil setting in a pine tree area.

Villa in Principina a Mare

5 out of 5 average rating, 39 reviews

Relaxation and privacy in the pine forest, a stone's throw from the sea

Detached villa in the pine forest of Principina, large garden equipped with barbecue, hot outdoor shower. Living room with beautiful furnished veranda for outdoor dining; kitchen with oven, microwave, dishwasher; double bedroom with en-suite bathroom and relaxing veranda; bedroom with comfortable bunk bed; second bathroom with shower and window; utility room with washing machine. New and pleasant furnishings. 200 meters from a free and equipped beach and the town center. Wi-Fi available.

Top guest favorite

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, 194 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 favorite

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, 125 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 favorite

A sunlit swimming pool is situated in an expansive landscaped area, surrounded by neatly trimmed grass and lush trees. The charming building stands in the background, showcasing traditional architecture, while cypress trees line the horizon, adding to the tranquil countryside atmosphere.

Villa in Monteroni d'Arbia

4.98 out of 5 average rating, 102 reviews

San Giovanni in Poggio, villa Meriggio 95mq

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.

Top guest favorite

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, 43 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.

Top guest favorite

A traditional Tuscan farmhouse is set against a backdrop of rolling hills. The property features a spacious pool surrounded by lush green grass and neatly trimmed hedges. Tall cypress trees provide natural framing, enhancing the serene outdoor atmosphere.

Villa in Montenero d'Orcia

5 out of 5 average rating, 31 reviews

Tuscany Villa With Pool & Magnificent Garden

This traditional Tuscan farmhouse, dating back to 1868, is situated on a small hill overlooking Castello Banfi and other large Brunello wineries and has a 360° view of the surrounding countryside of the Orcia Valley. The house is in a secluded location at the end of a well-maintained gravel road. You can use the house, garden and pool alone in an absolutely quiet location and enjoy a unique level of privacy. The sunsets are a special kind of experience!

Guest favorite

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 in Naregno

5 out of 5 average rating, 26 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 favorite

A rustic stone villa is surrounded by an expansive green lawn and olive trees. The structure features red window shutters and a covered terrace, enhancing the traditional charm of the property. The clear blue sky creates a bright, welcoming atmosphere.

Villa in Siena

4.89 out of 5 average rating, 290 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 favorite

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

4.97 out of 5 average rating, 39 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.