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, 36 reviews

Casa Pineta Elba, a pochi passi dal mare

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!

Top guest favorite

A private swimming pool is surrounded by vibrant flowers and lush greenery. Multiple lounge chairs are positioned under umbrellas for shade. A seating area is visible in the background, along with a well-maintained pathway and rustic stone walls, enhancing the serene outdoor setting.

Villa in Poggibonsi

4.98 out of 5 average rating, 66 reviews

Villa L'Olivo w/Private pool (Close San Gimignano)

Villa L’Olivo si trova nella campagna Toscana, a circa 10 chilometri da San Gimignano e a pochi minuti dai supermercati ed i vari servizi presenti a Poggibonsi. La nostra Villa è un ottimo punto di partenza per scoprire tutte le bellezze della Toscana, ma è anche un luogo ideale per chi ama concedersi una pausa dalla vita frenetica della città. A Villa L’Olivo, puoi prenotare una cena con chef privata, direttamente in villa, per goderti una cena toscana in tutta tranquillità. Scrivici per info!

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

Casa indipendente, due camere da letto matrimoniali, due bagni con doccia, living con cucina completa di tutto (lavastoviglie, lavatrice, forno, microonde), divano letto matrimoniale, giardino privato con pergola attrezzato. Tv Sat e Free wifi. Servizi aggiuntivi in struttura, su prenotazione, biciclette a pedalata assistita marca Focus modello Jarifa2 6.7 e un'area wellness con sauna finlandese da esterni Forest e una minipiscina idromassaggio riscaldata con cromoterapia con vista panoramica.

Top guest favorite

An aerial view captures the expansive Poggio del Fattore estate, showcasing lush greenery and neatly arranged olive trees. The two main buildings, characterized by terracotta roofs, are complemented by the blue of the swimming pool, surrounded by vibrant gardens and cypress trees.

Villa in San Leolino

4.99 out of 5 average rating, 117 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Guest favorite

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 in Castellina in Chianti

4.93 out of 5 average rating, 229 reviews

Il Villino Farmhouse

Intero piano superiore della Villa Padronale appena ristrutturata in stile tradizionale toscano.Gli alti soffitti con le travi a vista rendono il posto accogliente e perfetto per famiglie o gruppi di amici.Nella casa si trovano due grandi camini(in salotto e cucina)funzionali.Alloggio privato, non condiviso. La casa ha una ampia terrazza coperta,giardino con divani,bbq,firepit,parking privato. La piscina tra gli ulivi e i vigneti e' ideale per il relax ha un accesso privato alla zona condivisa

Superhost

A spacious outdoor area is surrounded by greenery, featuring a well-maintained lawn. A covered seating area is accompanied by lounge chairs, while a dining table with chairs invites al fresco meals. The scene includes a pathway leading towards the entrance, with views of the sea in the distance.

Villa in Porto Santo Stefano

5 out of 5 average rating, 5 reviews

Dream Villa by the sea + reserved beach

Recently renovated, this stunning villa is the perfect accommodation for those seeking privacy, comfort, and tranquility: the refined décor and the beachfront location create the ideal combination for fully experiencing the Italian Dolce Vita. Spread over three levels, it can accommodate up to 10 guests in 6 distinct rooms, each designed to ensure maximum comfort and privacy. The numerous outdoor areas are equipped with all the amenities for a quality stay, including private parking spaces.

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, 25 reviews

La Guardiola - Capo Perla

La Guardiola, in tempi passati, era posta a difesa dell’ingresso a Porto Azzurro dal mare. Aveva due caratteristiche fondamentali: una vista estesa e dominante e l’accesso immediato al mare. La vista di rara bellezza, il mare che pervade ogni ambiente, la pace ed i profumi della macchia mediterranea, fanno di questo luogo un posto magico. Attualmente la struttura, di proprietà della nostra famiglia dal 1994, é una villa indipendente di 130 mq, circondata da un parco di oltre 1.000.

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

Torre dei Belforti

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 serene setting features wooden lounge chairs positioned on a pebbled terrace, overlooking the sea. The vibrant colors of a sunset illuminate the horizon, while the gentle waves lap against the shore, creating a calming atmosphere.

Villa in Rosignano Marittimo

4.98 out of 5 average rating, 50 reviews

Villa con discesa privata al mare Castiglioncello

Independent villa surrounded by lush greenery, with private access to the sea. Spread over two levels, the ground floor features a bright living area with a fully equipped kitchen, bathroom, and a spacious lounge with fireplace. Upstairs, the sleeping area includes four bedrooms and two bathrooms. The villa was fully renovated in 2022, including most of the furnishings. The property has a private entrance with an automatic gate and offers parking for up to five cars.

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, 30 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 inviting indoor hot tub is highlighted, featuring sleek white surfaces and wooden accents. Two glasses of white wine and a tray of fresh raspberries are placed nearby, enhancing the relaxing ambiance of the space.

Villa in Monteroni d'Arbia

4.95 out of 5 average rating, 140 reviews

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

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, 289 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.