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Villa vacation rentals in Castiglioncello

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Top-rated villa rentals in Castiglioncello

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Top guest favorite
A charming house is depicted, surrounded by a well-maintained garden. Green shutters frame large glass doors that open to the outdoor space. A pathway leads through grass and flower beds, with trees providing shade, enhancing the tranquil setting.
Villa in Impruneta
4.98 out of 5 average rating, 133 reviews

Enchanted Garden

Description of the apartment The apartment is 85 square meters big and is accessible through a vast internal yard. It has all the facilities and is well furnished. The kitchen has a dishwasher and a microwave. Each of the 2 rooms has a bathroom with a shower and tall windows that give luminosity to the interior. A windowed door of the living room leads to a beautiful private garden that has a barbecue grill. At the back of the garden there's a verandah where's placed a washing machine. The apartment is provided with heating, air conditioner, wi-fi internet, satellite tv and a dvd player. The location Il Giardino incantato (The enchanted garden) is situated in Certosa, Florence, at the entrance to the city, and is surrounded by green and peaceful tuscan hills and a vast garden of about 5000 square meters. The city centre is conveniently reachable by bus. We are close to the Certosa monastery that is famous for its history as well as for its art, in particular the works of the italian painter Pontormo. Besides, we are just few kilometers away from the center of Imprunetta, a town famous for its terracotta art. There are also some important sights to visit for example the Sanctuary of Santa Maria Maggiore. Imprunetta is an area of olive trees plantations and wine yards so there you can find locally produced wine and olive oil of the finest quality. How to reach us The Giardino incantato (the enchanted garden) is happily located just 100 meters away from the A1 highway (exit Florence-Certosa) and from the entrance to the Florence-Siena road. At about 150 meters there's a bus stop of the line 37 that goes directly to the Florence main railway station Santa Maria Novella as well as of the intercity buses that will take you straight to Siena and Grosseto. The airport of Florence Peretola is easily reachable by highway A1 (20 min. ride). Finally in our staff there is an official turistic guide of Florence, wich offers its services to guests at special rates.

Top guest favorite
A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.
Villa in Monsummano Terme
4.99 out of 5 average rating, 136 reviews

Le Maggioline Your Tuscany country house

Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

Top guest favorite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in Canneto, San Miniato
4.94 out of 5 average rating, 126 reviews

Tuscany Country House Villa Claudia

Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

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Villa in Rosignano Solvay-Castiglioncello
4.62 out of 5 average rating, 21 reviews

Villa Tenuta Le Case Nuove with pool & garden

Your Tuscany mansion right at the ocean - Villa Le Case Nuove dei Conti Millo is a classical mansion in the heart of Tuscany and offers sleeping accommodation for 12 people (in 2025 you can book an addtional wing and increase capacity to 18 people) With more than 800 sqm the Villa is placed in the midst of the countryside and has a 20 x 10 m pool. The ocean is just 1 km away and can be seen from the residence. The mansion is furnished with antiques, yet provides modern convenience.

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, 131 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 favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 94 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Guest favorite
A spacious living room is filled with natural light from large windows, offering panoramic views of the surrounding hills. Two armchairs provide comfortable seating, while decorative pieces adorn a central coffee table. Open shelves display a selection of books, enhancing the room's elegant atmosphere.
Villa in Metato
4.96 out of 5 average rating, 26 reviews

Borgo Metato – Magione

There is a place a few steps away from the famous VERSILIA (Tuscany) called BORGOMETATO. Here various structures have been designed by the well-known Architect Stefano Viviani, who has realized In each of them, a very refined style respectful to the place. Il Borgo is situated in the Tuscany hills, very close to the seaside. Surrounded by olive trees and lots of green spaces, there are also some donkeys for the joy of children. LA MAGIONE is part of this place.

Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 117 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 174 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Top guest favorite
A natural swimming pool features a sandy beach area, surrounded by lush greenery and plants. Soft, clear water reflects the blue sky, creating a serene environment for relaxation.
Villa in Tavarnelle Val di Pesa
5 out of 5 average rating, 23 reviews

Tuscan Luxury Villa • Natural Pool & Privacy

Immagina di svegliarti in totale privacy, circondato dalle colline del Chianti, con la tua piscina naturale, la spiaggia e il chiringuito. Non è solo un soggiorno, ma una vera “private luxury experience” toscana. Tenuta Virgilio nel Chianti è una villa immersa nella natura, perfetta per chi cerca relax, silenzio ed esclusività in Toscana. Oltre 3 ettari di uliveto e totale privacy: nessuno spazio condiviso, solo la tua esperienza in Toscana.

Top guest favorite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli
4.95 out of 5 average rating, 206 reviews

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

Top guest favorite
A charming entrance is framed by lush greenery, leading to a secluded patio area adorned with wrought iron furniture. Stone steps rise gently, with rustic arches visible overhead, creating a serene transition into the garden space.
Villa in Capannori
4.92 out of 5 average rating, 213 reviews

La Dimora Dei Conti: Indulge in a Country Farmhouse

Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.<br><br>As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

Popular amenities for Castiglioncello villa rentals

Quick stats about villa rentals in Castiglioncello

  • Nightly prices starting at

    Castiglioncello vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

  • Verified guest reviews

    Over 40 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Castiglioncello rentals

  • 4.8 Average rating

    Castiglioncello stays are highly rated by guests—averaging 4.8 out of 5!

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