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Vacation rentals in Castellina Marittima

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Top-rated vacation rentals in Castellina Marittima

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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Villa in Castellina Marittima
5.0 out of 5 average rating, 3 reviews

Villa La Leccina

Villa La Leccina is the perfect choice for a vacation that combines the charm of the sea and the countryside, authentic Tuscan style in a contemporary design key. Located just outside the picturesque village of Castellina Marittima, the villa is a few kilometers from the beaches of the most renowned resorts on the Tuscan Riviera, from Castiglioncello to Baratti. The villa is surrounded by a large private garden with a swimming pool and has three double bedrooms, one twin bedroom, and four bathrooms, one of which is en-suite.

Guest favorite
Condo in Castellina Marittima
4.94 out of 5 average rating, 32 reviews

Apartment with sea view, swimming pool and nature

Nestled in the Tuscan hills, Casale delle Farfalle is an independent studio apartment of 30 m2 (2 adults/2 children). With a private terrace (dining area + barbecue) overlooking a breathtaking view that extends to the sea, it is the perfect retreat for those looking for a relaxing atmosphere. The apartment boasts a kitchen with a kitchenette, a dining area, a double bed, a double sofa bed and direct access to the outdoor spaces. CIR: 050010LTN0050 CIN (National Identification Code): IT050010C2OSUI43JU

Top guest favorite
Cottage in Chianni
4.94 out of 5 average rating, 71 reviews

Cozy Italian stone cottage central Tuscany

Casa Michelangelo is a beautifully restored stone cottage, in a small gated cluster of houses in the heart of the picturesque town of Chianni. The casa has a lovely view of the neighbouring vineyard and every amenity to feel comfortable during your stay, including AC throughout. Enjoy your evenings either dining on the terrace or out at one of the award winning restaurants near by. Chianni is perfectly situated as a great central base to explore Tuscany's greatest Cities, towns and the coast.

Guest favorite
A spacious outdoor area is highlighted by well-maintained greenery and various lounge chairs positioned near a pool. The villa is seen in the background, featuring a terracotta roof and large outdoor seating area, under a bright blue sky dotted with a few clouds.
Villa in Casciana Terme
4.93 out of 5 average rating, 85 reviews

Villa Le Rocche with pool, breathtaking view

Le Rocche, on the top of a hill offers a breathtaking view, the Villa all on one floor, finished renovating in 2021 by the architect. Gianni Benincasa, has 5 bedrooms, one of which is in the mezzanine and 3 bathrooms. Furnishings, all brand new, of great charm. Another highlight is the 100 m2 terrace. and the BBQ, where you can have lunch and relax. The villa is completely independent and out of sight of prying eyes. The park with olive, cherry and apricot trees is approximately 7,000 m2.

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Home in Montescudaio
4.96 out of 5 average rating, 135 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Superhost
The villa features a spacious outdoor area, highlighted by a turquoise swimming pool surrounded by sun loungers and umbrellas. The building's two-story structure showcases a balcony on the upper level, offering a view of the surrounding Tuscan hills and vibrant landscaping.
Villa in Chianni
4.8 out of 5 average rating, 15 reviews

Villa Melete [Pool + View Tuscan Hills]

Villa with swimmingpool surrounded by a big garden and a panoramic view on tuscan hills . Located in Chianni , a medieval village into the heart of Tuscany . About 50 minutes from Florence and Pisa . Throughout the whole holliday users enjoy complete privacy. -2 living rooms -1 dining room -1 kitchen with every comfort -4 bathrooms with welcome kit -4 bedrooms with air conditioning -1 loggia -1 laundry -swimmingpool with panoramic view -3 parking spaces -high speed wifi

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, 137 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.

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, 104 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.

Top guest favorite
A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.
Home in Morrona
4.99 out of 5 average rating, 68 reviews

Villino Isotta (exclusive private villa)

Located in the “wine city” (so named for its numerous vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES, OR GROUPS (SLEEPS 16) WITH AN EXCLUSIVE OUTDOOR POOL AND HOT TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! We are located in a strategic position, in the center between Florence and Pisa, between Siena and Lucca!

Guest favorite
The tranquil salt-water pool reflects the colors of the sunset, creating a serene atmosphere. Lush landscapes surround the pool area, with silhouettes of trees and hills visible in the background. A patio set can be seen nearby, suggesting a space for relaxation.
Home in Chianni
5.0 out of 5 average rating, 21 reviews

The Cottage to relax and enjoy

Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

Guest favorite
Dome in Volterra
4.95 out of 5 average rating, 159 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

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