
Villa holiday rentals in Maremmana
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Top-rated villa rentals in Maremmana
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Tuscany Country House Villa Claudia
Experience the enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat for regeneration. Choose between total relaxation in the garden Jacuzzi, excellent food and wine tours or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream holiday in Tuscany!
4.94 out of 5 average rating, 134 reviews
Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker
4.99 out of 5 average rating, 105 reviewsLe 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!
4.98 out of 5 average rating, 142 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.
4.95 out of 5 average rating, 146 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.93 out of 5 average rating, 334 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa close to Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!
4.95 out of 5 average rating, 202 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.
4.98 out of 5 average rating, 107 reviews
Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.
4.97 out of 5 average rating, 159 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.
4.98 out of 5 average rating, 120 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.
5.0 out of 5 average rating, 190 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).
4.95 out of 5 average rating, 221 reviewsPopular amenities for villa rentals in Maremmana
Private villa rentals

Belforti Tower
4.99 out of 5 average rating, 138 reviews
PORTOVENERE VILLA CASTLE
4.95 out of 5 average rating, 105 reviews
Casa Vacanze Il Noce - Villa with private pool
4.97 out of 5 average rating, 125 reviews
Manor House - IlVillinoFarmhouse
4.93 out of 5 average rating, 255 reviews
Villa Capanna, Private Pool, Breathtaking Views
4.89 out of 5 average rating, 309 reviews
Tuscan charm of villa - countryside - Villa Senaia
4.9 out of 5 average rating, 241 reviews
la Balza
4.93 out of 5 average rating, 128 reviews
HistoricVilla-6km from Luccacentre-Villa Zambaldi
4.93 out of 5 average rating, 116 reviewsLuxury villa rentals

Charming Tuscan Villa in Val d'Orcia with a view
4.97 out of 5 average rating, 130 reviews
La Vignaccia (Farmhouse) - villa w/private pool
4.96 out of 5 average rating, 102 reviews
Villa in Montepulciano with a Pool
4.92 out of 5 average rating, 148 reviews
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 126 reviews
LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
4.98 out of 5 average rating, 83 reviews
Villa la Moresca: Your Tuscan Dream Panorama
5.0 out of 5 average rating, 14 reviews
Private Villa with semi-Olympic pool and Tennis
4.98 out of 5 average rating, 50 reviews
Villa sii felice
4.96 out of 5 average rating, 56 reviewsVilla rentals with a pool

Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 101 reviews
Villa in Tuscany with a private panoramic swimming pool
5.0 out of 5 average rating, 35 reviews
Villa with pool in Chianti Area
4.95 out of 5 average rating, 73 reviews
Tuscany Villa + private pool and garden estate
5.0 out of 5 average rating, 43 reviews
Villa Castiglioncello - access to the private sea
4.91 out of 5 average rating, 35 reviews
Tuscan Villa with Pool & Jacuzzi, San Gimignano
4.98 out of 5 average rating, 90 reviews
Coaching House
5.0 out of 5 average rating, 67 reviews
Podere la Pompa
5.0 out of 5 average rating, 27 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco dell'Orecchiella
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden





