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Villa vacation rentals in Certaldo

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Top-rated villa rentals in Certaldo

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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

The Farmhouse Cottage

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

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

4.98 out of 5 average rating, 132 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!

The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.

Villa in Montepulciano

4.95 out of 5 average rating, 239 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

Top guest favorite

The exterior of the villa is framed by lush greenery and tall trees, with a stone pathway leading to the entrance. The structure features traditional architecture, characterized by stone walls and wooden accents, set against a backdrop of rolling hills and a blue sky with scattered clouds.

Villa in Montepulciano

4.97 out of 5 average rating, 112 reviews

Wine Experience Villa in Montepulciano

Villa Talosa è una residenza immersa tra i vigneti di "Fattoria della Talosa",Azienda vitivinicola di Montepulciano ove produciamo il Vino Nobile di Montepulciano d.o.c.g . Un luogo per godere di relax con una fantastica vista da ogni finestra della Villa. Distiamo 1.5 km dal centro storico,dove sarà possibile visitare la ns Cantina Storica risalente al 1500 A.D. e collocata sotto piazza Grande . Nota: Riscaldamento ed l’Aria condizionata sono dei costi aggiuntivi, in base al consumo.

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, 124 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.

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.

A charming stone structure is visible, featuring wooden doors and surrounded by potted plants on a paved courtyard. Lush greenery borders the area, while a chain separates the pathway, enhancing the rustic ambiance of the Tuscan countryside.

Villa in Rignano sull'Arno

4.94 out of 5 average rating, 140 reviews

Tuscan Dream Villa @ Rustic Elegance Near Florence

🌿Welcome to Villa La Conigliera🌿, an ideal retreat for a romantic getaway or a relaxing stay, just a few kilometers from Florence. 🌟Set in the peaceful Tuscan countryside, overlooking an ancient courtyard, it blends rustic charm with modern comfort. Perfect for couples or families with a newborn, with a crib available upon request 👶. Two adjacent villas for 4 and 6 guests complete the hamlet. 🚗 A car/motorbike is recommended for exploring the beautiful surroundings.

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, 113 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, 150 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 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

4.94 out of 5 average rating, 189 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, 205 reviews

La Dimora Dei Conti: Indulge in Country Farmhous

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.

Top guest favorite

A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.

Villa in Tignano

4.96 out of 5 average rating, 182 reviews

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

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Popular amenities for Certaldo villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Top guest favorite

A spacious bedroom features a four-poster bed draped with soft fabric. Two bedside lamps create gentle illumination. An arched bookshelf filled with books is visible in the background, alongside a cozy seating area with upholstered chairs, highlighting a mix of comfort and elegance.

Villa in Panzano

4.94 out of 5 average rating, 80 reviews

Luxury Villa on Chianti Wine Estate

4.98 out of 5 average rating, 88 reviews

Villa Barsocchini intera

Top guest favorite

A charming stone-crafted villa is set among lush greenery, with terraced levels adorned by landscaped gardens. A private pool with sun loungers is positioned in the lower terrace, while the villa overlooks rolling hills, providing a tranquil backdrop for relaxation.

Villa in Gaiole in Chianti

5 out of 5 average rating, 11 reviews

Casanova of Bricciano

Top guest favorite

A private pool surrounded by lush greenery and natural stone walls is featured. Comfortable loungers are positioned on a tiled patio, offering a relaxing space under the open sky. Large glass doors lead into the cottage, inviting natural light into the area.

Villa in Gaiole in Chianti

4.9 out of 5 average rating, 30 reviews

Sestuccina

Top guest favorite

A private swimming pool is surrounded by a spacious stone patio, featuring comfortable sun loungers and shaded seating areas. Potted plants are placed around the pool, enhancing the tranquil outdoor space that is framed by trees and the rustic charm of the stone house.

Villa in Volterra

5 out of 5 average rating, 31 reviews

Romantic Villa with private pool - "Il Pollaio"

Top guest favorite

An outdoor dining area is set with a green stone table, featuring neatly arranged plates, silverware, and glassware. A blue ceramic pot and a bottle of wine are included. The background reveals an infinity pool overlooking a lush forest with rolling hills under a partly cloudy sky.

Villa in Gaiole in Chianti

5 out of 5 average rating, 26 reviews

Montemarcoli

Top guest favorite

A charming stone cottage is set among lush green hills, featuring large arched windows and a shaded patio area with outdoor seating. Olive trees surround the property, providing a connection to the natural landscape, while a gravel pathway leads to the entrance.

Villa in Sinalunga

5 out of 5 average rating, 58 reviews

The twigs

The historic villa is set amidst a lush green lawn, showcasing traditional brick architecture and arched windows. Surrounding foliage includes well-maintained shrubs and trees, accentuating the serene countryside ambiance.

5 out of 5 average rating, 16 reviews

L'Apparita del Peruzzi, pool, super view, save 30% 7d+

Luxury villa rentals

An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.

Villa in Poggibonsi

4.92 out of 5 average rating, 52 reviews

Villa with pool in Chianti Area

Top guest favorite

Bright pink flowers frame a tranquil infinity pool, with rolling green hills visible in the background. The landscape is dotted with tall trees and stretches toward distant mountains under a clear blue sky.

Villa in Barberino Tavarnelle

5 out of 5 average rating, 40 reviews

Valluccia 51

Top guest favorite

The exterior of the villa showcases a rustic stone facade under a clear blue sky. A swimming pool is visible in the foreground, with white lounge chairs positioned nearby. A covered patio area features a dining set, providing a welcoming space for outdoor relaxation.

5 out of 5 average rating, 19 reviews

Villa Lux Poggelleri with a unique view of the Casentino

A panoramic view of a pool set within a serene garden, featuring blooming flowers in the foreground. Olive trees are visible in the background, enhancing the natural beauty of the landscape. The clear blue water of the pool reflects the surrounding greenery.

Villa in Greve in Chianti

4.78 out of 5 average rating, 37 reviews

Romantic Villa with private pool and fabulous view

A rustic Tuscan farmhouse, restored with care, features a tall tower and expansive windows. Surrounding greenery includes cypress trees and shrubs, complementing the natural landscape. The lawn offers open space for relaxation, enhancing the serene atmosphere of the property.

Villa in Buonconvento

5 out of 5 average rating, 13 reviews

Beautiful tuscan country house

A spacious room features polished black and white marble flooring, with large arched windows allowing natural light to fill the space. A glass-top table is elegantly set with decorative glassware, while a cozy seating area with a light-colored couch complements the tranquil ambiance.

Villa in Pian di SCO

5 out of 5 average rating, 33 reviews

Villa il Palagio in the Tuscan countryside

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, 116 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

An open terrace presents a spacious seating area with comfortable sofas facing a stunning sunset. Umbrellas provide shade, while decorative planters enhance the outdoor setting. The surrounding landscape features rolling hills and greenery, creating a serene backdrop.

Villa in Vertine

4.79 out of 5 average rating, 62 reviews

Podere Erbolino

Villa rentals with a pool

An aerial view showcases a modern villa surrounded by lush greenery, featuring a private infinity pool. Lounge chairs are positioned beside the pool, and the outdoor dining area is elegantly set on a spacious terrace, enhancing the outdoor living experience.

Villa in Palaia

4.93 out of 5 average rating, 15 reviews

Villa La Gemma

A large swimming pool is featured in the foreground, framed by a brick border. Surrounding the pool, sun loungers are neatly arranged on a well-maintained lawn. The rustic stone villa is visible in the background, complemented by lush greenery and a clear sky.

Villa in Certaldo

4.9 out of 5 average rating, 20 reviews

Villa Gelsomino, your dream in Tuscany

Top guest favorite

An aerial view captures a charming stone villa surrounded by lush greenery and neatly arranged gardens. A spacious swimming pool is visible, complemented by outdoor seating areas and pergolas, all against the backdrop of rolling hills and cloudy blue skies.

Villa in San Gimignano

4.97 out of 5 average rating, 72 reviews

Tuscan villa with Pool & Jacuzzi, San Gimignano

A serene outdoor area features a private swimming pool surrounded by lush greenery. Two lounge chairs and a small table are positioned beside the water, offering a relaxing space. The villa stands in the background, framed by trees and garden foliage.

Villa in Montopoli

4.84 out of 5 average rating, 63 reviews

Villa Belvedere beautiful view surrounded by greenery

A charming outdoor dining area is presented, featuring a round table surrounded by four wicker chairs with red cushions. A gentle sunset casts a warm glow, while the distant silhouette of San Gimignano towers over the lush green landscape in the background.

Villa in San Gimignano

4.78 out of 5 average rating, 23 reviews

Exclusive Farmhouse Pool & View of San Gimignano

A private swimming pool is surrounded by lush greenery, featuring sun loungers positioned for relaxation. Umbrellas provide shade alongside a wooden deck, where comfortable seating areas are visible. The serene outdoor space reflects a tranquil atmosphere, ideal for leisure and enjoyment.

Villa in Sovicille

5 out of 5 average rating, 18 reviews

TRUE TuscanProperty Exclusive useSiena20P A/C Pool

A well-maintained swimming pool is surrounded by lush greenery, with several lounge chairs arranged neatly on the grass. The area provides a serene atmosphere, complemented by various trees and flowering plants in the background.

Villa in Camaiore

4.94 out of 5 average rating, 47 reviews

La Dolce Vita - Tuscan experience

Top guest favorite

A private tennis court is surrounded by lush greenery and offers panoramic views of the Tuscan countryside. The court features a synthetic grass surface enclosed by a fence, ensuring a secluded and peaceful environment for guests. The landscape includes rolling hills and distant trees.

Villa in Montaione

4.97 out of 5 average rating, 32 reviews

Private Villa with semi-Olympic pool and Tennis

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