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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, 225 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, 130 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!

A serene pool area is surrounded by lush greenery, featuring a smooth, inviting swimming pool. Comfortable seating is arranged on a vibrant green lawn, offering a perfect spot to enjoy the tranquil landscape and bask in the sun.

Villa in San Gimignano

4.86 out of 5 average rating, 7 reviews

Limonaia with swimming pool, gym and tennis court

Beautiful newly renovated lemon tree located in the heart of the charming Tuscan countryside just 5 km from San Gimignano. The accommodation is very special and elegant furnished with fine furniture and offers numerous amenities including private swimming pool, tennis court, private gym, sauna and a large private park. The house is just 3 km from San Gimignano and the main tourist attractions in Tuscany are easily accessible: Florence (40 min) Siena (40min) Monteriggioni (25 min) etc.

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, 121 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, 147 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, 188 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).

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, 178 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

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, 14 reviews

Villa La Gemma

A vibrant outdoor area features a pergola draped with greenery, providing shade over a comfortable seating arrangement. Flowering plants and shrubs surround the patio, enhancing the natural beauty of the villa's exterior, which exhibits warm hues under the sunlight.

Villa in Peccioli

4.99 out of 5 average rating, 74 reviews

Dream in Tuscany, Villa with pool

4.91 out of 5 average rating, 23 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

Top guest favorite

An infinity pool sits on a green terrace, surrounded by lush greenery and olive groves. Several loungers are positioned on the lawn, offering views of the expansive valley and distant hills under a clear blue sky.

Villa in Loro Ciuffenna

4.98 out of 5 average rating, 53 reviews

The Lazy Oak

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

Borgometato – Magione

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

4.96 out of 5 average rating, 27 reviews

Private Villa with semi-Olympic pool and Tennis

Villa in Castelfranco di sotto

5 out of 5 average rating, 24 reviews

Villa Montefalcone: Charm, Private Pool, and Chef

Top guest favorite

A serene outdoor area features a turquoise swimming pool surrounded by chaise lounges. Vibrant pink roses bloom near the edge, while lush greenery provides a natural backdrop. A stone villa with a tiled roof is visible in the distance, highlighting the tranquil setting.

Villa in Gaiole in Chianti

4.98 out of 5 average rating, 51 reviews

Sestuccia

Luxury villa rentals

A shaded outdoor seating area is furnished with comfortable sofas and a stone table, surrounded by lush greenery and colorful potted plants. A hot tub is visible in the background, providing a tranquil setting with views of the picturesque landscape.

Villa in Asciano

4.94 out of 5 average rating, 94 reviews

Casa Bianca, a gorgeous Tuscan home in Crete Senesi

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, 38 reviews

Valluccia 51

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

4.83 out of 5 average rating, 36 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

Top guest favorite

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, 31 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, 114 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

Top guest favorite

A tranquil pool area is highlighted by a clear blue pool flanked by sun loungers under white umbrellas. Lush greenery surrounds the property, with a charming farmhouse visible in the background, and inviting pathways guide guests through the scenic landscape.

Villa in San Ginese di Compito

4.99 out of 5 average rating, 134 reviews

Farmhouse , pool, 13 px. Lucca 10km

Top guest favorite

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, 15 reviews

L’Apparita del Peruzzi, pool, super view, save30% 7d +

Villa rentals with a pool

Top guest favorite

The image showcases a well-maintained backyard featuring a clear swimming pool surrounded by a patio. Lush green gardens and trees surround the villa, which presents a modern exterior with large windows. The space includes seating areas and a manicured lawn for relaxation.

5 out of 5 average rating, 33 reviews

Luxury villa with pool next historic walls Lucca

An aerial view captures the villa’s expansive layout, featuring a private pool surrounded by lounge chairs. Lush greenery and cypress trees border the property, while terracotta roofs and open balconies contribute to the charming Tuscan landscape.

Villa in Montecucco

4.9 out of 5 average rating, 48 reviews

Villa Angiolina

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, 61 reviews

Villa Belvedere beautiful view surrounded by greenery

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 & hot tub, San Gimignano

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

4.77 out of 5 average rating, 22 reviews

Exclusive Farmhouse Pool & View of San Gimignano

Top guest favorite

Villa in Gaiole in Chianti

5 out of 5 average rating, 25 reviews

Montemarcoli

Top guest favorite

A private pool is featured in the foreground, with clear water inviting relaxation. The villa's stone façade is visible in the background, complemented by arched windows and a shaded outdoor dining area. Sun loungers are arranged beside the pool, set against a backdrop of greenery.

Villa in Badia a Montemuro

5 out of 5 average rating, 15 reviews

[Le rondini in Tuscany] Exclusive View Pool Villa

Top guest favorite

A serene view of the stone farmhouse is captured against a bright blue sky. Lush greenery surrounds the property, featuring olive trees and vibrant foliage. A sparkling swimming pool is situated in the foreground, reflecting the natural beauty of the landscape.

Villa in Sinalunga

5 out of 5 average rating, 51 reviews

The twigs

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