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Villa holiday rentals in Maremmana

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Top-rated villa rentals in Maremmana

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Guest favourite
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 San Miniato

Tuscany Country House Villa Claudia

Experience the enchantment of our Country House: a prestigious, finely restored old Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Immersed in 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!

LocationValueAccess

4.94 out of 5 average rating, 133 reviews
Guest favourite
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

Manor House - IlVillinoFarmhouse

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

LocationValueBathroom

4.93 out of 5 average rating, 254 reviews
Top Guest favourite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea

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

FamilyLocationBiking

4.99 out of 5 average rating, 103 reviews
Top Guest favourite
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

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

FamilyLocationView

4.92 out of 5 average rating, 331 reviews
Top Guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

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

ValueFamilyView

4.98 out of 5 average rating, 126 reviews
Top Guest favourite
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

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.

ValueLocationGetting around

4.99 out of 5 average rating, 137 reviews
Top Guest favourite
A dining table is set with plates and glasses, positioned near large open windows that frame an expansive view of the sea and distant mountains. Sunlight reflects off the water, enhancing the serene ambiance.
Villa in Portovenere

PORTOVENERE VILLA CASTLE

WITH A LARGE GARDEN AND A UNIQUE AND UNFORGETTABLE SEA VIEW FREE WI-FI FINE STONE VILLA FINELY FURNISHED IN A MEDIEVAL CONTEXT RECENTLY RENOVATED OUTDOOR DINING TABLE AND BARBECUE WITH VIEWS Air conditioning, heating and fireplace. THE GARDEN IS EQUIPPED WITH PERGOLAS, TABLES, CHAIRS, AND TWO SUN LOUNGERS. A romantic place, at the foot of the castle. THE VILLA CAN BE REACHED FROM THE CENTER OF PORTOVENERE ON FOOT WITH STAIRS AND PATHS THROUGH THE OLD CARRUGIO, IN 10/15 MINUTES.

LocationValueGetting around

4.95 out of 5 average rating, 105 reviews
Top Guest favourite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa

Il Vichiaccio: Florence Villa with Jacuzzi

Cozy Chianti Villa near 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!

LocationFamilyCheck-in

4.95 out of 5 average rating, 202 reviews
Top Guest favourite
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

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.

LocationValueCheckout

4.98 out of 5 average rating, 105 reviews
Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

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.

ValueFamilyCheck-in

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
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 in Val di Pesa

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.

LocationFamilyBathroom

4.97 out of 5 average rating, 119 reviews
Top Guest favourite
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

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.

FamilyValueView

5.0 out of 5 average rating, 188 reviews

Popular amenities for Maremmana villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Top Guest favourite
Villa in Lucca

Entire Villa Barsocchini

FamilyValueLayout

4.98 out of 5 average rating, 118 reviews
Guest favourite
A spacious private pool is surrounded by a sun terrace, featuring several loungers for relaxation. The serene landscape beyond showcases rolling hills and lush greenery under a clear blue sky.
Villa in Lastra a Signa

Casa Vacanze Il Noce - Villa with private pool

FamilyLocationBarbecue

4.97 out of 5 average rating, 125 reviews
Top Guest favourite
The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.
Villa in Monte San Savino

Villa Tonacato - Charming Villa with private pool

FamilyLocationBreakfast

4.99 out of 5 average rating, 107 reviews
Guest favourite
A historic villa from the 19th century is framed by lush greenery, featuring a serene private bio lake. Surrounding the water, vibrant flowers and shrubbery enhance the natural setting. The structure is complemented by clear blue skies and well-maintained garden areas.
Villa in Lucca

HistoricVilla-6km from Luccacentre-Villa Zambaldi

LocationValueHiking

4.93 out of 5 average rating, 114 reviews
Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

ValueLocationBreakfast

4.94 out of 5 average rating, 145 reviews
Superhost
The stone exterior of the house is framed by vibrant flowers and lush greenery. A shaded terrace offers seating with views of the surrounding hills. Potted plants add color to the pathway made of large stones, leading to the entrance of the home.
Villa in Radda in Chianti

La Balza

ValueLocationAccuracy

4.93 out of 5 average rating, 127 reviews
Guest favourite
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

Le Maggioline Your Tuscany country house

ValueFamilyNearby

4.98 out of 5 average rating, 142 reviews
Guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano

Charming Villa in Stone in Tuscany, Borgo ai Lecci

LocationFamilyDecor

4.97 out of 5 average rating, 116 reviews

Luxury villa rentals

Top Guest favourite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme

Charming Tuscan Villa with View forFamily&Friends

LocationFamilyCleanliness

4.97 out of 5 average rating, 128 reviews
Top Guest favourite
Villa in Montepulciano

Wine Experience Villa in Montepulciano

LocationFamilyPool

4.97 out of 5 average rating, 125 reviews
Guest favourite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

LocationValueSleep quality

4.89 out of 5 average rating, 307 reviews
Guest favourite
An expansive infinity pool reflects the clear blue sky, surrounded by olive groves. The villa's rustic facade is visible in the background, along with umbrellas and lounge chairs positioned around the pool area, creating a serene outdoor space for relaxation.
Villa in La Spezia

Private Villa with Superb Sea Views and Pool

ValueLocationParking

4.9 out of 5 average rating, 118 reviews
Top Guest favourite
The exterior of a charming villa is surrounded by lush greenery, with vines climbing along the walls. A gravel pathway leads to the entrance, framed by well-kept gardens. Sunlight filters through the trees, creating a peaceful atmosphere ideal for relaxation and outdoor gatherings.
Villa in Pergine Valdarno

La Vignaccia (Farmhouse) - villa w/private pool

LocationFamilyView

4.96 out of 5 average rating, 101 reviews
Top Guest favourite
Villa in Bertinoro

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

ValueLocationLayout

4.98 out of 5 average rating, 82 reviews
Top Guest favourite
Villa in Barberino Tavarnelle

Luxury Villa in Chianti • Private Natural Pool

ValueFamilyTV

5.0 out of 5 average rating, 30 reviews
Top Guest favourite
An arch adorned with blooming wisteria frames a lush garden, featuring greenery and vibrant flowers. A terracotta pot sits nearby, while a picturesque tower rises in the background, adding a historic charm to the tranquil outdoor setting.
Villa in Florence

Villa Holm stunning view 10 mn walk to city centre

LocationFamilyPets

5.0 out of 5 average rating, 53 reviews

Villa rentals with a pool

Superhost
The exterior of a charming stone villa is showcased, with a refreshing swimming pool in the foreground. Lush green grass surrounds the pool area, and a shaded gazebo with seating is positioned nearby. Rolling hills and a clear blue sky form a picturesque backdrop.
Villa in Greve in Chianti

Villa La Doccia, Greve in Chianti

ValueLocationLaundry

4.85 out of 5 average rating, 179 reviews
Top Guest favourite
An aerial view showcases a charming Tuscan farmhouse surrounded by lush vineyards and tall trees. The property features a private pool and a well-maintained garden, offering a serene landscape typical of the Chianti hills.
Villa in Noce

Historic villa with private pool in Tuscany

LocationFamilyBreakfast

5.0 out of 5 average rating, 35 reviews
Guest favourite
Villa in Badia a Passignano

Badia a Passignano Guard

LocationLaundryWalkability

4.86 out of 5 average rating, 7 reviews
Guest favourite
A private swimming pool is framed by manicured lawn and positioned under two large umbrellas. Four lounge chairs are arranged around the pool, offering views of rolling hills and the Tuscan countryside beyond. The pool features a sleek, modern design with clear water reflecting the sky.
Villa in Gambassi Terme

Villa Via Francigena

LocationValueNearby

4.96 out of 5 average rating, 72 reviews
Top Guest favourite
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

Dream in Tuscany, Villa with pool

ValueLocationDecor

4.99 out of 5 average rating, 82 reviews
Guest favourite
A private swimming pool is surrounded by lush greenery and blooming flowers. Lounge chairs are positioned along the pool's edge, with a shaded area featuring a sun umbrella and comfortable seating. The tranquil environment is created by the nearby trees and manicured bushes.
Villa in Florence

Villa with pool near the center of Florence

LocationValueCondition

4.9 out of 5 average rating, 82 reviews
Guest favourite
Villa in San Gersolè

Torre Rossa - Villa Tiziano with private garden

LocationFamilyCheck-in

4.97 out of 5 average rating, 36 reviews
Top Guest favourite
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 in Chianti

Luxury Villa on Chianti Wine Estate

ValueLocationHeating

4.93 out of 5 average rating, 94 reviews

Destinations to explore