Family-friendly vacation rentals in Montemerano

Apartment in Montepulciano

A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Cottage in Castell'Azzara

An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.

4.99 out of 5 average rating, 136 reviews

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

4.99 out of 5 average rating, 242 reviews

An aerial view showcases a charming stone cottage surrounded by lush greenery and mature trees. The roof is partially covered with natural foliage, blending the structure harmoniously into the landscape. The area features rocky outcrops and dense vegetation, highlighting the peaceful rural setting.

Farm stay in Seggiano

Terra Delle Sidhe, Seggiano, Tuscany, Italy

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

4.99 out of 5 average rating, 109 reviews

A spacious terrace is showcased with two comfortable armchairs positioned around a glass table. Potted red flowers adorn the railing, overlooking a panoramic view of the rolling hills of the Tuscan countryside under a partly cloudy sky.

Condo in Montalcino

"Landscape Notes" Suite

The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Home in San Quirico d'Orcia

A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.

4.99 out of 5 average rating, 206 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

4.98 out of 5 average rating, 313 reviews

A dining area features a simple wooden table adorned with a bowl of apples. Light streams in from the nearby window, illuminating the space. In the outdoor area, two sun loungers are positioned under an umbrella, alongside a gently flowing stream surrounded by tall greenery.

Apartment in Montemerano

Historic apartment Palazzo Carli, Montemerano

The apartment is in the historic center of Montemerano medieval village of the Tuscan Maremma. The house consists of a large kitchen - living room with sofa bed, large double bedroom, bathroom, laundry, terrace, Wi-Fi internet. From this year for the guests of the apartment, included in the cost of the reservation, there is the possibility of accessing the garden of the La Polveriera farm with exclusive view of the thermal stream of Saturnia Il Gorello.

Condo in Castelnuovo dell’Abate

A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.

4.91 out of 5 average rating, 285 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.89 out of 5 average rating, 159 reviews

A ground-level countryside dwelling is presented with natural stone pathways and wooden shutters. Potted plants are positioned near the entrance. The exterior is complemented by expansive windows, providing views of the surrounding landscape under a clear blue sky.

Home in Catabbio

Country house La Meria

Apartment of 90sqm , without architectural barriers, ground floor, 1 bathroom with shower , bathroom with whirlpool tub, 1st double bedroom, 1 bedroom with 2 separate beds, sofa bed , living room, kitchen , use of outdoor pool, free shuttle service to Le Terme di Saturnia Area difficult to reach by public transport , it is recommended to rent a car It is recommended to use G.MAPS by entering in the search : agriturismo La Meria

Earthen home in Pitigliano

An open door reveals a scenic view of historic buildings on a hillside. Light floods the room, highlighting the wooden furniture and stone flooring. A subtle contrast between the interior and the vibrant landscape can be seen in the background.

4.87 out of 5 average rating, 900 reviews

The cave

My accommodation is in the town's historic center It is only 10 km from Terme of Sorano, while 20 km from Bolsena Lake and Saturnia (spa). You'll love my place because it's bright, panoramic, clean, and welcoming. Suitable for couples, sole adventurers, families (with kids) and furry friends (pets). Note: if the reservation is for two people it means only one bed, for an extra bed it is necessary to book at least for 3 people.

4.88 out of 5 average rating, 361 reviews

A cozy sleeping area features a plaid-patterned blanket on a spacious bed. Nearby, a bright red armchair adds a pop of color. A vase with flowers, including roses, is positioned in the foreground, enhancing the inviting ambiance of the room.

Loft in Pitigliano

Romantic loft

Ambiente unico nel suo genere, il loft vi offre un’esperienza di soggiorno a diretto contatto con la tranquilla vita quotidiana e la bellezza di uno dei Borghi più belli d' Italia. Situato in una posizione ottimale, vi permetterà di scoprire una delle zone meno conosciute della Toscana. Nasce da un'antico edificio del centro storico di Pitigliano. Adatto a coppie o viaggi di lavoro.

4.94 out of 5 average rating, 413 reviews

The illuminated village of Pitigliano is captured at dusk, showcasing its distinct stone buildings and rooftops. The historic tower stands prominently in the background, while soft lights line the streets, creating a serene atmosphere in the valley below.

Apartment in Pitigliano

Panoramic penthouse in the ancient village

Penthouse with two panoramic terraces with stunning views of the valley and the historic center, in the square below the historic Orsini Fortress. Twenty minutes from the Terme di Saturnia and five minutes from the Terme di Sorano, immersed in the Maremma landscape.

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Popular amenities for Montemerano family-friendly rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in San Giovanni d'Asso

A dining table is set with plates, glasses, and utensils, positioned near expansive glass doors. Natural light fills the space, revealing a view of the private patio and lush greenery beyond. A bowl rests at the center of the table, enhancing the dining experience.

5 out of 5 average rating, 5 reviews

Podere Ferranino #Fra Angelico Townhouse

Vacation home in Città della Pieve

4.6 out of 5 average rating, 5 reviews

Foresteria 4 Relax on hill: Jacuzzi, Boules, Pool

5 out of 5 average rating, 33 reviews

The villa showcases a charming stone facade, complemented by a covered terrace that features stylish outdoor seating. Lush green grass surrounds the property, while vibrant planters add a touch of color. The expansive view of the countryside is visible against a backdrop of clear blue skies.

Villa in Allerona

Vakantievilla Farmhouse Dolci Hills

4.91 out of 5 average rating, 122 reviews

The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.

Villa in Montepulciano

Villa in Montepulciano with a Pool

4.92 out of 5 average rating, 39 reviews

An aerial view captures the villa surrounded by lush greenery, featuring a spacious parking area and a private pool. The building's unique architecture is highlighted by its tiled roof, and the landscape is dotted with trees, creating a serene and inviting atmosphere.

Villa in Montefiascone

The Lilies of the Belvedere

Apartment in Montepulciano

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

Vacation home in Saturnia

The stone villa is framed by lush greenery and overlooks a tranquil swimming pool. Large glass doors reflect the natural surroundings, enhancing the connection to the outdoors. The serene atmosphere is complemented by the native plants situated throughout the landscaped grounds.

4.75 out of 5 average rating, 12 reviews

Tuscan country villa with private swimming pool

4.95 out of 5 average rating, 148 reviews

An outdoor terrace features a glass dining table set for four, complemented by green chairs. A bottle of wine and glasses rest on the table, with vibrant red flowers adding a pop of color. A scenic valley view showcases rolling hills and a distant mountain.

Condo in Chiusi

La Terrazza su Chiusi - panoramic apartment

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Family- and pet-friendly home rentals

4.9 out of 5 average rating, 166 reviews

An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.

Apartment in Pienza

Back Home - Apartment in Pienza

4.81 out of 5 average rating, 101 reviews

A spacious two-story building is highlighted, featuring a welcoming facade with several windows and a central entrance. Lush green trees and well-maintained grass surround the property, and a gazebo is positioned nearby, complementing the natural setting in the background.

Condo in Grosseto

Sea, Relax, Park of the Maremma Alberese, Tuscany

4.95 out of 5 average rating, 206 reviews

A rustic farmhouse is shown, featuring a spacious outdoor patio with wooden furniture. Surrounding greenery includes trees and manicured shrubs. The background reveals rolling hills under a partly cloudy sky, enhancing the rural charm of the property.

Home in Località LeCoste

Borgo Petroio

4.98 out of 5 average rating, 45 reviews

A scenic view of rolling hills is presented, featuring a vibrant field of yellow flowers under a clear blue sky. Tall, slender cypress trees stand amidst patches of greenery, while a winding dirt path leads through the landscape, inviting exploration.

Apartment in Montiano

Poggio Bestiale Vacation Home

4.8 out of 5 average rating, 167 reviews

A rustic brick structure features multiple stories, with large windows and a balcony. Surrounding greenery includes manicured lawns and bushes. In front, a gravel area hosts a bench and outdoor seating, while terracotta planters add to the serene atmosphere.

Farm stay in Pienza

Vacation in Piandimaggio in Val d'Orcia.

4.93 out of 5 average rating, 114 reviews

The exterior of the villa is surrounded by lush greenery, with a wooden pathway leading up to the entrance. A spacious covered terrace is visible, featuring wooden railings. A pink façade and multiple trees can be seen framing the property, creating a serene outdoor environment.

Villa in Vetralla

Rent a 250 sqm villa

4.76 out of 5 average rating, 37 reviews

A calm bay scene at sunset is depicted, featuring two individuals on a stand-up paddleboard, one holding a paddle high. Nearby boats are anchored, and the shoreline is dotted with trees, creating a serene and tranquil atmosphere.

Home in Monte Argentario

Beach villa great view, chill space, dogs welcome

Apartment in Isola del Giglio

The medieval castle sits atop a hillside, surrounded by greenery and rocky terrain. Clear blue skies provide a backdrop to the historic structure, which is prominently visible against the natural landscape. The elevation highlights the castle's commanding presence in the serene environment.

4.83 out of 5 average rating, 144 reviews

Giglio Island

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Family-friendly home rentals with a pool

4.71 out of 5 average rating, 7 reviews

A rustic living area features stone walls and wooden beams, with two patterned couches and a wooden table at the center. A bouquet of flowers sits on the table, while large windows allow natural light to fill the space.

Apartment in Radicofani

il Granaio apartment

Cottage in San Casciano dei Bagni

A private swimming pool is surrounded by lush greenery and flowering plants, offering a serene retreat with expansive views of the rolling hills and mountains beyond. Two lounge chairs are positioned by the pool, inviting relaxation in a tranquil outdoor setting.

5 out of 5 average rating, 15 reviews

Toscana, Country house with exclusive pool

4.91 out of 5 average rating, 32 reviews

Aerial view of Villa Poggio Martino surrounded by rolling hills and fields. The rustic farmhouse displays its traditional architecture while a pool is visible in the garden area. Lush greenery complements the serene landscape, creating a peaceful countryside setting.

Farm stay in Cortona

Poggio Martino | Childfriendly Agriturismo

4.71 out of 5 average rating, 21 reviews

A charming stone farmhouse is shown, adorned with vibrant wisteria cascading over the entrance. The rustic exterior features traditional brickwork, a sloped roof, and window shutters. Olive trees are visible nearby, set against a backdrop of rolling hills under a partly cloudy sky.

Cottage in Paciano

Casetta Di Pietra 2-bed cottage with private pool.

4.98 out of 5 average rating, 51 reviews

A large saltwater swimming pool is surrounded by lounge chairs and offers views of the lush, green landscape beyond. The area is shaded by a tree, creating a relaxing environment for guests to enjoy.

Villa in Petrignano

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa in Poderi di Montemerano

The image features an aerial view of a spacious rural property, showcasing manicured gardens and a swimming pool surrounded by lounge chairs. In the background, hills and olive trees are visible, with charming structures dotting the landscape, enhancing the serene atmosphere of the Tuscan countryside.

4.98 out of 5 average rating, 41 reviews

Fonte dei Frati - Private Villa and Pool

4.9 out of 5 average rating, 143 reviews

A private swimming pool is framed by landscaped greenery, with steps leading into the clear water. The expansive water surface reflects the distant view of Lake Trasimeno and the surrounding landscape under a partly cloudy sky.

Home in San Feliciano

Casa dei 5 Sensi - Trasimeno view