Family-friendly vacation rentals in Roccalbegna

4.93 out of 5 average rating, 295 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

FamilyKitchenGrill

Farm stay in Campiglia D'orcia

A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

FamilyIndoor spacesDecor

4.92 out of 5 average rating, 628 reviews

4.93 out of 5 average rating, 145 reviews

A rustic stone house is set on a green hillside, surrounded by trees. A large pool reflects its surroundings, with steps leading into the water. The garden features well-maintained lawns and a wooden deck nearby, inviting outdoor relaxation.

Home in Poggi del Sasso

LECCIONE RESIDENCE

Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Indoor spacesFamilyPool

4.97 out of 5 average rating, 252 reviews

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 188 reviews

A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.

Home in Cetona

Casa Dolce Toscana | Panoramic Suite with a View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

KitchenIndoor spacesView

4.99 out of 5 average rating, 134 reviews

The bedroom features a spacious bed with an elegant wrought-iron headboard, flanked by bedside lamps. A decorative chandelier hangs from the wooden ceiling beams. A colorful painting and a framed mirror adorn the walls, while a vase with flowers adds a touch of charm.

Condo in Pitigliano

Le Antiche Viste a Pitigliano

Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

KitchenFamilyLocation

4.94 out of 5 average rating, 111 reviews

A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.

Cottage in Seggiano

EcoLodge – modern design in a peaceful panoramic location

The modern, ecological and comfortable EcoLodge is quiet and secluded, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia; behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata, and Maremma. The Vielfältigkeit is an ideal base for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 292 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

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.

Indoor spacesFamilySkiing

4.98 out of 5 average rating, 161 reviews

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.

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 109 reviews

A rustic stone house is presented, featuring a sloped roof and wooden shutters. A set of stairs leads to the entryway, and a small porch area is visible. Surrounding greenery enhances the serene environment, offering a glimpse of the expansive valley beyond.

Home in Castell'Azzara

The Bandita dei Bovi

The cottage is located 4 km from Castell'Azzara, surrounded by the greenery of an olive grove consisting of 38 olive and fruit trees and surrounded by wooded land and pastures, overlooking the valley offering a breathtaking 180° view starting north with the Fortress of Radicofani until descending towards the west to get lost on the horizon among the Sibillini Mountains. 300 meters from the provincial road, it can be reached by a dirt road.

KitchenFamilySleep quality

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.

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.

FamilyKitchenWifi

4.86 out of 5 average rating, 1013 reviews

4.97 out of 5 average rating, 185 reviews

A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.

Farm stay in Pienza

Spedaletto Castle, Val d'Orcia, Pienza

The Castello di Spedaletto farmhouse is located in the building that once housed the granary of the ancient medieval castle and has been recently renovated in perfect balance between modernity and tradition: stone, bricks, exposed beams blend with the characteristic crystal and wrought iron staircase. The farmhouse consists of 5 double bedrooms with bathrooms and 2 apartments. Come, See, Live...

KitchenFamilyNearby

Popular amenities for Roccalbegna family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 338 reviews

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

Indoor spacesFamilyNearby

Villa in Chianciano Terme

Charming Tuscan Villa in Val d'Orcia with a view

Indoor spacesFamilyAmenities

4.97 out of 5 average rating, 131 reviews

4.97 out of 5 average rating, 155 reviews

A charming stone house is surrounded by lush greenery and colorful flowers. The exterior features a thatched roof and several wooden windows, with a seating area adorned with potted plants. Mature trees provide shade, creating a peaceful outdoor atmosphere.

Home in Pancole

Casa Pancole

Indoor spacesKitchenValue

4.96 out of 5 average rating, 170 reviews

A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.

Cabin in Cetona

Poggio dell'orso.Traditional Casale. Amazing views

Indoor spacesFamilyView

Farm stay in Monte San Savino

A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 116 reviews

4.99 out of 5 average rating, 155 reviews

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano - Guesthouse

KitchenFamilyParking

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.

Your Private Tuscan Retreat

Indoor spacesFamilyLong stay

4.99 out of 5 average rating, 166 reviews

4.97 out of 5 average rating, 126 reviews

Villa in Montepulciano

Wine Experience Villa in Montepulciano

Indoor spacesKitchenLayout

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 210 reviews

The bedroom features light-colored walls and wooden flooring. A spacious bed is paired with a smaller bed suitable for a child. Natural light enters through a window adorned with light curtains. A mirror and dark wooden furniture complement the room's decor.

Home in Bagnore

La Casa del Valle

FamilyIndoor spacesSolo travel

Villa in Soriano Nel Cimino

The villa is enveloped in greenery, with large windows illuminating the interior from within. A patio area features a round table with chairs, a hammock, and a fire pit, set against a backdrop of towering trees and a serene garden.

Simona’s house in the woods - Villa Boutique

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 133 reviews

Home in Civitella d'Agliano

A delicate white rose blooms in the foreground, surrounded by green leaves. In the background, historic towers and buildings are softly illuminated by the golden light of sunset, creating a serene atmosphere.

The rest is to be seen... to live!

Indoor spacesFamilyGetting around

5.0 out of 5 average rating, 221 reviews

Farm stay in Montepulciano

Aerial view of a serene agriturismo surrounded by lush vineyards and golden fields. The property features a pool set amidst well-kept gardens and tall cypress trees. Rolling hills in the background extend towards the horizon, contributing to the peaceful landscape.

Tuscan farmhouse stay with restaurant and pool

FamilyIndoor spacesWalkability

4.94 out of 5 average rating, 109 reviews

4.96 out of 5 average rating, 114 reviews

The entrance of the building is adorned with lush green vines, climbing its facade. Two light gray doors with glass panels are framed by large windows, reflecting the blue sky. Potted plants are placed on either side of the doors, adding a touch of greenery.

Farm stay in Manciano

Casa Mirta art & nature in the heart of Maremma

Indoor spacesKitchenDecor

4.98 out of 5 average rating, 129 reviews

A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.

Apartment in Montemassi

Casa Sabina

KitchenFamilyBreakfast

4.87 out of 5 average rating, 261 reviews

A small outdoor dining area is set beneath a leafy tree, featuring a table adorned with a white tablecloth and fresh fruits. Two wooden chairs are positioned around the table. The stone exterior of the building is visible nearby, complemented by a clear blue sky.

Condo in Catabbio

Casa Agave: Relax, e-bike, spa, nature in Maremma!

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 108 reviews

A spacious room features a double bed with an orange bedspread, complemented by two wooden nightstands. Natural light floods in through a large window with orange curtains, while a wooden beam ceiling adds character. Vintage decor elements are showcased on the walls.

Farm stay in Chiusi

Breeder's Room - Triple room breakfast included

FamilyKitchenBiking

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 169 reviews

An aerial view showcases a rustic farmhouse surrounded by lush greenery. The property features a terracotta roof, several outdoor areas, and multiple swimming pools nestled among trees, emphasizing the tranquil rural setting.

Farm stay in Murlo

Elegant farmhouse Siena

Indoor spacesFamilyLocation

4.99 out of 5 average rating, 244 reviews

A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.

Home in Orvieto

Vineyards Paradise

KitchenIndoor spacesLaundry

4.98 out of 5 average rating, 304 reviews

A rustic terrace features a wooden table and chairs, offering panoramic views of rolling hills and lush greenery. Stone walls support a traditional wooden beam ceiling, while elements like a decorative bell and a sheep silhouette add character to the natural surroundings.

Farm stay in Pari

TUSCANY farm house SWIMMING POOL

KitchenIndoor spacesAmenities

5.0 out of 5 average rating, 6 reviews

Apartment in Arcidosso

Tuscan Hideaway on Mt. Amiata · Pool & Sunsets

Indoor spacesPoolView

5.0 out of 5 average rating, 23 reviews

The stone villa is surrounded by lush greenery, showcasing rustic charm with wooden shutters. Sunlight filters through the trees, highlighting the well-maintained lawn and inviting outdoor areas that complement the serene, natural setting.

Villa in Arcidosso

Stone villa with a pool

Indoor spacesKitchenDecor

4.79 out of 5 average rating, 34 reviews

A tranquil outdoor space features a large swimming pool with crystal-clear water. Colorful lounge chairs and an umbrella provide comfort, while lush green trees and flowering bushes surround the area. A charming farmhouse is visible in the background, set against a clear blue sky.

Home in Saturnia

Charming Country House in Saturnia with Pool

FamilyIndoor spacesGrill

4.92 out of 5 average rating, 95 reviews

A rustic stone house is set against a backdrop of lush trees, featuring a terrace with sun loungers arranged around a central swimming pool. The building's earthy tones complement the natural surroundings, while a chimney adds a touch of charm to the exterior.

Cottage in Roccalbegna

Small cottage, swimming pool entirely private use

KitchenIndoor spacesView