Family-friendly vacation rentals in Bucine

5.0 out of 5 average rating, 218 reviews

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Condo in Noce

Ancient 17th-century farmhouse in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace, with wonderful views of the castle, hills, and vineyards and breathtaking sunsets.

Indoor spacesFamilyLocation

Vacation home in loc. Simignano

A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.

Casa al Gianni - Oak

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!

FamilyKitchenEV charging

4.93 out of 5 average rating, 244 reviews

4.99 out of 5 average rating, 526 reviews

A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.

Farm stay in Ruscello

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

FamilyIndoor spacesLocation

Farm stay in Castelnuovo Berardenga

Apartment in Tuscan farm house.

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

FamilyKitchenOutdoor spaces

4.92 out of 5 average rating, 357 reviews

4.91 out of 5 average rating, 88 reviews

The charming farmhouse features a warm yellow exterior and traditional terracotta roof. Tall cypress trees and verdant olive trees surround the property, which sits among rolling hills. A covered patio extends from the house, providing outdoor seating space with a view of the scenic landscape.

Farm stay in Bucine

Feriale I. Petrolo Winery. Pool, wi-fi, vineyards

Charming farmhouse of the Petrolo winery in the heart of Tuscany. 5 bedrooms and 4 bathrooms, for 10 guest +2 on sofa bed. Panoramic views over the Valdarno valley, next to Chianti Classico. The house is placed among vineyards and olive trees with the medieval watchtower of Galatrona nearby. The house has wi-fi, private garden with bbq and easy access to the swimming pool shared with 2 of our houses. To access the house climb 20 steps to the first floor, landing on a cute panoramic terrace.

KitchenIndoor spacesGetting around

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

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

KitchenFamilyLayout

4.99 out of 5 average rating, 113 reviews

Villa in Pergine Valdarno

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.

La Vignaccia (Farmhouse) - villa w/private pool

Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.

Indoor spacesFamilyWalkability

4.96 out of 5 average rating, 101 reviews

Villa in Barberino Tavarnelle

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.

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.

FamilyKitchenAmenities

4.98 out of 5 average rating, 105 reviews

5.0 out of 5 average rating, 10 reviews

Home in Pogi

Private Cottage with Plunge Pool in Tuscan Estate

A private cottage with garden and plunge pool, set within Borgo Iesolana Estate. Perfect for up to 6 guests, yet equally special for couples. Enjoy total privacy, a fully fenced garden (ideal for dogs), stunning views and an exclusive plunge pool — with breakfast included and full access to the Borgo’s pools, restaurant and bar just a short walk away. Private parking, Wi-Fi, TV, air conditioning, heating and a fully equipped kitchen complete the experience.

Indoor spacesKitchenHospitality

4.71 out of 5 average rating, 28 reviews

A cozy living area features a comfortable sofa with a neutral cover, positioned by a window with wooden frames. A wooden dining table and chairs create a welcoming space, while a rustic sideboard provides storage. Exposed wooden beams add character to the ceiling.

Condo in Bucine

"The Castle" between Siena, Arezzo and Florence

Apartment of about 70 square meters in the historic center of a medieval village on the border with Chianti. Consisting of a living room-kitchen with exposed beams, two double bedrooms, a storage room and a bathroom. Located in a quiet area overlooking the Tuscan hills. The art cities of Florence, Siena and Arezzo are easily accessible by car or train, since the train station is not far from the house. The Rapolano thermal baths are a 30-minute drive away.

Indoor spacesFamilySleep quality

4.88 out of 5 average rating, 102 reviews

The exterior of a rustic building is visible, featuring stone archways and blooming flower boxes under windows. Lush greenery surrounds the structure, while a well-maintained lawn provides an inviting outdoor space. A bright blue sky complements the scene, enhancing the serene countryside setting.

Barn in Le Mura

Two-room apartment in a Tuscan barn

The accommodation is nestled among the beautiful hills of Valdambra surrounded by medieval towers and castles and the silence of nature. It is located in the triangle between Florence, Siena and Arezzo, easily reachable by car or train. The apartment consists of a kitchen/living room (with a sofa bed for one person), a bedroom with a double bed and a bathroom. Large garden with the possibility of eating outdoors.

Indoor spacesKitchenWifi

Home in Terranuova Bracciolini

Villa Lolù with private heated swimming-pool

Charming villa with private heated pool, and outdoor hot tub. Very large 175 sqm house with kitchen, dining room, living room with fireplace, 3 double bedrooms, 1 bedroom with 2 single beds, 1 double sofa bed, 3 bathrooms, one of which is en suite. Starting this year, there is also a gym

KitchenFamilyDecor

4.97 out of 5 average rating, 159 reviews

Popular amenities for Bucine family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Farm stay in Gaiole in Chianti

A warm living area is presented, featuring a comfortable sofa adorned with soft pillows and a round dining table. The space is illuminated by wall sconces, while an arched entryway leads to another room. Large windows allow natural light to fill the area.

La Pieve - the house next to the church

FamilyIndoor spacesBreakfast

4.97 out of 5 average rating, 115 reviews

Villa in Castiglion Fiorentino

A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.

Tuscan charm of villa - countryside - Villa Senaia

FamilyIndoor spacesSleep quality

4.9 out of 5 average rating, 240 reviews

4.96 out of 5 average rating, 138 reviews

Home in Asciano

Palazzo Monaci - Pool in the Crete Senesi

KitchenIndoor spacesPool

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

Indoor spacesKitchenComfort

Farm stay in Greve in Chianti

A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.

Typical Tuscan country house

KitchenFamilyGetting around

4.99 out of 5 average rating, 431 reviews

4.95 out of 5 average rating, 219 reviews

A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.

Tower in Fiesole

A Big Dream in a Little Tower.

Indoor spacesFamilyLayout

4.98 out of 5 average rating, 113 reviews

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

Apartment in Siena

Luxury frescoed apartment in the historical center

FamilyIndoor spacesCheckout

Home in Gaiole in Chianti

A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.

Charming estate with views. A/C in the bedrooms

FamilyKitchenOutdoor spaces

4.86 out of 5 average rating, 294 reviews

Family- and pet-friendly home rentals

Home in Castelnuovo Berardenga

A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.

The Chianti window

Indoor spacesKitchenGetting around

4.9 out of 5 average rating, 133 reviews

4.89 out of 5 average rating, 307 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Indoor spacesFamilyCheckout

Vacation home in Castelnuovo Berardenga

A sparkling swimming pool is surrounded by sun loungers and umbrellas, offering a relaxing space for guests. The rustic farmhouse, with its stone exterior, is visible in the background, amidst lush greenery and trees under a partly cloudy sky.

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

KitchenFamilyNearby

4.91 out of 5 average rating, 99 reviews

4.75 out of 5 average rating, 4 reviews

Home in Bucine

Casa Toscana | Private Pool & Countryside!

Indoor spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 5 reviews

Vacation home in Nusenna

Chiantissima Tuscany

ParkingQuietView

Vacation home in Montebenichi

Agriturismo I Moraioli, Cantina apartment

Indoor spacesCheck-inAmenities

5.0 out of 5 average rating, 8 reviews

Villa in Pergine Valdarno

A spacious outdoor area features a private pool with Roman steps, surrounded by sun loungers and gazebos. Lush green gardens and trees create a natural backdrop, complemented by distant hills and a clear blue sky with fluffy white clouds.

Podere Bellaria

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 7 reviews

4.64 out of 5 average rating, 39 reviews

Home in Pergine Valdarno

Casetta: farmhouse, pool and garden

KitchenIndoor spacesLayout

Family-friendly home rentals with a pool

4.77 out of 5 average rating, 78 reviews

An aerial view showcases a large swimming pool surrounded by well-maintained gardens and lush greenery. Nearby, sun loungers and shaded areas create inviting spots for relaxation. The surrounding landscape includes vineyards and trees, enhancing the serene ambiance of the outdoor space.

Apartment in Bucine

Apartment Villa Chianti Pool WiFi Air Cond. (A)

FamilyIndoor spacesLocation

Farm stay in Monte San Savino

Luxury Hilltop Villa | Infinity Pool, Sauna, View

Indoor spacesFamilyValue

5.0 out of 5 average rating, 10 reviews

4.94 out of 5 average rating, 54 reviews

A tranquil view showcases stone buildings nestled among lush greenery. The fading sunlight creates a soft glow in the sky, while the chimneys of the homes stand prominently against the backdrop of rolling hills.

Home in Sogna

La Casa di Sogna

Indoor spacesKitchenComfort

Vacation home in Rosennano

Two wooden chairs with green and yellow striped cushions are positioned on a covered balcony. The arched opening frames a panoramic view of rolling hills, lush greenery, and expansive skies, providing a serene backdrop for relaxation.

HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL

FamilyIndoor spacesLong stay

4.99 out of 5 average rating, 76 reviews

4.83 out of 5 average rating, 6 reviews

Home in Bucine

Villa in Chianti with pool, Tenuta Lupinari

FamilyIndoor spacesView

4.99 out of 5 average rating, 67 reviews

A rustic stone farmhouse is framed by lush greenery, with large windows reflecting the tranquil surroundings. An inviting pool occupies the foreground, its clear water contrasting with the warm tones of the building. Gated fencing surrounds the property, ensuring privacy.

Home in Badia a Ruoti

Il Casone - Country house with pool & wide garden

KitchenIndoor spacesAccess

Villa in Terranuova Bracciolini

A wooden dining table is set under a pergola adorned with fabric shades, illuminated by warm evening light. The table holds decorative glassware and candles, while a vast green landscape extends toward the horizon, where the sun sets, casting a soft glow across the scene.

romignano wine farm

Indoor spacesFamilyHeating

4.73 out of 5 average rating, 56 reviews